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Lactose-based intelligent polymer and application thereof

An intelligent polymer and polymer technology, applied in the field of biochemistry, can solve the problems of accurate sugar chain structure distinction and chromatographic separation problems, and achieve the effect of high separation efficiency

Inactive Publication Date: 2017-05-10
WUHAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the precise distinction and chromatographic separation of sugar chain structures is still a huge problem

Method used

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  • Lactose-based intelligent polymer and application thereof
  • Lactose-based intelligent polymer and application thereof
  • Lactose-based intelligent polymer and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Synthesis of Lactose Functional Monomer

[0044] 1) Add 200mL of acetic anhydride solution into the reaction vessel, add 1mL of perchloric acid, slowly add 20g of the required lactose, stir for 30min, place in an ice bath, add 6g of red phosphorus, 20mL of bromine, 14mL of water in sequence, and then The reaction was stirred for 4h. The resulting mixture was filtered and dried, washed three times with a mixed solvent of 50% petroleum ether / ether, evaporated under reduced pressure and spin-dried to obtain a derivative of lactose in which the bromo group at the first position was substituted and the other hydroxyl groups were protected by acetyl groups;

[0045] 2) Add 20g of the above product into a clean reaction vessel, dissolve it with 150mL of chloroform, then add 150mL of saturated sodium carbonate solution, add 5g of tetrabutylammonium iodide, 8g of p-hydroxybenzaldehyde, react at 60 degrees Celsius for 12h, and then The water layer was removed, and the dried mi...

Embodiment 2

[0048] Synthesis of Intelligent Polymers Grafted from Polyacrylamide to Lactose

[0049]

[0050] In lactose polymer, x: 0.01~0.7;

[0051] Take x=0.2 as an example,

[0052] Add 1g of polyacrylamide and 0.2g of lactose monomer in turn to the reaction vessel, and add 10mL of H at the same time. 2 O and 15mL methanol were used as solvents, stirred at 40°C for 12 hours, and the obtained product was placed in a dialysis bag and dialyzed in a mixed solution of methanol and water with a volume content of 50% for 3 days, and then freeze-dried to obtain an intelligent polymer of polyacrylamide grafted lactose white solid.

[0053] Characterization data of smart polymers grafted with polyacrylamide lactose 1 H NMR (500MHz, D2O): δ (ppm): 1.62 (m, 80H, C-CH 2 ),2.19(d,40H,C-CH),3.36-3.96(m,11H,CH-OH and CH 2 -OH), 4.41(t, J=3.0Hz, 1H, CH-OH), 5.11(d, J=7.9Hz, 1H, O-CH-O), 5.24(d, J=7.8Hz, 1H, O -CH-O), 7.21(d, J=8.9Hz, 2H, Ph-H), 7.89(d, J=8.8Hz, 2H, Ph-H), 9.76(s, 1H, CH=N).I...

Embodiment 3

[0055] The preparation of the intelligent polymer column chromatographic separation material of polyacrylamide grafted lactose comprises the following steps:

[0056] 1) Add 10 g of porous silica gel and 30 mL of 5 wt % HCl into a 50 mL round bottom flask, mix them, and stir at room temperature for 48 h. A large amount of white solid powder was obtained by suction filtration, which was washed several times with 30mL ultrapure water; after vacuum drying, a hydroxylated silica gel product was obtained;

[0057] 2) Dissolve 30mmol of 3-aminopropyltriethoxysilane in 20mL of tetrahydrofuran, then slowly add carbon disulfide dropwise, and stir the reaction in an ice bath for 3h. After returning to normal temperature, 3.8 g of dicyandiamide was added, followed by 3 drops of triethylamine and 20 mL of tetrahydrofuran, and the mixture was heated to 40° C. and continued to stir for 3 h. This solution is distilled under reduced pressure to obtain 3-(triethoxysilane) propyl isothiocyanat...

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Abstract

The invention relates to a lactose-based intelligent polymer and application thereof. The lactose-based intelligent polymer is prepared by grafting aldehyde group of a lactose functional monomer to a main chain of a poly-amino polymer; the poly-amino polymer comprises a mixture of one or more of polyacrylamide, polyethyleneimine, poly-asparagine, polyamide, aminoethyl polymethacrylate, polyamide-amine and aminopropyl polymethacrylate. Polymer film material prepared from the lactose polymer is capable of responding to sialic acid adsorption and desorption dynamically and irreversibly, thereby exhibiting great change in the materials properties, such as surface wettability, hardness, and viscous force. These materials characteristics can promote the application of materials in the recognition and detection of sialic acid. Therefore, by grafting the lactose-based intelligent polymer to a porous inorganic medium, a chromatographic separation material is acquired which is capable of separating glycopeptides different in sugar chain structure, particularly sialoglycopeptide.

Description

technical field [0001] The invention belongs to the technical field of biochemistry, in particular to a lactose-based intelligent polymer and its application. Background technique [0002] Protein glycosylation is a very important post-translational modification of proteins, and about half of the proteins in eukaryotic cells are glycosylated. Protein glycosylation not only endows proteins with specific physicochemical properties, but more importantly participates in key physiological activities such as blood coagulation, immunity, cell growth, secretion, and signal transduction. Therefore, it is very important to accurately analyze and resolve the structure of glycoproteins. However, sugar chains are very complex and have microscopic heterogeneity, and their analysis and structural elucidation have always been the bottleneck of glycobiology research. Moreover, the abundance of glycopeptides is very low, and they are easily interfered by high-abundance non-glycopeptides. [...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F8/28C08F120/56C08J5/18B01J20/286
CPCC08F8/28B01J20/286C08J5/18C08J2333/26C08F120/56
Inventor 孙涛垒卿光焱熊雨婷
Owner WUHAN UNIV OF TECH
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