CN1331979C - Method for preparing water-soluble quantum point of biological functionalized sugar - Google Patents

Method for preparing water-soluble quantum point of biological functionalized sugar Download PDF

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Publication number
CN1331979C
CN1331979C CNB2005100182335A CN200510018233A CN1331979C CN 1331979 C CN1331979 C CN 1331979C CN B2005100182335 A CNB2005100182335 A CN B2005100182335A CN 200510018233 A CN200510018233 A CN 200510018233A CN 1331979 C CN1331979 C CN 1331979C
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China
Prior art keywords
quantum dot
soluble quantum
organic solvent
biological
oil soluble
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CNB2005100182335A
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CN1660960A (en
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庞代文
谢敏
张志凌
杜予民
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Wuhan University WHU
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Wuhan University WHU
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Abstract

The present invention discloses a method for preparing water-soluble quantum dots with saccharide biological functionalization. In the method, saccharide materials with chelation and biological function are used as modifying reagents; saccharide biological functionalization is realized when quantum dots are transferred from oil solubility into water solubility by grinding. The method has the characteristics of simple application, strong operability, good repeatability and low cost of the modifying reagents. The obtained products can be widely used in the bioanalysis field of biologic labeling, cell imaging, etc. The present invention can also be used for the field of material science, etc. by utilizing the characteristic that high polysaccharide is easy to form a film.

Description

A kind of preparation method of water-soluble quantum dot of biological functionalized sugar
Technical field
The present invention relates to a kind of preparation method of water-soluble quantum dot of biological functionalized sugar, belong to biochemistry and material science.
Background technology
In recent years, quantum dot has been brought into play vital role as a kind of novel inorganic nano material at biological radioactive labelling and cell imaging field.Quantum dot has very excellent photoluminescent property, and fluorescence is strong, fluorescence emission peak is narrow and symmetrical, fluorescence color is continuous bands of a spectrum, is easy to realize that the unit excites polynary emission etc. based on composition and controllable size, excitation spectrum.But all by the preparation of organic phase high-temperature cracking method, product is an oil soluble to present high-quality quantum dot, and all living things systems all are that polarity is water miscible, and quantum dot only carries out just having using value behind the biological functional.So, by the surface chemistry method quantum dot surface is modified, realize that water-solubleization and the biological functional of oil soluble quantum dot is the key of quantum dot in the biomedical sector widespread use.
Again since glucide as the indispensable part of life entity, it is closely related with increasing biological phenomena, thereby caused numerous scientific workers' interest, but glucide is of a great variety, complex structure causes people that the understanding of sugar also just is in the preliminary stage, therefore, people press for and understand the vital role of sugar in biological phenomena, and this just need understand its biomechanism by suitable technology.But quantum dot is as a kind of fluorescent marker of excellent performance at present, and its effect is confined to and couplings such as DNA, protein, biological micromolecule more, and quantum dot is not also playing a role aspect the understanding glucide.
Summary of the invention
For water-solubleization that realize the oil soluble quantum dot and quantum dot-based in the biological functional of glucide, the invention provides a kind of derivative and quantum dot combination with sugar, polysaccharide and polysaccharide, giving quantum dot the water miscible while, given on the glucide mark quantum dot conversely again, provide fluorescently-labeled method for understanding the relevant biological phenomena of glucide.
The technical solution used in the present invention is to prepare the water-soluble quantum dot of biological functionalized sugar as follows:
(1) with ordinary method that CdSe, CdSe/ZnS, CdSe/CdS type oil soluble quantum dot surface washing is clean, then it is dissolved in the organic solvent, making concentration is the solution that contains quantum dot of 0.5~4mg/ml;
(2) take by weighing glucose, agarose, chitosan, cm-chitosan, the carboxymethyl chitin class glucide that has sequestering action and biological function in right amount, place mortar, add the solution contain quantum dot, fully grind, be positioned over again in the stink cupboard to organic solvent and volatilize fully;
(3) add an amount of organic solvent in mortar, fully grind, be positioned over again in the stink cupboard to organic solvent and volatilize 3~5 times so repeatedly fully;
(4) mortar was placed in the stink cupboard after 3~10 minutes, promptly obtained the water-soluble quantum dot of biological functionalized sugar.The organic solvent that wherein dissolves quantum dot can be selected normal hexane, toluene, chloroform for use.
The present invention has the derivative of oil soluble quantum dot and sugar, polysaccharide and polysaccharide etc. the glucide of sequestering action and biological function, only just can realize the water-solubleization while biological functionalized sugar of oil soluble quantum dot by polishing, product after the modification has excellent photoluminescent property, compare with existing other water-solubleization of quantum dot modifying method, have tangible advantage.Can make selectivity of product ground have different glucides and different functional groups after the glucide that the derivative of sugar, polysaccharide and polysaccharide etc. has sequestering action and a biological function is modified quantum dot, this just studies the biological activity of different glucides for us and connects different biomolecules provides possible.In addition, utilize the easy film forming characteristic of high glycan, also can with quantum dot and sugar the compound system film forming, thereby a kind of novel fluorescent screen material is provided.Therefore, the present invention can make quantum dot be applied even more extensively in bioanalysis field and material science.
And present method is easy to operation, cost is low, good reproducibility, all can finish at general chemistry and Biochemistry Experiment chamber.
Description of drawings
Fig. 1 is the fluorescence micrograph of the sugar-modified quantum dot of carboxymethyl chitosan that makes with the present invention;
Fig. 2 is the transmission electron microscope photo of the sugar-modified quantum dot of carboxymethyl chitosan that makes with the present invention;
Fig. 3 for the fluorescence spectrum of quantum dot in sugar-modified quantum dot of the carboxymethyl chitosan that makes with the present invention and the oil phase relatively.
Embodiment
Below by embodiment the preparation method of the water-soluble quantum dot of biological functionalized sugar is done detailed explanation.
Embodiment 1
(1) CdSe oil soluble quantum dot is dissolved in the normal hexane, making concentration is the hexane solution of the oil soluble quantum dot of 1mg/mL, CdSe oil soluble quantum dot can adopt the method for 02 1 No. 39152.1 patent disclosures of ZL, but does not need to prepare under the situation of sulfide storing solution.
(2) get the hexane solution of the above-mentioned oil soluble quantum dot of 0.5mL, add the ethanol sedimentation oil soluble quantum dot of 3 times of normal hexane volumes, with normal hexane throw out is dissolved into the solution of 0.5mL then again
(3) do twice again according to the method for (2), finally become the solution for later use of 2mL with n-hexane dissolution.
(4) take by weighing cm-chitosan 20mg and be put in the agate mortar,, ground 2~3 minutes, be positioned over and treat the normal hexane volatilization in the stink cupboard fully the quantum dot hexane solution adding of above-mentioned 2mL.
(5) add about 2mL normal hexane again in mortar, ground 2~3 minutes, be positioned over and treat the normal hexane volatilization in the stink cupboard fully, 3~5 times so repeatedly.
(6) mortar is placed in the stink cupboard after 10 minutes, is the CdSe quantum dot of water miscible biological functionalized sugar.
Embodiment 2
(1) CdSe/ZnS oil soluble quantum dot is dissolved in the normal hexane, and making concentration is the hexane solution of the oil soluble quantum dot of 1mg/mL, and CdSe/ZnS oil soluble quantum dot can adopt the method preparation of 1 No. 39152.1 patent disclosures of ZL02.
(2) get the hexane solution of the above-mentioned oil soluble quantum dot of 0.5mL, add the ethanol sedimentation oil soluble quantum dot of 3 times of normal hexane volumes, with normal hexane throw out is dissolved into the solution of 0.5mL then again
(3) do twice again according to the method for (2), finally become the solution for later use of 2mL with n-hexane dissolution.
(4) take by weighing cm-chitosan 20mg and be put in the agate mortar,, ground 2~3 minutes, be positioned over and treat the normal hexane volatilization in the stink cupboard fully the quantum dot hexane solution adding of above-mentioned 2mL.
(5) add about 2mL normal hexane again in mortar, ground 2~3 minutes, be positioned over and treat the normal hexane volatilization in the stink cupboard fully, 3~5 times so repeatedly.
(6) mortar is placed in the stink cupboard after 10 minutes, is the CdSe/ZnS quantum dot of water miscible biological functionalized sugar.
Because the toxicity of normal hexane is less, generally in implementation process, organic solvent is preferably selected normal hexane for use.
It is existing to levy by instrumentation tables such as transmission electron microscope, fluorescence inverted microscope, fluorescence spectrophotometer, see Fig. 1-Fig. 3 modify the back quantum point grain diameter still homogeneous, monodispersity is good, fluorescence quantum yield is high, fluorescence peak is narrow and symmetrical.

Claims (3)

1, a kind of preparation method of water-soluble quantum dot of biological functionalized sugar is characterized in that adopting following steps:
(1) with ordinary method that CdSe, CdSe/ZnS, CdSe/CdS type oil soluble quantum dot surface washing is clean, then it is dissolved in the organic solvent, making concentration is the solution that contains quantum dot of 0.5~4mg/ml;
(2) take by weighing glucose, agarose, chitosan, cm-chitosan, the carboxymethyl chitin class glucide that has chelation and biological function in right amount, place mortar, add the solution contain quantum dot, fully grind, be positioned over again in the stink cupboard to organic solvent and volatilize fully;
(3) add an amount of organic solvent in mortar, fully grind, be positioned over again in the stink cupboard to organic solvent and volatilize 3~5 times so repeatedly fully;
(4) mortar was placed in the stink cupboard after 3~10 minutes, promptly obtained the water-soluble quantum dot of biological functionalized sugar.
2, the preparation method of the water-soluble quantum dot of biological functionalized sugar according to claim 1 is characterized in that: the organic solvent of dissolving quantum dot is normal hexane, toluene, chloroform.
3, the preparation method of the water-soluble quantum dot of biological functionalized sugar according to claim 1 is characterized in that: the operation steps of the method that oil soluble quantum dot surface washing is clean is as follows:
(a) the oil soluble quantum dot is dissolved in non-polar solvent or the weakly polar organic solvent, making concentration is the organic solution that contains the oil soluble quantum dot of 0.5~4mg/ml;
(b) get an amount of above-mentioned solution that contains the oil soluble quantum dot, add 3~5 times of ethanol or methanol extraction oil soluble quantum dots, with non-polar solvent or weakly polar organic solvent throw out is dissolved into solution more then to non-polar solvent or weakly polar organic solvent volume;
(c) repeating step (b) is 2-4 time, finally obtains the throw out that the surface is washed clean quantum dot.
CNB2005100182335A 2005-02-01 2005-02-01 Method for preparing water-soluble quantum point of biological functionalized sugar Expired - Fee Related CN1331979C (en)

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Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101962450B (en) * 2010-10-20 2012-08-29 武汉大学 Aqueous phase preparation method for chitosan-quantum dot fluorescent probe
CN103204634B (en) * 2013-03-15 2014-12-17 北京科技大学 Method for manufacturing semiconductor sulfide biopolymer nano-composite film
CN104177541B (en) * 2014-06-11 2016-05-18 太原理工大学 There is the preparation method of carbon point/polyacrylamide cartilage substitution material of fluorescent tracing performance
CN107987826A (en) * 2018-01-02 2018-05-04 京东方科技集团股份有限公司 Preparation method, application process and the quantum dot product of quantum dot

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6251303B1 (en) * 1998-09-18 2001-06-26 Massachusetts Institute Of Technology Water-soluble fluorescent nanocrystals
CN1403379A (en) * 2002-10-10 2003-03-19 武汉大学 Prepn of CdSe/CdS or CdSe/ZnS core-shell quantum dot
CN1431070A (en) * 2003-01-21 2003-07-23 武汉大学 Method for preparing water-soluble nano particles

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6251303B1 (en) * 1998-09-18 2001-06-26 Massachusetts Institute Of Technology Water-soluble fluorescent nanocrystals
CN1403379A (en) * 2002-10-10 2003-03-19 武汉大学 Prepn of CdSe/CdS or CdSe/ZnS core-shell quantum dot
CN1431070A (en) * 2003-01-21 2003-07-23 武汉大学 Method for preparing water-soluble nano particles

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