Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Monosaccharide polymer enriching material and preparation thereof, and application of the monosaccharide polymer enriching material to enrichment of glycopeptides

A polymer and monosaccharide technology, which is applied in analytical materials, preparation methods of peptides, preparation of samples for testing, etc., and can solve the problems of inability to achieve glycoproteomics, low glycosylation coverage, and damage to sugar chains.

Inactive Publication Date: 2017-06-20
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI +1
View PDF7 Cites 13 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, lectin affinity chromatography has the problem of low glycosylation coverage [Kubota, et al. Anal. Chem. 2008]; hydrazine chemistry has high selectivity for glycopeptides, but destroys sugar chains [Zhang, H.; et al. Nat.Biotechnol.2003.]; Hydrophilic interaction chromatography is universal for glycopeptides, but the selectivity needs to be improved, so comprehensive glycoproteomics of complex biological samples cannot be realized

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Monosaccharide polymer enriching material and preparation thereof, and application of the monosaccharide polymer enriching material to enrichment of glycopeptides
  • Monosaccharide polymer enriching material and preparation thereof, and application of the monosaccharide polymer enriching material to enrichment of glycopeptides
  • Monosaccharide polymer enriching material and preparation thereof, and application of the monosaccharide polymer enriching material to enrichment of glycopeptides

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0066] Synthesis of Glucose Functional Monomer

[0067] Add 200ml of acetic anhydride solution into the reaction vessel, add 1ml of perchloric acid, slowly add 20g of required glucose, stir for 30min, put it in an ice bath, add 6g of red phosphorus, 20ml of bromine, and 14ml of water in turn, and then stir for 4h at room temperature . The resulting mixture was filtered, dried, and then washed three times with 50% petroleum ether ether solution, and spin-dried to obtain a glucose derivative in which other hydroxyl groups were brominated at the first position and protected by acetyl groups;

[0068] Add 20g of the above product into the 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, then remove the water layer, After drying, the mixture is purified by column chromatography. The first position is connected with p-hy...

Embodiment 2

[0075] Preparation of glycopolymer films

[0076]

[0077] In sugar polymers, x:0.01~0.5

[0078] Taking x=0.2 as an example, add 2g polyacrylamide and 0.5g monosaccharide functional monomer to a 50mL flask successively, add 10mL H2O and 15mL methanol as solvent at the same time, stir at 60°C for 48 hours, and the obtained product is mixed with methanol and After three days of dialysis in a mixed solution of water, the monosaccharide polymer was obtained as a white solid after freeze-drying.

[0079] Glycopolymer Characterization Data 1H NMR(500MHz, D2O): δ(ppm): 1.62(m, 20H, C-CH2), 2.20(d, 10H, C-CH), 3.39-3.96(m, 5H, CH-OH and CH2-OH) ,4.21(t,J=3.0Hz,1H,CH-OH),5.43(d,J=8.1Hz,1H,O-CH-O),7.21(m,2H,Ph-H),7.89(d, J=7.1Hz, 2H, Ph-H), 9.75(s, 1H, CH=N).IR(cm-1): 3346, 3202, 2927, 1658, 1606, 1579, 1510, 1452, 1429, 1399, 1350,1322,1257,1172,1115,1102,1072,1036,912,838,821,804,701,611.

[0080] Si, SiO2, Au, Ag, Pt, CuO, Al2O3, TiO2, ZrO2 or Fe3O4 connected with isothiocya...

Embodiment 3

[0082] Preparation of Glycopolymer Silica Functional Surface

[0083] Immerse the porous silica gel with isothiocyanate groups in the aqueous solution containing the above-mentioned monosaccharide aggregate; control the temperature of the flask at 60°C and let it stand for 4-6 hours; after the reaction, wash the polymer graft with methanol and H2O in sequence Porous silica gel was dried under vacuum at 30°C and placed in a desiccator for later use. The same method can be used to prepare silica gel samples grafted with smart glycopolymers with different particle sizes (including silica gel particle size and pore size), which can be used as packing materials for glycopeptide enrichment and separation columns. Figure 4 It is a picture of thermogravimetric analysis, a comparison chart of silica gel connected with sugar smart polymer and silica gel connected with isothiocyanate group;

[0084]

[0085] Structure and Synthetic Method of Functional Monomer

[0086] In order to ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
Thicknessaaaaaaaaaa
Login to View More

Abstract

The invention relates to a monosaccharide polymer enriching material and preparation thereof, and application of the monosaccharide polymer enriching material to enrichment of glycopeptides. Functional monosaccharide monomers are copolymerized onto a main polymer chain by using a Schiff-base condensation method and are further grafted onto a matrix material so as to obtain a sugar-responsive polymeric material. The monosaccharide polymer enriching material is applied to enrichment and / or selective separation of glycopeptides. The matrix material modified by a polymer is used for contacting with enzymatic glycoprotein hydrolysate for enrichment of glycopeptides. Specifically, a solid-phase extraction (SPE) mode or a dispersive solid-phase extraction mode is employed; and in a SPE mode, when the matrix material modified by the monosaccharide polymer is used for enriching glycopeptides, the enzymatic glycoprotein hydrolysate is loaded into a SPE instrument with the matrix material modified by the monosaccharide polymer as a filling material, then an eluent is used for flushing to remove non-glycopeptides, and glycopeptides are separated from eluate. The monosaccharide polymer enriching material prepared in the invention has the characteristics of high selectivity, high flux and the like in separation and enrichment of glycopeptides and can realize selective enrichment of glycopeptides.

Description

technical field [0001] The present invention relates to sugar-responsive polymers, monosaccharide functional monomers, and monosaccharide grafted surfaces. At the same time, it also involves the separation and enrichment of glycopeptides, that is, the application of sugar-responsive polymer modification materials in the separation and enrichment of glycopeptides. Compared with the conventional enrichment method of hydrophilic interaction chromatography (HILIC), the polymer-modified material has the advantages of high selectivity, high adsorption capacity and high recovery when enriching glycopeptides. In addition, the enrichment can be carried out in the solid phase extraction column (SPE) mode or the dispersed solid phase extraction mode, which is simple to operate, high in throughput, and good in repeatability, and is suitable for the selective separation and enrichment of glycopeptides in complex systems. Background technique [0002] Glycosylation of proteins regulates ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): B01J20/286B01D15/10B01J20/30G01N1/40C08G81/00C07K1/14
CPCB01D15/10B01J20/286B01J2220/54C07K1/145C08G81/00G01N1/405
Inventor 梁鑫淼孙涛垒李秀玲卿光焱姜舸熊雨婷
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com