CN1331980C - Method for preparing biological functional water-soluble quantum point of sugar - Google Patents
Method for preparing biological functional water-soluble quantum point of sugar Download PDFInfo
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- CN1331980C CN1331980C CNB200510018234XA CN200510018234A CN1331980C CN 1331980 C CN1331980 C CN 1331980C CN B200510018234X A CNB200510018234X A CN B200510018234XA CN 200510018234 A CN200510018234 A CN 200510018234A CN 1331980 C CN1331980 C CN 1331980C
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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; two phases are transferred by ultrasonic waves so that saccharide biological functionalization is realized when quantum dots are transferred from oil solubility into water solubility. 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
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 oil soluble quantum dot surface washing is clean, make the solid phase quantum dot;
(2) get the glucide that an amount of solid phase has sequestering action and biological function, the solid-phase saccharide substance dissolves of being got in basic solvent or water, is made the sugar soln that concentration is 2～900mg/ml after mixing;
(3) the solid phase quantum dot that makes is mixed with sugar soln quantum dot and glucide are mixed mutually, put into ultrasonic apparatus and carry out supersound process;
(4) supersound process is after 4.5～8 hours, and it is fully centrifugal under the condition of 1500～16000rpm that gains are placed centrifugation rate, extracts the clear liquid or the throw out of the water-soluble quantum dot that contains biological functionalized sugar, is required product; Wherein, the oil soluble quantum dot can be selected CdSe, CdSe/ZnS, CdSe/CdS type quantum dot for use, and glucide is the derivative of sugar, polysaccharide and polysaccharide, comprises glucose, agarose, chitosan, cm-chitosan, carboxymethyl chitin class sugar.
If need be used for living things system, after being dissolved in water, the clear liquid of the water-soluble quantum dot that contains biological functionalized sugar that will extract again or throw out carry out centrifugal treating again, centrifugation rate is fully centrifugal under the condition of 1500～16000rpm, extract the intermediary clear liquid, be adjusted to required pH value with PBS then, promptly obtain being used for the water-soluble quantum dot of the biological functionalized sugar of living things system.
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 the two-phase ultrasonic method, 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/ZnS oil soluble quantum dot is dissolved in the normal hexane, CdSe/ZnS oil soluble quantum dot can adopt the method preparation of ZL02139152.1 patent disclosure, and making concentration is the hexane solution of the oil soluble quantum dot of 1mg/mL.
(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 obtain the solid phase precipitation of quantum dot.
(4) take by weighing soluble chitosan 10mg and add after the ultrapure water dissolving mixing of 1mL, be transferred in the quantum dot solid of having handled well, put into ultrasonic apparatus and begin ultrasonic.
(5) ultrasonic time is 4.5～8 hours, stop ultrasonic after, under the condition of 1500rpm centrifugal 3 minutes, get the product that supernatant liquid is gained.
Embodiment 2
(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 ZL02139152.1 patent disclosure, 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 obtain the solid phase precipitation of quantum dot.
(4) take by weighing carboxymethyl chitin 20mg and add after the ultrapure water dissolving mixing of 1mL, be transferred in the quantum dot solid of having handled well, put into ultrasonic apparatus and begin ultrasonic.
(1) ultrasonic time is 4.5～8 hours, stop ultrasonic after, getting supernatant liquid after under the condition of 1500rpm centrifugal 3 minutes promptly is products therefrom.
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 (6)
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 oil soluble quantum dot surface washing is clean, make the solid phase quantum dot;
(2) get the glucide that an amount of solid phase has sequestering action and biological function, the solid-phase saccharide substance dissolves of being got in basic solvent or water, is made the sugar soln that concentration is 2～900mg/ml after mixing;
(3) the solid phase quantum dot that makes is mixed with sugar soln quantum dot and glucide are mixed mutually, put into ultrasonic apparatus and carry out supersound process;
(4) supersound process is after 4.5～8 hours, and it is fully centrifugal under the condition of 1500～16000rpm that gains are placed centrifugation rate, extracts the clear liquid or the throw out of the water-soluble quantum dot that contains biological functionalized sugar, is required product.
2, according to the preparation method of the water-soluble quantum dot of the described biological functionalized sugar of claim 1, it is characterized in that: carry out centrifugal treating after the clear liquid of the water-soluble quantum dot that contains biological functionalized sugar that will extract or throw out are dissolved in water again, centrifugation rate is fully centrifugal under the condition of 1500～16000rpm, extract the intermediary clear liquid, be adjusted to required pH value with PBS then, promptly obtain being used for the water-soluble quantum dot of the biological functionalized sugar of living things system.
3, the preparation method of the water-soluble quantum dot of biological functionalized sugar according to claim 1 and 2 is characterized in that: the oil soluble quantum dot is CdSe, CdSe/ZnS, CdSe/CdS type quantum dot.
4, the preparation method of the water-soluble quantum dot of biological functionalized sugar according to claim 1 and 2 is characterized in that: glucide is the derivative of sugar, polysaccharide and polysaccharide.
5, the preparation method of the water-soluble quantum dot of biological functionalized sugar according to claim 4 is characterized in that: the derivative of sugar, polysaccharide and polysaccharide is glucose, agarose, chitosan, cm-chitosan, carboxymethyl chitin class sugar.
6, 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 times, finally obtains the solid phase precipitation of quantum dot.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB200510018234XA CN1331980C (en) | 2005-02-01 | 2005-02-01 | Method for preparing biological functional water-soluble quantum point of sugar |
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| CNB200510018234XA CN1331980C (en) | 2005-02-01 | 2005-02-01 | Method for preparing biological functional water-soluble quantum point of sugar |
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| CN1660961A CN1660961A (en) | 2005-08-31 |
| CN1331980C true CN1331980C (en) | 2007-08-15 |
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| CNB200510018234XA Expired - Fee Related CN1331980C (en) | 2005-02-01 | 2005-02-01 | Method for preparing biological functional water-soluble quantum point of sugar |
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Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102274002B (en) * | 2011-04-26 | 2014-02-26 | 中国药科大学 | In-situ tumor nondestructive detection kit and preparation method thereof |
| CN108315008A (en) * | 2017-01-16 | 2018-07-24 | Tcl集团股份有限公司 | Oil-soluble quantum dot is converted into the method and method of purification of water-soluble quantum dot |
| CN111117596B (en) * | 2019-12-04 | 2021-06-22 | 武汉理工大学 | Quantum dot/agar composite prepared by one-pot method and method for detecting metal ions by using quantum dot/agar composite |
Citations (3)
| 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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- 2005-02-01 CN CNB200510018234XA patent/CN1331980C/en not_active Expired - Fee Related
Patent Citations (3)
| 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 |
Non-Patent Citations (1)
| Title |
|---|
| 用水溶液中合成的量子点作为生物荧光标记物的研究 林章碧等，高等学校化学学报，第24卷第2期 2003 * |
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