CN113444201A - Fluorescent sugar-containing polymer and preparation method thereof - Google Patents
Fluorescent sugar-containing polymer and preparation method thereof Download PDFInfo
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- CN113444201A CN113444201A CN202110722715.8A CN202110722715A CN113444201A CN 113444201 A CN113444201 A CN 113444201A CN 202110722715 A CN202110722715 A CN 202110722715A CN 113444201 A CN113444201 A CN 113444201A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
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- C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F120/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F120/52—Amides or imides
- C08F120/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F120/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-acryloyl morpholine
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
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- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
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Abstract
The invention discloses a fluorescent sugar-containing polymer and a preparation method thereof. The fluorescent sugar-containing polymer is prepared by taking methacrylamide sugar-containing monomers as raw materials, adding a chain transfer agent into an organic phase solvent and adopting a one-pot method under sunlight or simulated sunlight with approximate wave bands. The artificially synthesized sugar-containing polymer has a multivalent effect, can simulate the recognition of oligosaccharide molecules on the cell surface with external pathogens, proteins and the like, and has wide application prospects in the field of biological materials. The sugar-containing polymer prepared by the invention has better fluorescence imaging capability only by introducing the sugar unit, can perform fluorescence imaging on cells and bacteria, and can realize multifunctional application by introducing the second functional monomer. The invention has the advantages that: the operation process is simple and convenient, the preparation method is mild and efficient, and the prepared fluorescent sugar-containing polymer has excellent water solubility and biocompatibility, can perform fluorescent imaging on cells and bacteria, and can realize functional application under multiple scenes.
Description
Technical Field
The invention relates to the technical field of fluorescent sugar-containing polymers, in particular to a fluorescent sugar-containing polymer without traditional luminescent elements and a preparation method thereof.
Background
The photoluminescent fluorescent material has unique photoelectric physical characteristics, so that the photoluminescent fluorescent material is widely applied to the fields of photoelectric devices, cell imaging, biosensors and the like. Among them, the use of fluorescent materials in biological imaging and diagnosis has been the focus of attention of researchers, and since the aggregation-induced emission phenomenon has been found by professor of down ben loyal professor et al, the multifunctional use of fluorescent materials has become possible. People utilize aggregation-induced emission elements to synthesize a large amount of bioluminescent imaging materials, however, most aggregation-induced emission elements for synthesizing the fluorescent materials are hydrophobic conjugated structures, and a series of problems of poor biodegradability, low synthesis benefit, poor biocompatibility and the like exist, so that the use of the fluorescent materials is greatly limited, and a substitute which is good in biocompatibility, cheap and easy to prepare is urgently needed to be searched.
Small molecular saccharides are very important information molecules in living bodies, play an indispensable role in biological events of living bodies, can realize specific recognition with cell surface lectin receptors, play an extremely important role in intercellular communication, and have excellent hydrophilicity. The sugar-containing polymer with the side chain having sugar molecules obtained by artificial synthesis has a 'multivalent effect', and can simulate the multivalent specific recognition of sugar and protein in a living body, so that the sugar-containing polymer can be widely applied to the fields of tissue engineering, drug delivery, biosensors, medicine and the like as a biomaterial. In view of this, the introduction of sugar molecules can endow the fluorescent material with the advantages of high sensitivity, high selectivity, high biocompatibility and the like.
Disclosure of Invention
The invention aims to provide a fluorescent sugar-containing polymer, and a preparation method and application thereof. The invention aims to provide a fluorescent sugar-containing polymer without traditional luminescent elements and a preparation method thereof, and solves the problems.
The invention has a technical scheme that:
a fluorescent sugar-containing polymer comprising the following molecular structure:
wherein the content of the first and second substances,
r1 is selected from any one of glucose, mannose and galactose;
m2 is a functional monomer;
m is selected from natural numbers between 20 and 220;
n is selected from natural numbers between 0 and 200.
The other technical scheme of the invention is as follows:
taking a methacrylamide type sugar-containing monomer and a second functional monomer as raw materials, adding a chain transfer agent into an organic solvent, preparing by a one-pot method under illumination, and synthesizing to obtain a multifunctional fluorescent sugar-containing polymer without a traditional luminescent element, wherein the molecular weight of the fluorescent sugar-containing polymer is controllable by regulating and controlling the amount of the introduced second functional monomer, and the reaction chemical equation is as follows:
wherein the content of the first and second substances,
r1 is selected from any one of glucose, mannose and galactose;
m2 is a functional monomer;
m is selected from natural numbers between 20 and 220;
n is selected from natural numbers between 0 and 200.
Further, the mol ratio of the methacrylamide sugar-containing monomer to the second functional monomer to the chain transfer agent is 20-200: 0-200: 1.
further, the irradiation under the illumination is under the sunlight or simulated sunlight with approximate wave bands.
Further, the organic solvent is selected from any one of N, N-dimethylformamide, dimethyl sulfoxide and tetrahydrofuran.
Further, the chain transfer agent is a dithioester chain transfer agent.
Further, the dithioester chain transfer agent is alpha-isobutyl naphthoate.
Further, the reaction time of the one-pot method is 10-48 h.
Further, the reaction environment of the one-pot method is an oxygen-free environment at the temperature of 25-30 ℃.
The fluorescent sugar-containing polymer and the preparation method thereof have the following advantages:
(1) the invention utilizes the irradiation of sunlight to realize the polymerization of active free radicals in a system with a chain transfer agent, and prepares the fluorescent sugar-containing polymer without traditional luminescent elements with regular and controllable structure;
(2) the sugar-containing polymer prepared by the invention not only has fluorescence emission capability, but also has good biocompatibility and shows good biological imaging capability while having good water solubility;
(3) the preparation method has universality, and the diversified application of the fluorescent glycomer can be realized by regulating and controlling the components and the structure of the glycomer;
(4) the preparation method is simple, convenient and efficient, is favorable for saving the manufacturing cost and promotes the popularization.
Drawings
In order to more clearly illustrate the technical solutions of the embodiments of the present invention, the drawings needed to be used in the description of the embodiments will be briefly introduced below, and it is obvious that the drawings in the following description are only some embodiments of the present invention, and it is obvious for those skilled in the art to obtain other drawings based on these drawings without inventive exercise. Wherein the content of the first and second substances,
FIG. 1 is a GPC measurement graph of a fluorescent saccharide-containing polymer according to the present invention and a saccharide-containing polymer without a conventional luminophore prepared in example 1 of the method of preparing the same;
FIG. 2 is a diagram showing a cellular image of a sugar-containing polymer without a conventional luminophore prepared in example 1 of the fluorescent sugar-containing polymer and the method of preparing the same according to the present invention;
FIG. 3 is a photograph showing the image of bacteria in the fluorescent saccharide-containing polymer and saccharide-containing polymer without conventional luminophore prepared in example 2 of the method of preparing the same according to the present invention;
FIG. 4 is a cytotoxicity diagram of a fluorescent saccharide-containing polymer without a conventional luminophore prepared in example 3 of the method of preparing a fluorescent saccharide-containing polymer according to the present invention;
FIG. 5 is a GPC measurement graph of a fluorescent saccharide-containing polymer according to the present invention and a saccharide-containing polymer without a conventional luminophore prepared in example 4 of the method of preparing the same;
FIG. 6 is a graph showing the change in fluorescence intensity of a fluorescent sugar-containing polymer without conventional luminescent elements prepared in example 4 of the method for preparing a fluorescent sugar-containing polymer according to the present invention after mixing with different ions, respectively;
FIG. 7 shows the fluorescence intensity of the sugar-containing polymer without conventional luminescent element, which is prepared in example 4 of the fluorescent sugar-containing polymer and the preparation method thereof according to the present invention, as Cu2+A linear fit plot of the change in addition of (b).
Detailed Description
The invention only takes micromolecular sugar monomers and thioester chain transfer agents as raw materials, and synthesizes the non-traditional fluorescent sugar-containing polymer by a method of photo-initiated reversible addition-fragmentation chain transfer polymerization, thereby having excellent biocompatibility and water solubility and excellent biological imaging capability. Meanwhile, by adopting the simple and efficient preparation method, other functional monomers can be introduced, and important guidance is provided for designing multifunctional novel biological fluorescent materials. For example, by introducing carboxyl functional groups, the method can be used for quantitative detection and monitoring of certain ions because the carboxyl functional groups can be chelated with certain ions after ionization in an aqueous solution so as to generate electrons or fluorescence quenching effect caused by charge transfer.
The invention obtains the fluorescent sugar-containing polymer without the traditional luminescent element with regular and controllable structure by utilizing a photo-initiated reversible addition fragmentation chain transfer polymerization method, and the molecular structural formula is as follows:
wherein the content of the first and second substances,
r1 is selected from any one of glucose, mannose and galactose;
m2 is a functional monomer;
m is selected from natural numbers between 20 and 220;
n is selected from natural numbers between 0 and 200.
The preparation method of the fluorescent sugar-containing polymer without the traditional luminescent element comprises the following steps:
1) taking a sugar-containing monomer and a second monomer as raw materials, adding a chain transfer agent into an organic solvent, carrying out reversible addition fragmentation chain transfer polymerization reaction under the initiation of illumination, and reacting for 10-48h at 25-30 ℃ in an oxygen-free environment by a one-pot method to obtain the fluorescent sugar-containing polymer with regular and controllable structure, wherein the reaction formula is as follows:
wherein the content of the first and second substances,
r1 is selected from any one of glucose, mannose and galactose;
m2 is a functional monomer;
m is selected from natural numbers between 20 and 220;
n is selected from natural numbers between 0 and 200;
the saccharide-containing monomer is selected from methacrylamide saccharide-containing monomers.
The illumination reaction is carried out by irradiation under sunlight or simulated sunlight with approximate wave bands;
the organic solvent is selected from one of N, N-dimethylformamide, dimethyl sulfoxide and tetrahydrofuran;
the chain transfer agent is selected from one of alpha-dithionaphthoic acid isobutyronitrile ester, 4-cyano-4- (phenylthiocarbonylthio) valeric acid or N-succinimidyl ester;
the molar ratio of the methacrylamide type sugar-containing monomer to the second functional monomer to the chain transfer agent is 20-200: 0-200: 1;
2) the sugar-containing polymer obtained in the step 1) is placed under a fluorescence microscope, and the behavior of fluorescence emission of the solid powder is observed, and similarly, the sugar-containing polymer is prepared into aqueous solutions with six different concentrations, and the fluorescence emission intensity under ultraviolet illumination can be found to increase along with the increase of the concentration of the solution.
In order to make the aforementioned objects, features and advantages of the present invention comprehensible, embodiments accompanied with figures are further described below. The invention is not limited to the embodiments listed but also comprises any other known variations within the scope of the invention as claimed.
First, reference herein to "one embodiment" or "an embodiment" means that a particular feature, structure, or characteristic described in connection with the embodiment is included in at least one implementation of the invention. The appearances of the phrase "in one embodiment" in various places in the specification are not necessarily all referring to the same embodiment, nor are separate or alternative embodiments mutually exclusive of other embodiments.
The present invention is described in detail by using the schematic structural diagrams, etc., and for convenience of illustration, the schematic diagrams are not enlarged partially according to the general scale when describing the embodiments of the present invention, and the schematic diagrams are only examples, which should not limit the scope of the present invention. In addition, the actual fabrication process should include three-dimensional space of length, width and depth.
Example 1
The preparation method of the sugar-containing polymer without the traditional fluorescent unit comprises the following steps:
1) the method for preparing the sugar-containing polymer with regular and controllable structure by utilizing the photo-initiated reversible addition fragmentation chain transfer polymerization comprises the following specific steps:
weighing a certain amount of MAG and CPDN, dissolving the MAG and CPDN in 1.1mL of dimethyl sulfoxide, carrying out irradiation reaction for 44h under sunlight or simulated sunlight at 25 ℃ under the room temperature and under the anaerobic condition, then transferring the reacted mixed solution into a dialysis bag with the molecular weight cutoff of 3500g/mol for dialysis for 3 days, finally freezing and drying the dialyzed product to obtain a light yellow product, weighing and calculating the yield.
In this example, MAG is 2- (methacrylamide) glucopyranose and CPDN is α -isobutyloxynaphthoate.
The monomer/chain transfer agent molar ratio described in this example is MAG: CPDN ═ 200: 1.
the structural formula of the prepared sugar-containing polymer PMAG without the traditional fluorescent motif is as follows:
wherein m is 220, and the molecular weight is 53400 g/mol. Referring to FIG. 1, FIG. 1 is a GPC measurement chart of a fluorescent sugar-containing polymer according to the present invention and a sugar-containing polymer without a conventional luminescent element prepared in example 1 of the method for preparing the same. As shown in FIG. 1, the molecular weight distribution of the sugar-containing polymer was about 1.25.
2) Preparing an aqueous solution from the sugar-containing polymer obtained in the step 1), and then carrying out cell imaging on the aqueous solution, wherein the specific steps are as follows:
a) an appropriate amount of sugar-containing polymer was weighed and prepared into 1mg/mL aqueous solution using DMEM medium, and filtered through a 0.22 μm sterile filter membrane for use.
b) At 3X 104Cell density of hole human cervical carcinoma cell Hela was planted in a sterile glass-bottom culture dish and placed in a culture dish containing 5% CO2Incubating overnight in a 37 ℃ cell incubator with saturated humidity, discarding the old culture medium, adding 300 mu L of sterile PBS to wash the cells for 2 times, and then adding the polymer solution in a) to continue incubating the cells for 24 hours in the 37 ℃ cell incubator with saturated humidity; after incubation, cells were washed with 300 μ L sterile PBS per well to remove unbound polymer, then fixed with 4% paraformaldehyde solution for 10min, and finally, cells were imaged under a fluorescence confocal microscope after washing with sterile PBS. Referring to FIG. 2, FIG. 2 is a diagram showing a cellular image of a fluorescent sugar-containing polymer without conventional luminophore according to the present invention and the method of preparing the same according to example 1. As shown in FIG. 2, cells have fluorescence emission behavior under multiple channels of the microscope, demonstrating the excellent cell imaging ability of the polymer.
Example 2
The saccharide-containing polymer obtained in step 1) of example 1 was formulated into an aqueous solution and then subjected to bacterial imaging, as follows:
a) a proper amount of sugar-containing polymer is weighed to prepare 1mg/mL DMEM medium solution, and the DMEM medium solution is filtered through a sterile filter membrane of 0.22 mu m for later use.
b) Gram-negative escherichia coli (e.coli, MG1655) was selected to verify the bacterial fluorescence imaging ability of the glycopolymers. The bacterial culture was performed as follows: LB culture medium as nutrient solution, culturing overnight in constant temperature shaking table at 37 deg.C with rotation speed of 190rpm/min, centrifuging for three times to remove culture medium, and diluting bacterial suspension to OD600And (5) standing by 0.05.
c) Transfer 800. mu.L of the polymer solution in a) and 200. mu.L of E.coli in b) to 1.5mL centrifuge tubes, and co-culture them in a bacterial incubator at 37 ℃ for 12 h. After the culture, after three centrifugation (7000r/min × 5min) and washing operations, the suspension was resuspended in sterile water, and the resulting suspension was dropped onto a cover glass and photographed by a confocal fluorescence microscope. Referring to FIG. 3, FIG. 3 is a bacterial image of a fluorescent sugar-containing polymer without conventional luminophores prepared in example 2 of the present invention and the preparation method thereof. As shown in FIG. 3, the obtained sugar-containing polymer can also have the capability of fluorescence emission after being co-incubated with bacteria, and the good bacteria imaging capability is proved.
Example 3
The sugar-containing polymer obtained in step 1) of example 1 was formulated into an aqueous solution, and its biocompatibility was examined thereafter, using the following specific steps:
a) weighing appropriate amount of sugar-containing polymer to prepare 1mg/mL RPMI-1640 basic culture medium solution, and filtering with 0.22 μm sterile filter membrane for use.
b) The invention adopts a CCK-8 method to detect the influence of the carbohydrate-containing polymer on the cell survival rate. At 8X 103Cell Density per well mouse fibroblasts L929 were seeded in 96-well plates, 200. mu.L of the polymer solution from a) was pipetted into the well plates in 5% CO2And co-culturing for 24h in a constant-temperature incubator at 37 ℃. After the co-cultivation is finished, the upper part of the culture medium is sucked out of the holeThe supernatant was added with 200. mu.L of the medium and 20. mu.L of CCK-8 solution, and then incubated in an incubator for 2 hours, and finally 100. mu.L of the solution was removed from each well and measured for OD at a wavelength of 450 nm. The cell survival rate (%) - (experimental OD value-control OD value)/control OD value × 100%, please refer to fig. 4, fig. 4 is a cytotoxicity diagram of the fluorescent sugar-containing polymer without the conventional luminophore prepared in example 3 of the fluorescent sugar-containing polymer and the preparation method thereof of the present invention. As shown in FIG. 4, the sugar-containing polymer has a cell growth promoting effect, and exhibits excellent biocompatibility.
Example 4
The preparation method of the sugar-containing polymer without the traditional fluorescent unit comprises the following steps:
1) the method for preparing the sugar-containing polymer with regular and controllable structure by utilizing the photo-initiated reversible addition fragmentation chain transfer polymerization comprises the following specific steps:
weighing a certain amount of MAG, MAA and CPDN, dissolving in 1.1mL of dimethyl sulfoxide, carrying out irradiation reaction for 24h under sunlight or simulated sunlight at 25 ℃ under the condition of no oxygen at room temperature, then transferring the reacted mixed solution into a dialysis bag with the molecular weight cutoff of 3500g/mol for dialysis for 3 days, finally freezing and drying the dialyzed product to obtain a light yellow product, weighing and calculating the yield.
In this example, MAG is 2- (methacrylamido) glucopyranose, MAA is methacrylic acid, and CPDN is α -butyldinecarboxylate.
The monomer/chain transfer agent molar ratio described in this example is MAG: MAA: CPDN 60: 200: 1.
the sugar-containing polymer P (MAG-co-MAA) without traditional fluorescent motif has the following structural formula:
wherein m is 40, n is 172, molecular weight is 17800g/mol, please refer to fig. 5, fig. 5 is a GPC measurement graph of the sugar-containing polymer without conventional luminophore prepared in example 4 of the fluorescent sugar-containing polymer and the preparation method thereof according to the present invention. As shown in FIG. 5, the molecular weight distribution of the sugar-containing polymer was about 1.20.
2) Preparing the sugar-containing polymer obtained in the step 1) into an aqueous solution, and then carrying out ion detection on the aqueous solution, wherein the specific steps are as follows:
a) weighing appropriate amount of sugar-containing polymer to prepare 1mg/mL aqueous solution, and preparing 50mM Ca2+、Cu2+、Fe3+、K+、Mg2+、Na+、Zn2+The aqueous solution of (a) is ready for use.
b) 1mL of 50mM Ca prepared in advance was transferred from each sample2+、Cu2+、Fe3+、K+、Mg2+、Na+、Zn2+Respectively adding the aqueous solution of (a) to 3mL of a sugar-containing polymer solution to obtain a mixed solution, and detecting the mixed solution at the same excitation wavelength (. lamda.) by a fluorescence spectrometerex385nm) and the Slit width of the incident light (Slit width 2 nm). Referring to fig. 6, fig. 6 is a graph showing the change of fluorescence intensity of the fluorescent sugar-containing polymer without conventional luminescent elements prepared in example 4 of the fluorescent sugar-containing polymer and the preparation method of the fluorescent sugar-containing polymer according to the present invention after mixing with different ions. As shown in FIG. 6, Cu2+、Fe3+And Zn2+Can generate obvious fluorescence quenching effect on the sugar-containing polymer, thereby realizing the detection of specific ions. We selected Cu from them2+As the quantitative determination and evaluation object, please refer to FIG. 7, FIG. 7 shows the fluorescence intensity of the sugar-containing polymer without conventional luminescent element prepared in example 4 of the fluorescent sugar-containing polymer and the preparation method thereof according to the present invention, which is dependent on Cu2+A linear fit plot of the change in addition of (b). As shown in FIG. 7, the polymer emits at an emission wavelength λemInitial fluorescence intensity at 432nm with Cu addition2+Fluorescence intensity ratio (I) of the rear Polymer0the/I) is in a linear increasing relationship, which shows that the ion quantitative monitoring capability is excellent.
Compared with the prior art, the invention has the beneficial effects that: the invention discloses a fluorescent sugar-containing polymer without traditional luminescent elements and a preparation method thereof, the prepared sugar-containing polymer not only has good water solubility, but also has better biocompatibility, and simultaneously can show excellent fluorescent imaging capability to cells and bacteria, and multifunctional application is realized by introducing a functionalized second monomer. The technology provides a wide prospect for designing and synthesizing the fluorescence imaging material which has no interference to organisms and no toxic or side effect.
It should be noted that the above-mentioned embodiments are only for illustrating the technical solutions of the present invention and not for limiting, and although the present invention has been described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions may be made on the technical solutions of the present invention without departing from the spirit and scope of the technical solutions of the present invention, which should be covered by the claims of the present invention.
Claims (9)
1. A fluorescent sugar-containing polymer characterized by comprising the following molecular structural formula:
wherein the content of the first and second substances,
r1 is selected from any one of glucose, mannose and galactose;
m2 is a functional monomer;
m is selected from natural numbers between 20 and 220;
n is selected from natural numbers between 0 and 200.
2. A method for preparing a fluorescent sugar-containing polymer, characterized in that: taking a methacrylamide type sugar-containing monomer and a second functional monomer as raw materials, adding a chain transfer agent into an organic solvent, preparing by a one-pot method under illumination, and synthesizing to obtain a multifunctional fluorescent sugar-containing polymer without a traditional luminescent element, wherein the molecular weight of the fluorescent sugar-containing polymer is controllable by regulating and controlling the amount of the introduced second functional monomer, and the reaction chemical equation is as follows:
wherein the content of the first and second substances,
r1 is selected from any one of glucose, mannose and galactose;
m2 is a functional monomer;
m is selected from natural numbers between 20 and 220;
n is selected from natural numbers between 0 and 200.
3. The method of claim 2, wherein the saccharide-containing polymer is selected from the group consisting of: the molar ratio of the methacrylamide type sugar-containing monomer to the second functional monomer to the chain transfer agent is 20-200: 0-200: 1.
4. the method of claim 2, wherein the saccharide-containing polymer is selected from the group consisting of: the irradiation is carried out under sunlight or simulated sunlight with approximate wave bands.
5. The method of claim 2, wherein the saccharide-containing polymer is selected from the group consisting of: the organic solvent is selected from any one of N, N-dimethylformamide, dimethyl sulfoxide and tetrahydrofuran.
6. The method of claim 2, wherein the saccharide-containing polymer is selected from the group consisting of: the chain transfer agent is a dithioester chain transfer agent.
7. The method of claim 6, wherein the saccharide-containing polymer is selected from the group consisting of: the dithioester chain transfer agent is alpha-dithionaphthoic acid isobutyronitrile ester.
8. The method of claim 2, wherein the saccharide-containing polymer is selected from the group consisting of: the reaction time of the one-pot method is 10-48 h.
9. The method of claim 2, wherein the saccharide-containing polymer is selected from the group consisting of: the reaction environment of the one-pot method is an oxygen-free environment at the temperature of 25-30 ℃.
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