US20110143007A1 - New polydextrose material - Google Patents

New polydextrose material Download PDF

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Publication number
US20110143007A1
US20110143007A1 US13/058,763 US200913058763A US2011143007A1 US 20110143007 A1 US20110143007 A1 US 20110143007A1 US 200913058763 A US200913058763 A US 200913058763A US 2011143007 A1 US2011143007 A1 US 2011143007A1
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polydextrose
weight
polymerisation
degree
products
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US13/058,763
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Bruno Frederic Stengel
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Cargill Inc
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Cargill Inc
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • C08B37/0009Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G1/00Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
    • A23G1/30Cocoa products, e.g. chocolate; Substitutes therefor
    • A23G1/32Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds
    • A23G1/40Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds characterised by the carbohydrates used, e.g. polysaccharides
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/34Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
    • A23G3/36Sweetmeats, confectionery or marzipan; Processes for the preparation thereof characterised by the composition containing organic or inorganic compounds
    • A23G3/42Sweetmeats, confectionery or marzipan; Processes for the preparation thereof characterised by the composition containing organic or inorganic compounds characterised by the carbohydrates used, e.g. polysaccharides
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L2/00Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
    • A23L2/02Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation containing fruit or vegetable juices
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L2/00Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
    • A23L2/52Adding ingredients
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/20Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
    • A23L29/206Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of vegetable origin
    • A23L29/212Starch; Modified starch; Starch derivatives, e.g. esters or ethers
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/20Reducing nutritive value; Dietetic products with reduced nutritive value
    • A23L33/21Addition of substantially indigestible substances, e.g. dietary fibres
    • A23L33/25Synthetic polymers, e.g. vinylic or acrylic polymers
    • A23L33/26Polyol polyesters, e.g. sucrose polyesters; Synthetic sugar polymers, e.g. polydextrose
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/26Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs

Definitions

  • the present invention relates to a new type of water-soluble polydextrose.
  • This new type of polydextrose contains an increased amount of saccharide molecules having a higher degree of polymerisation (DP) and has a high non-digestible fiber content.
  • the present invention relates to a process for preparing this new type of polydextrose and to the use of this new polydextrose in products such as food products, pharmaceutical products and personal care products as well as to such products containing this polydextrose.
  • Acid-catalysed polymerisation of saccharides is a well-known phenomenon which is described in numerous general articles, books and patents.
  • Polydextrose is commercially available and all of these polydextrose products include a variety of residual compounds such as glucose, sorbitol, citric acid and other compounds which contribute to the taste, colour, and caloric value.
  • Low molecular weight compounds such as 1,6-anhydroglucose and 5-hydroxymethylfurfural contribute a bitter taste and off-flavour.
  • U.S. Pat. No. 3,766,165 discloses that polymers useful as low-calorie food ingredients can be prepared by heating dextrose or maltose, optionally with a minor amount of a polyol, in the presence of edible polycarboxylic acid catalysts under reduced pressure.
  • U.S. Pat. No. 3,876,794 discloses various kinds of foods containing same.
  • WO 98/41545 discloses methods for preparing polysaccharides by reacting glucose or glucose containing materials with a polyol in the presence of mineral acids such as phosphoric, hydrochloric and/or sulphuric acid. According to this disclosure, the low levels of catalyst as suggested therein lead to minimal or no off-flavors and little color formed during the course of the reaction. The methods disclosed in this document may comprise further purification methods.
  • U.S. Pat. No. 5,831,082 describes a process for obtaining highly pure water-soluble polydextrose by separation.
  • the reported over 99,2% water-soluble polydextrose contains considerable amounts of di-, tri- and tetrasaccharides.
  • the products according to this disclosure are reported to not have a bitter aftertaste.
  • U.S. Pat. No. 5,051,500 describes a continuous method for preparing a randomly-bonded polysaccharide.
  • US 2004/0038837 relates to the use of maltodextrin (named here as well as polydextrose) in combination with sucrose to induce biphasic liquid formation.
  • the mentioned product has a polymerisation degree of 4 to 22 and is brought on the market as MaltrineTM, which corresponds to maltodextrin type products.
  • EP 0 458 748 describes a polydextrose composition that is substantially free of bitter tasting and colour.
  • the polydextrose solution is added to an anion exchanger.
  • the eluate (containing polydextrose) is free from the citric acid, but lower molecular weight contaminants such as 1,6- anhydroglucose, sorbitol and glucose are still present.
  • U.S. Pat. No. 5,831,082 describes a process for obtaining a highly pure water-soluble polydextrose.
  • the crude polydextrose which contains 0.5 to 3% of citric acid is purified by using a simulated moving bed system applying a strong acidic gel.
  • the DP6+fraction is always around 56-58% by weight.
  • the current invention relates to a new water-soluble polydextrose containing at least 75% by weight of saccharide molecules having a degree of polymerisation of 5 or more. More preferably, the polydextrose contains at least 80% by weight of saccharide molecules having a degree of polymerisation of 5 or more, and characterised in that the non-digestible fiber content is at least 80% by weight, preferably at least 85% by weight, more preferably at least 90% by weight.
  • the present invention provides a process for preparing such a polydextrose comprising the steps of
  • the present invention relates to the use of this new polydextrose in the preparation of products such as food products, pharmaceutical products and personal care products, as well as to said food products, pharmaceutical products and personal care products containing this polydextrose.
  • Polydextrose as referred to herein, is a water-soluble, bulking agent. It is a randomly cross-linked (branched) glucan polymer (polysaccharide) characterised by having predominantly ( ⁇ -1-6 and ⁇ -1-4 linkage and which is produced through acid-catalysed condensation of saccharides alone or in the presence of sugar alcohols. Polydextrose is substantially different from maltodextrin which is obtained through the hydrolysis of starch materials and which is containing a majority of ⁇ -1-4 linkages.
  • the new polydextrose according to the present invention is a polydextrose with an increased amount of saccharide molecules having a degree of polymerisation (DP) of 5 or more.
  • the degree of polymerisation is applied as in polymer chemistry and refers to the number of repeat units in the chain.
  • the degree of polymerisation is a measure of molecular weight and the molecular weight of the monomer is calculated as about 162.
  • This increased amount of saccharide molecules with a DP of 5 or more is at least 75% by weight and more preferably, at least 80% by weight.
  • the new polydextrose is further characterised in that the non-digestible fiber content is at least 80% by weight, preferably at least 85% by weight, more preferably at least 90% by weight.
  • Non-digestible fiber is neither digested nor absorbed in the small intestine. It has at least one of the following properties: increase stools production, stimulate colonic fermentation, reduce fasting cholesterol levels, and/or reduced post-prandial blood sugar and/or insulin levels.
  • the non-digestible fiber is determined by applying fresh dialysed rat small intestine powder at 37° C. at pH 6.
  • the polydextrose according to the invention further contains less than 20% of saccharide molecules having a DP from 1 to 4 (mono- and oligomers), and preferably the amount of these mono- and oligomers is less than 15% by weight, more preferably less than 10% by weight.
  • oligomer and oligosaccharide are used to describe those products of a polymerisation reaction which have a DP from 1 to 4, i.e. they contain 1 to 4 moieties corresponding to a saccharide or sugar alcohol unit, e.g. 4 saccharide units or 3 saccharide and 1 sugar alcohol unit, each linked via covalent bonds such as glycosylic bonds.
  • polymers those molecules resulting from the polymerisation reaction which have a degree of polymerisation of 5 or more are referred to as “polymers” or “polysaccharides”. If, glucose or other hexose containing reactants are used in the polymerisation reaction, these polymers have a molecular weight of about 828 g/mol or higher.
  • the polydextrose according to the invention has a molecular weight dispersity below 2.0, or preferably, below 1.8, describing the dispersions of distributions of molar masses.
  • the equivalent terminology is polydispersity. This is the ratio of weight average molecular weight to number average molecular weight.
  • the current invention further relates to a polydextrose according to the invention characterized by a volume mean diameter smaller than 60 ⁇ m, preferably smaller than 55 ⁇ m, and more preferably smaller than 50 ⁇ m.
  • the calculation of the volume mean diameter is based on the definition of moments of a distribution and an example is given in ISO/FDIS 9276-2.
  • the polydextrose is low caloric, and non-cariogenic. Its non-cariogenicity is measured with an in-vitro test.
  • Another embodiment of the invention is directed to a process for preparing the new polydextrose as defined above, which comprises the following steps:
  • step b) adjusting the pH of the crude polydextrose of step a) to from 6 to 8, preferably about 7, e.g. by adding alkaline compounds;
  • step b) chromatographic separation of the product of step b) into at least two fractions, wherein one fraction is enriched in saccharide molecules having a DP from 1 to 4, and one fraction which is enriched in polydextrose containing at least 75% of molecules, which have a DP of 5 or more.
  • this process according to the invention provides the crude polydextrose in step a) by acid-catalysed polymerisation of saccharides.
  • the saccharides used in the first step of the process are preferably glucose and glucose containing saccharides.
  • These saccharides can be glucose (dextrose), maltose, starch hydrolysates, or the like, wherein a fraction of the saccharide moieties might also be esterified with carboxylic acids.
  • These saccharides could be used in an anhydrous or in hydrated state, or they could be used in an aqueous solution.
  • the saccharides used as starting material may further contain sugar alcohols.
  • the amount of sugar alcohols used in the starting material is from 0 to 20% by weight of polymerisation reactants (saccharides).
  • sugar alcohols can comprise one or more of glycerol, erythritol, threitol, pentitols such as xylitol, and hexitols such as sorbitol, mannitol or galactitol.
  • Preferred sugar alcohols comprise one or more hexitols and, particularly, sorbitol.
  • a large range of acids could be used for catalysing the polymerisation to obtain the crude polydextrose in step a).
  • these catalysts are acids which are allowable for consumption in order to reduce the otherwise necessary controls and costs to check for the presence of and, if necessary, remove the catalyst acids from the final product.
  • the preferred acids are edible acids (food grade acids) such as phosphoric acid, citric acid, malic acid, succinic acid, adipic acid, gluconic acid, tartaric acid, fumaric acid and mixtures thereof.
  • Particularly preferred are citric acid and/or phosphoric acid.
  • the amount of acid to be used as catalyst should be below 10 mol % relative to the amount of saccharide (and polyol, if present) starting material used in the polymerisation reaction. Preferably, this amount should be clearly below this level, such as e.g. at most 3, at most 1, at most 0.5, at most 0.1 mol % or lower.
  • the crude polydextrose is still containing the residual acid which is used in the polymerisation reaction.
  • step b) the pH of the crude polydextrose is increased to 6 to 8, preferably about 7, by adding alkaline compounds.
  • alkaline compounds such as sodium hydroxide dissolved in water or other suitable alkalising compounds known in the art.
  • the chromatographic separation according to step c) leads to at least two fractions, wherein one fraction is enriched of mono- and oligosaccharide molecules, i.e. this fraction is enriched in dextrose, maltose and other oligomers (up to DP4) in comparison with the crude polydextrose after step b); and the other fraction is enriched in polysaccharides (preferably with polymerisation degree of 5 and higher) compared to the crude polydextrose after step b).
  • the chromatographic separation is performed on a cation exchange resin, such as a strongly acidic cation (SAC) exchange resin.
  • a cation exchange resin such as a strongly acidic cation (SAC) exchange resin.
  • the polydextrose of the current invention is free from degradation products such as furans, furfural and 5-hydroxymethyl furfural (5HMF) and through the chromatographic separation a new profile of polymerisation degree is obtained and the final product is low-caloric, non-cariogenic and has a non-digestible fiber content of at least 80%.
  • degradation products such as furans, furfural and 5-hydroxymethyl furfural (5HMF)
  • Another aspect of the invention is directed to the use of polydextrose containing at least 75% by weight of saccharide molecules having a DP of 5 or more and characterised in that the non-digestible fiber content is at least 80% by weight, in the preparation of products selected from the group consisting of food products, pharmaceutical products and personal care products. Still another aspect of the invention is directed to food products, pharmaceutical products and personal care products which contain such a new polydextrose.
  • the polydextrose containing at least 75% by weight saccharide polymers and characterised in that the non-digestible fiber content is at least 80% by weight can be used in addition or instead of conventional polydextroses.
  • the pharmaceutical products according to the invention comprise tablets, excipients for preparing tablets, viscosity agents for use in syrups or other liquid or viscous fluids, solutions, emulsions or suspensions.
  • the personal care products according to the invention are selected from fluid, semifluid or solid products such as tooth paste, mouth wash and the like.
  • the polydextrose according to the invention is useful as a humectant.
  • Humectant is a substance used primarily in foods and cosmetic products to help retain moisture.
  • the polydextrose according to the invention is particularly useful for the preparation of food products.
  • These food products comprise in particular confectionary, bakery products, beverages and diary products.
  • Confectionery compositions within the scope of the present invention include chocolate, crystalline and non-crystalline products.
  • Non-crystalline products within the scope of the present invention include hard candies, brittle, caramel, toffee, licorice, jellies, chewing gums and gums, preferably soft gums.
  • Crystalline products within the contemplation of the confectionery compositions of the present invention encompass fondants and creams, fudge, nougats, marshmallows, pralines, pressed candies such as tablets, marzipan and pastes, and panned candies (dragees). Combinations of these products are also within the scope of confectionery compositions. For example, chocolate coated crystalline or non-crystalline products.
  • Chocolate an important confectionery composition within the contemplation of the present invention, encompasses sweet chocolate, semi-sweet chocolate, bitter-sweet chocolate, which as a group are often also referred to as dark chocolate, milk chocolate, buttermilk chocolate, skim milk chocolate and white chocolate.
  • any of the aforementioned chocolates filled with nuts, fruits, rice and other fillings used in the chocolate arts are also within the scope of the current invention.
  • Chocolate also includes any confectionery product having qualities sufficient to impart chocolate taste, chocolate flavour and any other material that performs as a chocolate analogue obtaining a tender cake.
  • the new polydextrose of the current invention the chocolate, milk and/or dark chocolate, is low caloric.
  • the final chocolate is non-cariogenic and the cooling effect of erythritol is reduced by the new polydextrose of the current invention.
  • the current invention further relates to bakery products comprising the polydextrose of the current invention and additional bakery ingredients.
  • the additional bakery ingredients will be apparent to a person skilled in the art. They may include, e.g.: flour, raising agents (such as baking powder and/or yeast), water and/or water-miscible liquids (such as milk, alcohols, etc.), sweeteners (e.g. sugar or artificial sweeteners), flavourings (e.g. synthetic or natural flavours such as vanilla, caramel and/or almond flavours; fruit juices such as orange, grapefruit, pear, cherry, raspberry and/or blackcurrant juices; vegetable extracts such as tomato, carrot, onion and/or garlic extracts;
  • raising agents such as baking powder and/or yeast
  • water and/or water-miscible liquids such as milk, alcohols, etc.
  • sweeteners e.g. sugar or artificial sweeteners
  • flavourings e.g. synthetic or natural flavours such as vanilla, caramel and/or almond flavours
  • fruit juices such as orange, grapefruit, pear, cherry, raspberry and/or blackcurrant juices
  • vegetable extracts such
  • vitamins such as vitamins A, D3, E, K1, C, B1, B2, B5, B6, B12 and PP, folic acid and biotin
  • minerals such as sodium, potassium, calcium, phosphorus, magnesium, chloride, iron, zinc, copper, manganese, fluorine, chromium, molybdenum, selenium and iodine
  • minerals such as sodium, potassium, calcium, phosphorus, magnesium, chloride, iron, zinc, copper, manganese, fluorine, chromium, molybdenum, selenium and iodine
  • the flour used in the bakery products may be from any source (e.g. corn flour, soy flour or wheat flour). Most preferably, however, it will be wheat flour. It is the protein of wheat flour, gluten, which distinguishes it from other flours and makes it of particular value in the baking industry. In hard, high-protein wheat, there is more gluten in the endosperm and the starch cells are firmly cemented together. In soft, low-protein wheat the bonding is not so firm. For to most cakes a soft, low-protein flour is needed for. Flours used for pan bread production will generally be milled from hard wheat of high protein content, although soft wheat can give optimum quality in the type of bread that is most popular in some countries. Ideally, the flour will be non-chlorinated.
  • bakery ingredients will depend, of course, on the bakery product being produced. Indeed, the polydextrose according to the present invention can be used in the manufacture of bakery products such as cakes, biscuits, cookies, waffles, donuts, muffins, bread, fat-filling and bakery cream.
  • Dairy products of the invention can be selected from the group consisting of milk, whey, yoghurts and drinks based on them; dairy cocoa based drinks, fermented desserts (such as fresh cheese preparations, drinkable products), ice cream, neutral dairy desserts (such as puddings, flans, vlas, crime desserts, whipped desserts) and flavoured yoghurt preparations (e.g. fruit yoghurt without fruit).
  • Ice cream prepared with the new polydextrose of the current invention has a more full texture, is less watery, and shows a more fat-like creaminess and is very much appreciated for its rich taste and texture. The texture is better than the texture of ice cream using commercial polydextrose.
  • Beverage can be any medical or non-medical syrup or any drinkable solution including iced tea, and fruit juices, vegetable based juices, lemonades, cordials, and nut based drinks. It further encompasses beverage concentrates and drink powders.
  • Beverage concentrate refers to a concentrate that is either in liquid form or in essentially dry mixture form.
  • the liquid concentrate can be in form of a relatively thick, syrupy liquid.
  • the essentially dry mixture can be in the form of either a powder or a tablet.
  • the beverage concentrate is usually formulated to provide a drinkable beverage composition or a final beverage when constituted or diluted with water, either carbonated or non-carbonated.
  • Drink powders are suitable for constituting with water, carbonated or non-carbonated, or milk, a final beverage for oral administration.
  • Said beverage can further comprising additional carbohydrates, proteins, peptides, amino s acids, antioxidants, fats, vitamins, trace elements, electrolytes, intense sweeteners, edible acids, flavours and/or mixtures thereof.
  • Said additional carbohydrates are selected from the group consisting of monosaccharides, disaccharides, gelling starches, starch hydrolysates, dextrins, fibers such as low-caloric fibers, polyols and mixtures thereof.
  • the monosaccharides to be used as additional carbohydrates include tetroses, pentoses, hexoses and ketohexoses.
  • Typical disaccharides to be used as additional carbohydrates include sucrose, maltose, trehalulose, melibiose, kojibiose, sophorose, laminaribiose, isomaltose, gentiobiose, cellobiose, mannobiose, lactose, leucrose, maltulose, turanose and the like.
  • Starch hydrolysates to be used as additional carbohydrates are produced by the controlled acid or enzymatic hydrolysis of starch. They can be subdivided into two specific categories, maltodextrins and glucose syrups, and are characterized by their DE number (dextrose equivalent). In fact, the DE number is a measurement of the percentage of reducing sugars present in the hydrolysate and calculated as dextrose on a dry weight basis. Maltodextrins have a DE number up to 20, whereas glucose syrups have a DE number greater than 20.
  • Dextrins to be used as additional carbohydrates are prepared according to the dextrinisation method.
  • Dextrinisation is a heat treatment of dry starch in presence or absence of acid.
  • Gelling starches to be used as additional carbohydrates may include emulsified starches such as starch n-octenyl succinate.
  • the low-caloric fibers can be arabinogalactan, chitosan, chitin, xanthan, pectin, cellulosics, konjac, gum Arabic, soy fiber, inulin, modified starch, hydrolysed guar, guar gum, beta-glucan, carageenan, locust bean gum, alginate, polyglycol alginate.
  • vitamins one can mention vitamin A, vitamin C, vitamin D, vitamin E, vitamin B 12 , and the like.
  • the edible acids can be selected from phosphoric acid, citric acid, malic acid, succinic acid, adipic acid, gluconic acid, tartaric acid, fumaric acid and mixtures thereof.
  • the pH range of the beverage is from about 2 to about 6.5.
  • These acids can be the same or different from the ones used in the crude polydextrose provision step.
  • flavours are selected from fruit flavours, botanical flavour and mixtures thereof.
  • Preferred flavours are cola flavour, grape flavour, cherry flavour, apple flavour and citrus flavours such as orange flavour, lemon flavour, lime flavour, fruit punch and mixtures thereof.
  • the amount of flavour depends upon the flavour or flavours selected, the flavour impression desired and the form of flavour used.
  • coloring agents can also be added. Any water-soluble coloring agent approved for food use can be utilized for the current invention.
  • preservatives such as potassium sorbate and sodium benzoate can be added.
  • Gums, emulsifiers and oils can also be added in the beverage for texture and opacity purposes.
  • Typical ingredients include carboxymethylcellulose, mono- and/or di-glycerides, lecithin, pulp, cotton seed oil and vegetable oil. It further can comprise foam stabilizing agents such as yucca, or yucca/quillaia extracts.
  • a separation test was performed with a chromatographical system (ISMB unit from Mitsubishi) composed of four chromatographic columns connected in series that had a bed volume (BV) of 300 liters.
  • the column were packed with a strongly acidic cation (SAC) exchange resin (Mitsubishi UBK550 in Natform), which was conditioned by passing deionized water through the column at 60° C. for 15 hours.
  • SAC strongly acidic cation
  • the resin used was a copolymer made from styrene and divinylbenzene (DVB) with a cross-linking of 8%.
  • the crude polydextrose (1.71 kg dry substance, composition: 1.5% contaminants including acid, 5.3% DP1, 8.4% DP2, 9.3% DP3, 9.0% DP4, 8.3% DP5, 7.5% DP5-DP10, 18.3% DP10-DP20, 22.4% DP20-DP30, 9.7% DP30-DP36 and 0.5% DP36+ by weight) was neutralised with an aqueous solution (30%) of sodium hydroxide to a pH close to 7.
  • the heated (55° C.) neutralised polydextrose solution (33.5° Brix) was then injected at the top of the column.
  • the sample was then eluted with deionized water at a predetermined flow rate of 0.15 BV/hr and at a constant temperature of 50° C. Samples were collected at regular intervals, and 2 fractions have been isolated: one fraction containing the low molecular s weight fraction and a second fraction containing the polydextrose (0.8 kg) with the desired molecular weight profile (see table 1—refined).
  • the GPC analysis was performed with two columns in series: UltrahydrogelTM 500 (Waters Corp., USA) at ambient temperature and Rezex RSO Oligosaccharide (Phenomenex, USA) at 80° C.
  • the eluent is demineralised, degassed, sterile filtrated water, applied at a flow Rate of 0.2 ml/min
  • the fiber content of the ‘refined’ polydextrose was measured by an in-vitro digestion system using rat intestinal enzymes.
  • isomaltulose was included.
  • the intestinal enzymes were purchased as rat intestinal acetone powder from Sigma. (Sigma catalogue # 11630, Sigma-Aldrich, St. Louis, Mo., USA). The crude powder was further purified as described below:
  • the polydextrose was incubated with intestinal enzymes under the following conditions
  • the polydextrose of Example 1 was used to prepare dark chocolate and milk chocolate according to Tables 2 and 3, respectively.
  • the ingredients were mixed in a Z blender at 45° C. at a rate of 35 rpm for mixing and 50-60 for conching.
  • the chocolate is low caloric.
  • Table 3 shows a milk chocolate product comprising erythritol, maltitol and the polydextrose according to the invention (the 3-way blend)
  • the milk chocolate is low caloric.
  • the final chocolate is non-cariogenic and the cooling effect of erythritol is reduced by the new polydextrose of the current invention.
  • Creamy ice cream can be prepared by applying the polydextrose according to example 1.
  • the dry ingredients (apart from the fat) were mixed together. Everything was brought to a temperature of 40-45° C., followed by mixing in the water.
  • the fat was added and heating was started to pasteurize at 85° C. for 5 minutes, followed by homogenization at 80-85° C. in a two-step homogenizer at 150/50 bar.
  • Product was brought through an in-line tubular heat exchanger(water cooled) to 25-30° C. and it was collected in a tank. Rapid cooling to 4° C. while stirring was continued and it was kept at 4° C. for a minimum of 4 hours (maturation).
  • the ice cream was extruded in a continuous freezer, outlet temperature ⁇ 6 to ⁇ 6.5° C. 1 L boxes were filled and put in a freezer at ⁇ 35° C. for 16 hours and storage was done at ⁇ 18° C.
  • the ice cream had a pleasant fat-like creaminess and was not watery, in comparison to the ice cream containing commercial polydextrose.
  • SpaTM water was put in a beaker, the necessary amount of polydextrose was added and stirred until dissolution. The total mixture was heated up to max 50° C. Afterwards, the other ingredients were added until dissolution and heated up to max. 50° C.
  • the samples containing the polydextrose according to the invention got a specific density of approx. 7° Brix and a pH of approx. 2.7.
  • the cola products containing the polydextrose according to the invention had a better cola taste than other conventional polydextrose cola drinks.
  • the inventive products were judged to have a less artificial taste and no powdery taste.
  • SpaTM water was put in a beaker, the necessary amount of polydextrose was added and stirred until dissolution. The total mixture was heated up to max 50° C. Afterwards, the other ingredients were added until dissolution and heated up to max. 50° C.
  • SpaTM water was put in a beaker, the necessary amount of polydextrose was added and stirred until dissolution. The total mixture was heated up to max 50° C. Afterwards, the other ingredients were added until dissolution and heated up to max. 50° C.
  • Soft gum recipes comprising no polydextrose (reference material), and polydextrose according to example 1
  • Part A was dissolved in hot water (temperature 80-90° C.). It was kept at this temperature until the desired Brix was obtained.
  • Part B was dissolved in hot water of temperature of 90° C.
  • Part A and B (ratio A:B: 83/17) were mixed and citric acid was added to the blend.
  • the method used was an in-vitro cariogenicity test.
  • the test was set up as follows: In a medium, consisting of a simple nitrogen source with the test substance as sole carbon source, buffered with a physiological buffer, organic acid production was recorded over time.
  • Carbohydrate 0.85 M stock solution. Final concentration in test volume was 170 mM. Nitrogen source: 6.7% d.s. Yeast Nitrogen Base (YNB from Difco). Final concentration in test was 0.67% d.s.
  • MES morpholino-ethane-sulfonic acid
  • Each sterile ‘in vitro’ test tube (15 ⁇ 150 mm, metal stopper) contained the following ingredients (for a 10 ml test):
  • a 5 ml test was generally used when low cariogenic substrates were tested, because of the high inoculum density, which was needed for these substrates; for cariogenic substrates (as sucrose, dextrose) the test was performed in 10 ml.
  • a stock culture was prepared by transferring Streptococcus mutans—TCV264 (ATCC25175) from TBAbase (Tryptose Blood Agar base) slants to TSB (Tryptic Soy Broth)—MES buffer (3% TSB-0.06 M) in 1L flask, pH7.2, and grown at 37° C. For 16 hours, 100strokes/min shaking. Bacteria were concentrated by centrifugation (10 minutes at 3000 g). Cells were washed with physiological buffer (0.04% NaCl, 0.3 KH2PO4, 0.7% Na2HPO4.2H2O, +0.5% Tween 80) and centrifuged again.
  • physiological buffer 0.04% NaCl, 0.3 KH2PO4, 0.7% Na2HPO4.2H2O, +0.5% Tween 80
  • the final precipitate was re-suspended in a minimal volume (25 ml) of the same buffer, to contain approx. 2-5 ⁇ 10e10 cells/ml.
  • This stock culture was transferred into sterile REVCO-vials (1 ml/vial), immediately frozen in liquid nitrogen and stored at ⁇ 70° C.
  • Mutans cells was used to inoculate a sterile 0.5L flask with 500 ml TSB-MES buffer, slightly agitating in a water-bath to disperse the cells.
  • test tubes were incubated, without shaking, at 37° C. Test tubes were agitated on a Vortex, just before sampling. At appropriate time intervals, sterile samples (1.2 ml) were taken, centrifuged for 5′ at 3000 g and supernatant was filtered through 0.45 ⁇ filter (non-sterile). The pH was measured. 0.75 ml samples were transferred.
  • the faster acid production requires an interval from 1 to 24 hours and a 10 times lower inoculum in the test tube.
  • the inoculum concentration used is 3.5 ⁇ 108 cells/ml.
  • the release of organic acids was measured and ADR (total acidity/hr after a certain incubation period, mM/hr, total acidity is defined as the sum of lactic , formic and acetic acid).
  • the in-vitro cariogenicity data indicate that the polydextrose of example 1 is essentially non-cariogenic and is even less cariogenic than the commercial polydextrose.

Abstract

The present invention discloses a new type of water-soluble polydextrose. This new type of polydextrose contains at least 75% by weight of saccharide molecules having a degree of polymerisation (DP) of 5 or more and characterised in that the non-digestible fiber content is at least 80% by weight. Further, the present invention relates to a process for preparing this new type of polydextrose and to the use of this polydextrose in products such as food products, pharmaceutical products and personal care products.

Description

    TECHNICAL FIELD
  • The present invention relates to a new type of water-soluble polydextrose. This new type of polydextrose contains an increased amount of saccharide molecules having a higher degree of polymerisation (DP) and has a high non-digestible fiber content. Further, the present invention relates to a process for preparing this new type of polydextrose and to the use of this new polydextrose in products such as food products, pharmaceutical products and personal care products as well as to such products containing this polydextrose.
  • BACKGROUND OF THE INVENTION
  • Acid-catalysed polymerisation of saccharides is a well-known phenomenon which is described in numerous general articles, books and patents.
  • Polydextrose is commercially available and all of these polydextrose products include a variety of residual compounds such as glucose, sorbitol, citric acid and other compounds which contribute to the taste, colour, and caloric value. Low molecular weight compounds such as 1,6-anhydroglucose and 5-hydroxymethylfurfural contribute a bitter taste and off-flavour.
  • U.S. Pat. No. 3,766,165 discloses that polymers useful as low-calorie food ingredients can be prepared by heating dextrose or maltose, optionally with a minor amount of a polyol, in the presence of edible polycarboxylic acid catalysts under reduced pressure. U.S. Pat. No. 3,876,794 discloses various kinds of foods containing same.
  • In the wake of this important disclosure, further development and research is concentrated on overcoming the sour and/or bitter taste observed in the products according to U.S. Pat. No. 3,766,165 and U.S. Pat. No. 3,876,794.
  • E.g., WO 98/41545 discloses methods for preparing polysaccharides by reacting glucose or glucose containing materials with a polyol in the presence of mineral acids such as phosphoric, hydrochloric and/or sulphuric acid. According to this disclosure, the low levels of catalyst as suggested therein lead to minimal or no off-flavors and little color formed during the course of the reaction. The methods disclosed in this document may comprise further purification methods.
  • U.S. Pat. No. 5,831,082 describes a process for obtaining highly pure water-soluble polydextrose by separation. The reported over 99,2% water-soluble polydextrose contains considerable amounts of di-, tri- and tetrasaccharides. The products according to this disclosure are reported to not have a bitter aftertaste.
  • U.S. Pat. No. 5,051,500 describes a continuous method for preparing a randomly-bonded polysaccharide.
  • US 2004/0038837 relates to the use of maltodextrin (named here as well as polydextrose) in combination with sucrose to induce biphasic liquid formation. The mentioned product has a polymerisation degree of 4 to 22 and is brought on the market as Maltrine™, which corresponds to maltodextrin type products.
  • EP 0 458 748 describes a polydextrose composition that is substantially free of bitter tasting and colour. In example 1 the polydextrose solution is added to an anion exchanger. The eluate (containing polydextrose) is free from the citric acid, but lower molecular weight contaminants such as 1,6- anhydroglucose, sorbitol and glucose are still present.
  • U.S. Pat. No. 5,831,082 describes a process for obtaining a highly pure water-soluble polydextrose. The crude polydextrose which contains 0.5 to 3% of citric acid is purified by using a simulated moving bed system applying a strong acidic gel. The DP6+fraction is always around 56-58% by weight.
  • In view of the prior art, there is still a considerable need for an improved water-soluble polydextrose material which contains an increased amount of saccharide molecules with a higher degree of polymerisation and a reduced number of digestible mono- and oligosaccharides. With the present invention, such a new kind of polydextrose is provided.
  • SUMMARY OF THE INVENTION
  • The current invention relates to a new water-soluble polydextrose containing at least 75% by weight of saccharide molecules having a degree of polymerisation of 5 or more. More preferably, the polydextrose contains at least 80% by weight of saccharide molecules having a degree of polymerisation of 5 or more, and characterised in that the non-digestible fiber content is at least 80% by weight, preferably at least 85% by weight, more preferably at least 90% by weight. In addition, the present invention provides a process for preparing such a polydextrose comprising the steps of
  • a) providing crude polydextrose,
  • b) adjusting the pH to from 6 to 8 preferably about 7, and
  • c) chromatographic separation into at least two fractions, wherein one fraction is enriched in saccharide molecules having a degree of polymerisation from 1 to 4 and one fraction is enriched in said new water-soluble polydextrose according to the invention.
  • Moreover, the present invention relates to the use of this new polydextrose in the preparation of products such as food products, pharmaceutical products and personal care products, as well as to said food products, pharmaceutical products and personal care products containing this polydextrose.
  • DETAILED DESCRIPTION OF THE INVENTION
  • Polydextrose as referred to herein, is a water-soluble, bulking agent. It is a randomly cross-linked (branched) glucan polymer (polysaccharide) characterised by having predominantly (β-1-6 and β-1-4 linkage and which is produced through acid-catalysed condensation of saccharides alone or in the presence of sugar alcohols. Polydextrose is substantially different from maltodextrin which is obtained through the hydrolysis of starch materials and which is containing a majority of α-1-4 linkages.
  • The new polydextrose according to the present invention is a polydextrose with an increased amount of saccharide molecules having a degree of polymerisation (DP) of 5 or more. The degree of polymerisation is applied as in polymer chemistry and refers to the number of repeat units in the chain. The degree of polymerisation is a measure of molecular weight and the molecular weight of the monomer is calculated as about 162. This increased amount of saccharide molecules with a DP of 5 or more is at least 75% by weight and more preferably, at least 80% by weight. The new polydextrose is further characterised in that the non-digestible fiber content is at least 80% by weight, preferably at least 85% by weight, more preferably at least 90% by weight. Non-digestible fiber is neither digested nor absorbed in the small intestine. It has at least one of the following properties: increase stools production, stimulate colonic fermentation, reduce fasting cholesterol levels, and/or reduced post-prandial blood sugar and/or insulin levels. The non-digestible fiber is determined by applying fresh dialysed rat small intestine powder at 37° C. at pH 6.
  • In a preferred embodiment, the polydextrose according to the invention further contains less than 20% of saccharide molecules having a DP from 1 to 4 (mono- and oligomers), and preferably the amount of these mono- and oligomers is less than 15% by weight, more preferably less than 10% by weight. With respect to the present invention, the terms “oligomer” and “oligosaccharide” are used to describe those products of a polymerisation reaction which have a DP from 1 to 4, i.e. they contain 1 to 4 moieties corresponding to a saccharide or sugar alcohol unit, e.g. 4 saccharide units or 3 saccharide and 1 sugar alcohol unit, each linked via covalent bonds such as glycosylic bonds. In contrast, those molecules resulting from the polymerisation reaction which have a degree of polymerisation of 5 or more are referred to as “polymers” or “polysaccharides”. If, glucose or other hexose containing reactants are used in the polymerisation reaction, these polymers have a molecular weight of about 828 g/mol or higher.
  • Furthermore, the polydextrose according to the invention has a molecular weight dispersity below 2.0, or preferably, below 1.8, describing the dispersions of distributions of molar masses. The equivalent terminology is polydispersity. This is the ratio of weight average molecular weight to number average molecular weight.
  • The current invention further relates to a polydextrose according to the invention characterized by a volume mean diameter smaller than 60 μm, preferably smaller than 55 μm, and more preferably smaller than 50 μm. The calculation of the volume mean diameter is based on the definition of moments of a distribution and an example is given in ISO/FDIS 9276-2.
  • Finally, according to the present invention, the polydextrose is low caloric, and non-cariogenic. Its non-cariogenicity is measured with an in-vitro test.
  • Another embodiment of the invention is directed to a process for preparing the new polydextrose as defined above, which comprises the following steps:
  • a) providing a crude polydextrose;
  • b) adjusting the pH of the crude polydextrose of step a) to from 6 to 8, preferably about 7, e.g. by adding alkaline compounds; and
  • c) chromatographic separation of the product of step b) into at least two fractions, wherein one fraction is enriched in saccharide molecules having a DP from 1 to 4, and one fraction which is enriched in polydextrose containing at least 75% of molecules, which have a DP of 5 or more.
  • In one embodiment, this process according to the invention provides the crude polydextrose in step a) by acid-catalysed polymerisation of saccharides.
  • The saccharides used in the first step of the process are preferably glucose and glucose containing saccharides. These saccharides can be glucose (dextrose), maltose, starch hydrolysates, or the like, wherein a fraction of the saccharide moieties might also be esterified with carboxylic acids. These saccharides could be used in an anhydrous or in hydrated state, or they could be used in an aqueous solution.
  • Optionally, the saccharides used as starting material may further contain sugar alcohols.
  • Preferably, the amount of sugar alcohols used in the starting material is from 0 to 20% by weight of polymerisation reactants (saccharides). These sugar alcohols can comprise one or more of glycerol, erythritol, threitol, pentitols such as xylitol, and hexitols such as sorbitol, mannitol or galactitol. Preferred sugar alcohols comprise one or more hexitols and, particularly, sorbitol.
  • A large range of acids could be used for catalysing the polymerisation to obtain the crude polydextrose in step a). Preferably, these catalysts are acids which are allowable for consumption in order to reduce the otherwise necessary controls and costs to check for the presence of and, if necessary, remove the catalyst acids from the final product. In particular, the preferred acids are edible acids (food grade acids) such as phosphoric acid, citric acid, malic acid, succinic acid, adipic acid, gluconic acid, tartaric acid, fumaric acid and mixtures thereof. Particularly preferred are citric acid and/or phosphoric acid. The amount of acid to be used as catalyst should be below 10 mol % relative to the amount of saccharide (and polyol, if present) starting material used in the polymerisation reaction. Preferably, this amount should be clearly below this level, such as e.g. at most 3, at most 1, at most 0.5, at most 0.1 mol % or lower.
  • The crude polydextrose is still containing the residual acid which is used in the polymerisation reaction.
  • In step b), the pH of the crude polydextrose is increased to 6 to 8, preferably about 7, by adding alkaline compounds. Surprisingly, it was found that by increasing the pH any formation of degradation products such as furans, furfural and 5-hydroxymethyl furfural (5HMF) was prevented during the subsequent separation step. The pH is increased preferably by adding liquid alkaline compounds, such as sodium hydroxide dissolved in water or other suitable alkalising compounds known in the art.
  • The chromatographic separation according to step c) leads to at least two fractions, wherein one fraction is enriched of mono- and oligosaccharide molecules, i.e. this fraction is enriched in dextrose, maltose and other oligomers (up to DP4) in comparison with the crude polydextrose after step b); and the other fraction is enriched in polysaccharides (preferably with polymerisation degree of 5 and higher) compared to the crude polydextrose after step b).
  • Preferably, the chromatographic separation is performed on a cation exchange resin, such as a strongly acidic cation (SAC) exchange resin.
  • Finally, the polydextrose of the current invention is free from degradation products such as furans, furfural and 5-hydroxymethyl furfural (5HMF) and through the chromatographic separation a new profile of polymerisation degree is obtained and the final product is low-caloric, non-cariogenic and has a non-digestible fiber content of at least 80%.
  • Another aspect of the invention is directed to the use of polydextrose containing at least 75% by weight of saccharide molecules having a DP of 5 or more and characterised in that the non-digestible fiber content is at least 80% by weight, in the preparation of products selected from the group consisting of food products, pharmaceutical products and personal care products. Still another aspect of the invention is directed to food products, pharmaceutical products and personal care products which contain such a new polydextrose. In these products, the polydextrose containing at least 75% by weight saccharide polymers and characterised in that the non-digestible fiber content is at least 80% by weight, can be used in addition or instead of conventional polydextroses.
  • The pharmaceutical products according to the invention comprise tablets, excipients for preparing tablets, viscosity agents for use in syrups or other liquid or viscous fluids, solutions, emulsions or suspensions.
  • The personal care products according to the invention are selected from fluid, semifluid or solid products such as tooth paste, mouth wash and the like.
  • The polydextrose according to the invention is useful as a humectant. Humectant is a substance used primarily in foods and cosmetic products to help retain moisture.
  • The polydextrose according to the invention is particularly useful for the preparation of food products. These food products comprise in particular confectionary, bakery products, beverages and diary products.
  • Confectionery compositions within the scope of the present invention include chocolate, crystalline and non-crystalline products. Non-crystalline products within the scope of the present invention include hard candies, brittle, caramel, toffee, licorice, jellies, chewing gums and gums, preferably soft gums. Crystalline products within the contemplation of the confectionery compositions of the present invention encompass fondants and creams, fudge, nougats, marshmallows, pralines, pressed candies such as tablets, marzipan and pastes, and panned candies (dragees). Combinations of these products are also within the scope of confectionery compositions. For example, chocolate coated crystalline or non-crystalline products.
  • Chocolate, an important confectionery composition within the contemplation of the present invention, encompasses sweet chocolate, semi-sweet chocolate, bitter-sweet chocolate, which as a group are often also referred to as dark chocolate, milk chocolate, buttermilk chocolate, skim milk chocolate and white chocolate. In addition, any of the aforementioned chocolates filled with nuts, fruits, rice and other fillings used in the chocolate arts are also within the scope of the current invention. Chocolate also includes any confectionery product having qualities sufficient to impart chocolate taste, chocolate flavour and any other material that performs as a chocolate analogue obtaining a tender cake. By applying the new polydextrose of the current invention, the chocolate, milk and/or dark chocolate, is low caloric. Furthermore in combination with erythritol, the final chocolate is non-cariogenic and the cooling effect of erythritol is reduced by the new polydextrose of the current invention.
  • The current invention further relates to bakery products comprising the polydextrose of the current invention and additional bakery ingredients.
  • The additional bakery ingredients will be apparent to a person skilled in the art. They may include, e.g.: flour, raising agents (such as baking powder and/or yeast), water and/or water-miscible liquids (such as milk, alcohols, etc.), sweeteners (e.g. sugar or artificial sweeteners), flavourings (e.g. synthetic or natural flavours such as vanilla, caramel and/or almond flavours; fruit juices such as orange, grapefruit, pear, cherry, raspberry and/or blackcurrant juices; vegetable extracts such as tomato, carrot, onion and/or garlic extracts;
  • spices; herbs; etc.) and/or one or more natural or synthetic colorants. Optionally, vitamins (such as vitamins A, D3, E, K1, C, B1, B2, B5, B6, B12 and PP, folic acid and biotin) and minerals (such as sodium, potassium, calcium, phosphorus, magnesium, chloride, iron, zinc, copper, manganese, fluorine, chromium, molybdenum, selenium and iodine) can also be added.
  • The flour used in the bakery products may be from any source (e.g. corn flour, soy flour or wheat flour). Most preferably, however, it will be wheat flour. It is the protein of wheat flour, gluten, which distinguishes it from other flours and makes it of particular value in the baking industry. In hard, high-protein wheat, there is more gluten in the endosperm and the starch cells are firmly cemented together. In soft, low-protein wheat the bonding is not so firm. For to most cakes a soft, low-protein flour is needed for. Flours used for pan bread production will generally be milled from hard wheat of high protein content, although soft wheat can give optimum quality in the type of bread that is most popular in some countries. Ideally, the flour will be non-chlorinated.
  • The choice of additional bakery ingredients will depend, of course, on the bakery product being produced. Indeed, the polydextrose according to the present invention can be used in the manufacture of bakery products such as cakes, biscuits, cookies, waffles, donuts, muffins, bread, fat-filling and bakery cream.
  • Dairy products of the invention can be selected from the group consisting of milk, whey, yoghurts and drinks based on them; dairy cocoa based drinks, fermented desserts (such as fresh cheese preparations, drinkable products), ice cream, neutral dairy desserts (such as puddings, flans, vlas, crime desserts, whipped desserts) and flavoured yoghurt preparations (e.g. fruit yoghurt without fruit). Ice cream prepared with the new polydextrose of the current invention, has a more full texture, is less watery, and shows a more fat-like creaminess and is very much appreciated for its rich taste and texture. The texture is better than the texture of ice cream using commercial polydextrose.
  • Beverage can be any medical or non-medical syrup or any drinkable solution including iced tea, and fruit juices, vegetable based juices, lemonades, cordials, and nut based drinks. It further encompasses beverage concentrates and drink powders. Beverage concentrate refers to a concentrate that is either in liquid form or in essentially dry mixture form. The liquid concentrate can be in form of a relatively thick, syrupy liquid. The essentially dry mixture can be in the form of either a powder or a tablet. The beverage concentrate is usually formulated to provide a drinkable beverage composition or a final beverage when constituted or diluted with water, either carbonated or non-carbonated. Drink powders are suitable for constituting with water, carbonated or non-carbonated, or milk, a final beverage for oral administration.
  • Said beverage can further comprising additional carbohydrates, proteins, peptides, amino s acids, antioxidants, fats, vitamins, trace elements, electrolytes, intense sweeteners, edible acids, flavours and/or mixtures thereof.
  • Said additional carbohydrates are selected from the group consisting of monosaccharides, disaccharides, gelling starches, starch hydrolysates, dextrins, fibers such as low-caloric fibers, polyols and mixtures thereof.
  • The monosaccharides to be used as additional carbohydrates include tetroses, pentoses, hexoses and ketohexoses.
  • is Typical disaccharides to be used as additional carbohydrates include sucrose, maltose, trehalulose, melibiose, kojibiose, sophorose, laminaribiose, isomaltose, gentiobiose, cellobiose, mannobiose, lactose, leucrose, maltulose, turanose and the like.
  • Starch hydrolysates to be used as additional carbohydrates are produced by the controlled acid or enzymatic hydrolysis of starch. They can be subdivided into two specific categories, maltodextrins and glucose syrups, and are characterized by their DE number (dextrose equivalent). In fact, the DE number is a measurement of the percentage of reducing sugars present in the hydrolysate and calculated as dextrose on a dry weight basis. Maltodextrins have a DE number up to 20, whereas glucose syrups have a DE number greater than 20.
  • Dextrins to be used as additional carbohydrates are prepared according to the dextrinisation method. Dextrinisation is a heat treatment of dry starch in presence or absence of acid.
  • Gelling starches to be used as additional carbohydrates may include emulsified starches such as starch n-octenyl succinate.
  • The low-caloric fibers can be arabinogalactan, chitosan, chitin, xanthan, pectin, cellulosics, konjac, gum Arabic, soy fiber, inulin, modified starch, hydrolysed guar, guar gum, beta-glucan, carageenan, locust bean gum, alginate, polyglycol alginate.
  • Among the vitamins one can mention vitamin A, vitamin C, vitamin D, vitamin E, vitamin B12, and the like.
  • The edible acids can be selected from phosphoric acid, citric acid, malic acid, succinic acid, adipic acid, gluconic acid, tartaric acid, fumaric acid and mixtures thereof. Preferably the pH range of the beverage is from about 2 to about 6.5. These acids can be the same or different from the ones used in the crude polydextrose provision step.
  • The flavours are selected from fruit flavours, botanical flavour and mixtures thereof. Preferred flavours are cola flavour, grape flavour, cherry flavour, apple flavour and citrus flavours such as orange flavour, lemon flavour, lime flavour, fruit punch and mixtures thereof. The amount of flavour depends upon the flavour or flavours selected, the flavour impression desired and the form of flavour used.
  • If desired, coloring agents can also be added. Any water-soluble coloring agent approved for food use can be utilized for the current invention.
  • When desired, preservatives such as potassium sorbate and sodium benzoate can be added.
  • Gums, emulsifiers and oils can also be added in the beverage for texture and opacity purposes. Typical ingredients include carboxymethylcellulose, mono- and/or di-glycerides, lecithin, pulp, cotton seed oil and vegetable oil. It further can comprise foam stabilizing agents such as yucca, or yucca/quillaia extracts.
  • The invention will hereunder be illustrated in the form of a series of non-limiting examples.
  • EXAMPLES Example 1
  • A separation test was performed with a chromatographical system (ISMB unit from Mitsubishi) composed of four chromatographic columns connected in series that had a bed volume (BV) of 300 liters. The column were packed with a strongly acidic cation (SAC) exchange resin (Mitsubishi UBK550 in Natform), which was conditioned by passing deionized water through the column at 60° C. for 15 hours. The resin used was a copolymer made from styrene and divinylbenzene (DVB) with a cross-linking of 8%. The crude polydextrose (1.71 kg dry substance, composition: 1.5% contaminants including acid, 5.3% DP1, 8.4% DP2, 9.3% DP3, 9.0% DP4, 8.3% DP5, 7.5% DP5-DP10, 18.3% DP10-DP20, 22.4% DP20-DP30, 9.7% DP30-DP36 and 0.5% DP36+ by weight) was neutralised with an aqueous solution (30%) of sodium hydroxide to a pH close to 7.
  • The heated (55° C.) neutralised polydextrose solution (33.5° Brix) was then injected at the top of the column. The sample was then eluted with deionized water at a predetermined flow rate of 0.15 BV/hr and at a constant temperature of 50° C. Samples were collected at regular intervals, and 2 fractions have been isolated: one fraction containing the low molecular s weight fraction and a second fraction containing the polydextrose (0.8 kg) with the desired molecular weight profile (see table 1—refined).
  • Results of the GPC analysis of the polydextrose (0.8 kg) with the desired molecular weight profile is shown in Table 1.
  • The GPC analysis was performed with two columns in series: Ultrahydrogel™ 500 (Waters Corp., USA) at ambient temperature and Rezex RSO Oligosaccharide (Phenomenex, USA) at 80° C.
  • The eluent is demineralised, degassed, sterile filtrated water, applied at a flow Rate of 0.2 ml/min
  • Detector: Differential Refractometer and molecular Weight Calibration is done with Pullulan Standard Kit P-82 (Shodex, Japan) for MW 780.000-5.900, Cargill Polyol (e.g. Maltidex 163A6) for MW 828-180, and quantification is Electronical Integration.
  • TABLE 1
    GPC analysis showing the composition of the combined fractions
    before and after applying the chromatographic step.
    Polymerisation Molecular
    degree % DP+ fractions Weight Crude Refined
    22800-11800 0.0 0.04
    11800-5900  0.5 2.1
    DP36-DP30 5900-4878 9.7 17.5
    DP30-DP20 4878-3258 22.4 33.5
    DP20-DP10 DP20+: 74.74 3258-1638 18.3 21.6
    DP10-DP5 DP10+: 82.24 1638-828  7.5 7.5
    DP5 DP5+: 90.74 828 8.3 8.5
    DP4 666 9.0 6.7
    DP3 504 9.3 2.3
    DP2 342 8.4 0.2
    DP1 180 5.3 0.1
    Contaminants +  180* 1.5 0.0
    acid
    contaminants + residual acid
    DP: degree of polymerization expressed in anhydroglucose units.
  • The neutralisation of the citric acid present in the unrefined polydextrose prior to the chromatographic separation step resulted not only in the removal of by-products like 5 HMF, furfural, etc. but also prevented their formation.
  • Example 1B
  • Determination of Non-digestible Fiber Content
  • The fiber content of the ‘refined’ polydextrose was measured by an in-vitro digestion system using rat intestinal enzymes. As a reference, isomaltulose was included.
  • The intestinal enzymes were purchased as rat intestinal acetone powder from Sigma. (Sigma catalogue # 11630, Sigma-Aldrich, St. Louis, Mo., USA). The crude powder was further purified as described below:
  • 10 g rat small intestinal acetone powder was added to 200 ml phosphate buffer pH 6.0, 0.1 M and was mixed for 3 h at 4° C. The mixture was centrifuged at 10000 rpm for 10 minutes at 4° C. (Sorval RC5CPLUS—Kendro Laboratory Products, Newtown, Conn., USA). The supernatant was filtered on filter paper with vacuum followed by dialysis with membrane MWCO: 25000 (Spectra/Por Biotech Cellulose Ester (CE) Dialysis Membranes, Spectrum Laboratories, CA, USA) in buffer pH 6.0, 0.1 M, 0.01% NaN3 (10 L and replace with fresh buffer every day) for 3 days at 4° C. while stirring gently with magnetic stirring bar. The obtained solution was lyophilized.
  • An activity check was done on the purified small intestinal rat powder. This was done with 0.06 g purified rat powder that was incubated with 5.4 ml 0.1 M phosphate buffer and addition of 0.6 ml 0.1% isomaltulose (final 0.01% isomaltulose). This was performed in a glass test tube at 37° C. and stirred with a small magnetic stirrer bar. Dextrose release was measured with a Glucose-Test kit (Reflectoquant 1.16720—Merck KgaA, Darmstadt, Germany Purified rat powder that gave a minimum of 40 ppm dextrose after 60 minutes was used for fiber determination.
  • The polydextrose was incubated with intestinal enzymes under the following conditions
  • 0.15 g purified rat intestinal powder was dissolved in 5.4 ml phosphate buffer pH 6.0, 0.05 M. Subsequently, 0.6 ml sample at 0.1% was added. The reaction mixture was stirred gently and incubated at 37° C.
  • 1 ml samples were taken after several time intervals and the amount of glucose present in each sample was determined immediately by Glucose-Test (Reflectoquant 1.16720—Merck KgaA, Darmstadt, Germany).
  • 93% of non-digestible fiber was measured for the polydextrose sample whereas isomaltulose was fully hydrolysed after 2.3 hrs.
  • Example 2
  • Chocolate:
  • The polydextrose of Example 1 was used to prepare dark chocolate and milk chocolate according to Tables 2 and 3, respectively.
  • TABLE 2
    Dark chocolate composition
    %
    maltitol 10.00
    polydextrose 19.00
    erythritol 21.00
    cocoa mass 45.44
    cocoa butter 4.00
    sucralose 0.013
    vanilla 0.100
    lecithine 0.450
    total 100.00
  • The ingredients were mixed in a Z blender at 45° C. at a rate of 35 rpm for mixing and 50-60 for conching.
  • For producing dark chocolate, first, the sweetener (=maltitol, polydextrose, erythritol and sucralose) was put in the Z blender. Subsequently, part of the cocoa mass and the part of the cocoa butter was added. Refining was done with 3 rolls refiner. The powder obtained after the refining was put again into the Z blender for 1-3 h. The temperature of the Z blender was increased to 70° C. and the second part of the cocoa mass was added. After 14 h the second part of the cocoa butter was added. The temperature of the mixture was decreased to 50° C. One hour before the end of the process lecithin was added.
  • The chocolate is low caloric.
  • TABLE 3
    Milk chocolate compositions
    3-Way blend
    maltitol 10.00
    polydextrose 18.50
    erythritol 14.39
    cocoa mass 13.50
    cocoa butter 16.00
    Milk fat 5.00
    Skimmed milk powder 22.00
    sucralose 0.020
    vanilla 0.020
    lecithine 0.570
    total 100.00
    fat content 29.1
    caloric value 397.5
  • Table 3 shows a milk chocolate product comprising erythritol, maltitol and the polydextrose according to the invention (the 3-way blend)
  • The milk chocolate is low caloric. The final chocolate is non-cariogenic and the cooling effect of erythritol is reduced by the new polydextrose of the current invention.
  • Example 3
  • Ice Cream
  • In Table 4, three ice cream compositions comprising the polydextrose of example 1 are given.
  • Creamy ice cream can be prepared by applying the polydextrose according to example 1.
  • TABLE 4
    Ingredients Fat-free Sugar-free Sugar-free
    Maltitol syrup (Cargill C Maltidex M 9.9% 9.9%
    16311)
    Polydextrose (example 1) 4.5% 10.0% 10.0%
    Isomaltulose (Cargill Xtend 16420) 10.0%
    Whey powder (WPC 30) 3.0% 3.0% 3.0%
    Skimmed milk powder 2.0% 2.0% 2.0%
    Cocoa fat 3.0%
    Potato starch (Cargill, C DryLight 2.5%
    01970)
    Fructose 3.0%
    Sucralose 0.01% 0.01%
    Stabilizer (Danisco, Creamline 816) 0.65% 0.65% 0.65%
    Flavors n.d. n.d. n.d.
    Skimmed milk (<0.3% fat) add add add
    to 100% to 100% to 100%
  • The dry ingredients (apart from the fat) were mixed together. Everything was brought to a temperature of 40-45° C., followed by mixing in the water.
  • The fat was added and heating was started to pasteurize at 85° C. for 5 minutes, followed by homogenization at 80-85° C. in a two-step homogenizer at 150/50 bar. Product was brought through an in-line tubular heat exchanger(water cooled) to 25-30° C. and it was collected in a tank. Rapid cooling to 4° C. while stirring was continued and it was kept at 4° C. for a minimum of 4 hours (maturation).
  • The ice cream was extruded in a continuous freezer, outlet temperature −6 to −6.5° C. 1 L boxes were filled and put in a freezer at −35° C. for 16 hours and storage was done at −18° C.
  • The ice cream had a pleasant fat-like creaminess and was not watery, in comparison to the ice cream containing commercial polydextrose.
  • Example 4
  • Beverages
  • Carbonated Cola Beverages
  • Mid-calorie cola with 4% fructose, 3% polydextrose of Example 1 and high intense-sweetener
  • TABLE 5
    Recipe
    Polydextrose 188.1 g
    Aspartame 466.2 mg
    Acesulfame K 239.4 mg
    Caffeine anhydrous (ZX0116) 0.57 g
    Fructose 240 g
    Sodium benzoate 10% (w/v) 9.5 g
    Cola emulsion AK 0610 (Duckworth) 12.5 g
    Ortho-phosphoric acid 85% 6.8 g
    add Spa ™ water to make 1 ltr
  • Procedure:
  • The amount of Spa™ water was put in a beaker, the necessary amount of polydextrose was added and stirred until dissolution. The total mixture was heated up to max 50° C. Afterwards, the other ingredients were added until dissolution and heated up to max. 50° C.
  • Afterwards, 35 ml of this basic syrup was put into bottles and diluted with carbonated water to give a volume of 210 ml.
  • Evaluation:
  • The samples containing the polydextrose according to the invention got a specific density of approx. 7° Brix and a pH of approx. 2.7.
  • When compared to mixtures containing equivalent amounts of conventional polydextrose (Litesse®) instead, both had a good cola odor, but the one containing polydextrose according to the invention was less intense than conventional Litesse® polydextrose containing cola.
  • Color is not an issue within the cola formulations.
  • Taste:
  • The cola products containing the polydextrose according to the invention had a better cola taste than other conventional polydextrose cola drinks. The inventive products were judged to have a less artificial taste and no powdery taste.
  • Fruit Juice Containing Beverages
  • Low-calorie orange soft drink with 7% polydextrose of Example 1 and high intense sweetener
  • TABLE 6
    Recipe
    Polydextrose 72.68 g
    Aspartame 225.5 mg
    Acesulfame-K 112.24 mg
    Orange Compound JBA O11105-11 18 g
    Sodium benzoate 10% (w/v) 1.5 g
    Citric acid monohydrate 50% (w/v) 4.3 g
    Ascorbic acid 10% (w/v) 0.8 g
    Add Spa ™ water to make 1 ltr
  • Procedure:
  • The amount of Spa™ water was put in a beaker, the necessary amount of polydextrose was added and stirred until dissolution. The total mixture was heated up to max 50° C. Afterwards, the other ingredients were added until dissolution and heated up to max. 50° C.
  • Odor:
  • All samples had a good orange odor—no real difference
  • Taste:
  • Good orange perception, somewhat artificial aftertaste
  • Mid Calorie orange soft drink with 4% polydextrose of Example 1, 3% erythritol, and high intense-sweetener
  • TABLE 7
    Recipe
    Polydextrose 41.5 g
    Erythritol 30 g
    Aspartame 157.5 mg
    Acesulfame-K 77.5 mg
    Orange Compound JBA 011105-11 18 g
    Sodium benzoate 10% (w/v) 1.5 g
    Citric acid monohydrate 50% (w/v) 4.3 g
    Ascorbic acid 10% (w/v) 0.8 g
    Add Spa ™ water to make 1 ltr
  • All samples had a dry matter of approx. 7.6° Brix and a pH of approx. 3.1.
  • Procedure:
  • The amount of Spa™ water was put in a beaker, the necessary amount of polydextrose was added and stirred until dissolution. The total mixture was heated up to max 50° C. Afterwards, the other ingredients were added until dissolution and heated up to max. 50° C.
  • Taste:
  • Good orange perception, nearly no artificial aftertaste
  • Example 5
  • Soft Gums
  • Soft gum recipes comprising no polydextrose (reference material), and polydextrose according to example 1
  • TABLE 8
    RECIPE
    Reference Polydextrose
    RAW MATERIALS
    Part A Maltitol Cargill 3.5
    C*16313
    Polydextrose 5
    Water 2.14
    d.s. 2.89 4.8
    Part B Gelatine 220 bl 0.295 0.295
    Water 0.421 0.421
    PROCESS
    Part A Brix (after 86° 83°
    heating)
    Part B Brix 37.01 37.01
    d.s. 0.265 0.265
  • Part A was dissolved in hot water (temperature 80-90° C.). It was kept at this temperature until the desired Brix was obtained.
  • Part B was dissolved in hot water of temperature of 90° C.
  • Part A and B (ratio A:B: 83/17) were mixed and citric acid was added to the blend.
  • Depositing was occurring at temperature 78-84° C.
  • This method gave satisfactory results for the soft gums prepared with polydextrose of example 1
  • Example 6
  • In-vitro assessment of the cariogenicity of polydextrose of example 1.
  • Experimental
  • The method used was an in-vitro cariogenicity test. In this test ‘in-vitro’ fermentability of carbohydrates by the oral cavity bacterium Streptococcus mutans, was investigated under defined conditions. The test was set up as follows: In a medium, consisting of a simple nitrogen source with the test substance as sole carbon source, buffered with a physiological buffer, organic acid production was recorded over time.
  • a. Medium Constituents
  • Carbohydrate: 0.85 M stock solution. Final concentration in test volume was 170 mM. Nitrogen source: 6.7% d.s. Yeast Nitrogen Base (YNB from Difco). Final concentration in test was 0.67% d.s.
  • Buffer: 1.25 M MES (morpholino-ethane-sulfonic acid) suspension was adjusted to pH=7.2 with concentrated NH4OH (MES is solubilised during pH adjustment). Final concentration in test was 0.25 M.
  • The solutions were sterilized by filtration (0.22μ).
  • Each sterile ‘in vitro’ test tube (15×150 mm, metal stopper) contained the following ingredients (for a 10 ml test):
  • 2 ml carbohydrate stock solution (0.85 M)
  • 2 ml MES-buffer
  • 1 ml YNB-solution
  • 4.5 ml sterile distilled water
  • 0.5 ml inoculum
  • A 5 ml test was generally used when low cariogenic substrates were tested, because of the high inoculum density, which was needed for these substrates; for cariogenic substrates (as sucrose, dextrose) the test was performed in 10 ml.
  • b. Inoculum Preparation
  • A stock culture was prepared by transferring Streptococcus mutans—TCV264 (ATCC25175) from TBAbase (Tryptose Blood Agar base) slants to TSB (Tryptic Soy Broth)—MES buffer (3% TSB-0.06 M) in 1L flask, pH7.2, and grown at 37° C. For 16 hours, 100strokes/min shaking. Bacteria were concentrated by centrifugation (10 minutes at 3000 g). Cells were washed with physiological buffer (0.04% NaCl, 0.3 KH2PO4, 0.7% Na2HPO4.2H2O, +0.5% Tween 80) and centrifuged again.
  • The final precipitate was re-suspended in a minimal volume (25 ml) of the same buffer, to contain approx. 2-5×10e10 cells/ml.
  • This stock culture was transferred into sterile REVCO-vials (1 ml/vial), immediately frozen in liquid nitrogen and stored at −70° C.
  • A vial with frozen S. Mutans cells was used to inoculate a sterile 0.5L flask with 500 ml TSB-MES buffer, slightly agitating in a water-bath to disperse the cells. The culture was grown under the same conditions, as described above, during 5-7 hours (pH=6.3-6.4 and O.D. 660=0.8-0.9).
  • Cells were then harvested and re-suspended in 10 ml physiological buffer (=50×concentrated). Control platings on slants with Bile Esculin Agar were performed to check the purity and concentration of this cell-suspension.
  • Because of practical reasons and of the difficulty of viable cell count with Streptococci, the cell density was estimated several times by incubation of the inoculum on dextrose as substrate, with three different amounts of cells, and the acid production rate was observed. As inoculum for the test 1.0 ml of the above obtained suspension was used to inoculate the test tubes of the in vitro test.
  • All manipulations are carried out in a sterile environment.
  • c. In-vitro Test Conditions and Sampling
  • Inoculated test tubes were incubated, without shaking, at 37° C. Test tubes were agitated on a Vortex, just before sampling. At appropriate time intervals, sterile samples (1.2 ml) were taken, centrifuged for 5′ at 3000 g and supernatant was filtered through 0.45μ filter (non-sterile). The pH was measured. 0.75 ml samples were transferred.
  • Depending on the type of carbohydrate under investigation, different inoculum concentrations and different time intervals for sampling were chosen.
  • For polyols and alternative sweeteners, acid evolution was followed in a 16 to 40 hour interval, using approx. 5×10e9 cells/ml inoculum in the test tube.
  • For glucose, fructose, sucrose and other fermentable carbohydrates, the faster acid production requires an interval from 1 to 24 hours and a 10 times lower inoculum in the test tube.
  • Analysis and Calculation of Results
  • Organic acids were determined by HPLC on a Sodex KC811-column in H+ form, at 65° C. And eluted with 0.01% H2SO4 at 0.8 ml/min and an injection volume of 25μ; detection with UV at 210 nm.
  • Areas of lactic, formic and acetic acid peaks were recorded and corrected with butyric acid as internal standard. HPLC results were expressed in micromol acid/ml or in mM.
  • The inoculum concentration used is 3.5×108 cells/ml. The release of organic acids was measured and ADR (total acidity/hr after a certain incubation period, mM/hr, total acidity is defined as the sum of lactic , formic and acetic acid).
  • The results are given in the next table:
  • TABLE 9
    ADR after ADR after ADR after
    Sample 3 h 5 h 28 h
    Polydextrose of example 1 3 3 1
    Mannitol 0 0 0
    Isomaltulose 4 5 5
    Commercial polydextrose 6 5 2
    Litesse Ultra (commercial 4 4 2
    hydrogenated polydextrose)
  • The in-vitro cariogenicity data indicate that the polydextrose of example 1 is essentially non-cariogenic and is even less cariogenic than the commercial polydextrose.

Claims (18)

1-19. (canceled)
20. A polydextrose comprising saccharide molecules, wherein at least 80% by weight of the saccharide molecules have a degree of polymerisation of 5 or more, and wherein less than 20% by weight of the saccharide molecules have a degree of polymerisation of from 1 to 4, and wherein the non-digestible fiber content of the polydextrose is at least 80% by weight.
21. The polydextrose according to claim 20, wherein at least 70% by weight of saccharide molecules have a degree of polymerisation of 10 or more.
22. The polydextrose according to claim 20, wherein the molecular weight dispersity of the polydextrose is below 2.0.
23. The polydextrose according to claim 20, wherein the molecular weight dispersity of the polydextrose is below 1.8.
24. The polydextrose according to claim 20, wherein the polydextrose has a volume mean diameter that is smaller than 60 μm.
25. The polydextrose according to claim 20, wherein the non-digestible fiber content of the polydextrose is at least 85% by weight.
26. The polydextrose according to claim 20, wherein the non-digestible fiber content of the polydextrose is at least 90% by weight.
27. The polydextrose according to claim 20, wherein less than 15% by weight of the saccharide molecules have a degree of polymerisation of from 1 to 4.
28. The polydextrose according to claim 20, wherein less than 10% by weight of the saccharide molecules have a degree of polymerisation of from 1 to 4.
29. A process for preparing a polydextrose comprising the following steps:
a) providing a crude polydextrose,
b) adjusting the pH of the crude polydextrose to from 6 to 8 to yield a product, and
c) chromatographic separation of the product of step b) into at least two fractions, wherein one fraction comprises a first polydextrose comprising saccharide molecules, wherein the first polydextrose is enriched in saccharide molecules having a degree of polymerisation of from 1 to 4 compared to the product of step b); and a second fraction comprises a second polydextrose comprising saccharide molecules, wherein the second polydextrose is enriched in saccharide molecules having a degree of polymerisation of 5 or more compared to the product of step b).
30. The process according to claim 29, wherein the crude polydextrose is provided by polycondensation of saccharides, and optionally sugar alcohols in the presence of acid.
31. The process according to claim 29, wherein the chromatographic separation of step c) comprises chromatographic separation on a strongly acidic cation exchange resin.
32. A food product comprising the polydextrose according to claim 20 and further comprising food ingredients.
33. The food product according to claim 32, wherein the food product is selected from the group consisting of confectionery, bakery products, beverages, and dairy products.
34. The food product according to claim 32, wherein the food product is an ice cream and the food ingredients are ice cream ingredients.
35. The food product according to claim 32, wherein the food product is a chocolate and the food ingredients are chocolate ingredients.
36. The food product according to claim 32, wherein the food product is a beverage and the food ingredients are beverage ingredients.
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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20140205719A1 (en) 2011-06-20 2014-07-24 Generale Biscuit Healthy layered cookie
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US10537123B2 (en) 2015-04-30 2020-01-21 Kraft Foods Group Brands Llc Quillaja-stabilized liquid beverage concentrates and methods of making same
US10806769B2 (en) 2016-03-31 2020-10-20 Gojo Industries, Inc. Antimicrobial peptide stimulating cleansing composition
US10874700B2 (en) 2016-03-31 2020-12-29 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient
US11291222B2 (en) 2013-03-15 2022-04-05 Cargill, Incorporated Carbohydrate compositions
US11564879B2 (en) 2016-11-23 2023-01-31 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8993039B2 (en) 2006-01-25 2015-03-31 Tate & Lyle Ingredients Americas Llc Fiber-containing carbohydrate composition
CN104987432A (en) 2008-08-20 2015-10-21 卡吉尔公司 New polydextrose material
US20120034366A1 (en) 2010-08-05 2012-02-09 Tate & Lyle Ingredients Americas, Inc. Carbohydrate compositions
CN102429148B (en) * 2011-11-11 2013-05-08 山东龙力生物科技股份有限公司 Preparation method of high-purity polydextrose with controllable molecular weight
DE202012006723U1 (en) 2012-03-01 2012-08-10 Merz Pharma Gmbh & Co. Kgaa Instant preparations with polydextrose, preparation and use
DE102012004307A1 (en) * 2012-03-01 2013-09-05 Merz Pharma Gmbh & Co. Kgaa Solid instant composition useful for producing liquid beverages, comprises carrier, active component e.g. plant extracts, plant powder, fruit concentrates, or further additives e.g. flavors, fillers and dyes, where carrier is polydextrose
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US11540549B2 (en) 2019-11-28 2023-01-03 Tate & Lyle Solutions Usa Llc High-fiber, low-sugar soluble dietary fibers, products including them and methods for using them
MX2022015060A (en) * 2020-05-29 2023-03-06 Cargill Inc Composition comprising glucose oligosaccharide and process for making the same and use thereof.
CN115926015B (en) * 2023-01-30 2023-06-27 山东百龙创园生物科技股份有限公司 Low-polymerization-degree polydextrose and preparation method thereof

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3766165A (en) * 1966-08-17 1973-10-16 Pfizer Polysaccharides and their preparation
US3876794A (en) * 1972-12-20 1975-04-08 Pfizer Dietetic foods
US4556578A (en) * 1983-06-30 1985-12-03 Mallinckrodt, Inc. NaCl-Free salt substitute containing potassium chloride, maltodextrin and potassium bitartrate and method of preparation
US4622233A (en) * 1984-12-06 1986-11-11 Pfizer Inc. Preparation and use of a highly purified polydextrose
US5051500A (en) * 1989-08-11 1991-09-24 A. E. Staley Manufacturing Company Method of preparing a randomly-bonded polysaccharide
US5620873A (en) * 1988-10-07 1997-04-15 Matsutani Chemical Industries Co., Ltd. Process for preparing dextrin containing food fiber
US5660872A (en) * 1992-11-24 1997-08-26 Raffinerie Tirlemontoise, S.A. Method for separating a polydispersed saccharide composition, resulting products and use thereof in food compositions
US5831082A (en) * 1996-05-28 1998-11-03 Shin Dong Bang Corporation Process for obtaining, by separation, highly pure water-soluble polydextrose
US6559302B1 (en) * 1997-03-19 2003-05-06 Pankaj Shashikant Shah Polymerization of mono-and disaccharides using low levels of mineral acids
US20040038837A1 (en) * 2002-08-14 2004-02-26 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Biphasic composition induced by polydextrose and sucrose
US20040213882A1 (en) * 2003-02-26 2004-10-28 Danisco A/S Use of polydextrose in edible products, edible products containing polydextrose and processes for including polydextrose in edible products

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4282836A (en) 1979-12-14 1981-08-11 Ford Motor Company Lightweight distributor rotor driveshaft
GB8613689D0 (en) 1986-06-05 1986-07-09 Euro Celtique Sa Pharmaceutical composition
JP2936337B2 (en) * 1990-03-28 1999-08-23 日清製粉株式会社 Dietary fiber-containing foods
US5091015A (en) 1990-05-22 1992-02-25 Warner-Lambert Company Polydextrose compositions
US5262187A (en) 1990-06-28 1993-11-16 The Pillsbury Company Low-fat cereal-grain food composition
CN1215730A (en) * 1997-10-24 1999-05-05 株式会社新东邦 Process for separating highly pure water-soluble polydextrose
US7202885B2 (en) 2001-12-19 2007-04-10 Nec Corporation Mobile telephone terminal apparatus having television telephone function
US7445769B2 (en) 2002-10-31 2008-11-04 Cadbury Adams Usa Llc Compositions for removing stains from dental surfaces and methods of making and using the same
EP1629727A1 (en) 2004-08-24 2006-03-01 N.V. Nutricia Composition containing fermentable polysaccharides
CN104987432A (en) 2008-08-20 2015-10-21 卡吉尔公司 New polydextrose material

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3766165A (en) * 1966-08-17 1973-10-16 Pfizer Polysaccharides and their preparation
US3876794A (en) * 1972-12-20 1975-04-08 Pfizer Dietetic foods
US4556578A (en) * 1983-06-30 1985-12-03 Mallinckrodt, Inc. NaCl-Free salt substitute containing potassium chloride, maltodextrin and potassium bitartrate and method of preparation
US4622233A (en) * 1984-12-06 1986-11-11 Pfizer Inc. Preparation and use of a highly purified polydextrose
US5620873A (en) * 1988-10-07 1997-04-15 Matsutani Chemical Industries Co., Ltd. Process for preparing dextrin containing food fiber
US5051500A (en) * 1989-08-11 1991-09-24 A. E. Staley Manufacturing Company Method of preparing a randomly-bonded polysaccharide
US5660872A (en) * 1992-11-24 1997-08-26 Raffinerie Tirlemontoise, S.A. Method for separating a polydispersed saccharide composition, resulting products and use thereof in food compositions
US5831082A (en) * 1996-05-28 1998-11-03 Shin Dong Bang Corporation Process for obtaining, by separation, highly pure water-soluble polydextrose
US6559302B1 (en) * 1997-03-19 2003-05-06 Pankaj Shashikant Shah Polymerization of mono-and disaccharides using low levels of mineral acids
US20040038837A1 (en) * 2002-08-14 2004-02-26 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Biphasic composition induced by polydextrose and sucrose
US20040213882A1 (en) * 2003-02-26 2004-10-28 Danisco A/S Use of polydextrose in edible products, edible products containing polydextrose and processes for including polydextrose in edible products

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Mitsubishi SAC 2011,downloaded from the internet at http://www.diaion.com/en/products/ion_01_lineup.html *

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* Cited by examiner, † Cited by third party
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US10306897B2 (en) 2011-06-20 2019-06-04 Generale Biscuit Breakfast biscuit with slowly available glucose
US10357041B2 (en) 2011-06-20 2019-07-23 Generale Biscuit Healthy layered cookie
US11291222B2 (en) 2013-03-15 2022-04-05 Cargill, Incorporated Carbohydrate compositions
US10905137B2 (en) 2015-04-30 2021-02-02 Kraft Foods Group Brands Llc Quillaja-stabilized liquid beverage concentrates and methods of making same
US10537123B2 (en) 2015-04-30 2020-01-21 Kraft Foods Group Brands Llc Quillaja-stabilized liquid beverage concentrates and methods of making same
US10682375B2 (en) 2015-09-01 2020-06-16 Particle Dynamics International, Llc Iron-polysaccharide complexes and methods for the preparation thereof
US11154570B2 (en) 2015-09-01 2021-10-26 Particle Dynamics International, LLC. Iron-polysaccharide complexes and methods for the preparation thereof
US10258647B2 (en) 2015-09-01 2019-04-16 Particle Dynamics International, Llc Iron-polysaccharide complexes and methods for the preparation thereof
US10806769B2 (en) 2016-03-31 2020-10-20 Gojo Industries, Inc. Antimicrobial peptide stimulating cleansing composition
US10874700B2 (en) 2016-03-31 2020-12-29 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient
US11633451B2 (en) 2016-03-31 2023-04-25 Gojo Industries, Inc. Antimicrobial peptide stimulating cleansing composition
US11564879B2 (en) 2016-11-23 2023-01-31 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient

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US20230357450A1 (en) 2023-11-09

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