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

A kind of glycopeptide of ε-polylysine-graft-hydrophobic amino acid-graft-trehalose and its preparation method

A hydrophobic amino acid and polylysine technology, which is applied in the field of biomedical materials, can solve the problems of non-membrane permeability, etc., and achieve the effects of simple operation, easy access to experimental raw materials, and mild reaction conditions

Active Publication Date: 2021-09-28
TIANJIN UNIV
View PDF8 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It has also been found that trehalose can be used as a cryopreservation and freeze-drying protective agent for cells and proteins, but it is not membrane-permeable

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
  • A kind of glycopeptide of ε-polylysine-graft-hydrophobic amino acid-graft-trehalose and its preparation method
  • A kind of glycopeptide of ε-polylysine-graft-hydrophobic amino acid-graft-trehalose and its preparation method
  • A kind of glycopeptide of ε-polylysine-graft-hydrophobic amino acid-graft-trehalose and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] (1) Preparation of ε-polylysine-graft-p-toluenesulfonyl-arginine-graft-trehalose

[0026] 1) tert-butoxycarbonyl-p-toluenesulfonyl-arginine (1.07g, the amount of substance is 0.0025mol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide 0.479 g, 0.0025mol) was dissolved in 11 mL of dimethyl sulfoxide to obtain a solution with a concentration of tert-butoxycarbonyl-p-toluenesulfonyl-arginine of 10 wt%, and stirred for 30 min;

[0027] 2) Add ε-polylysine (0.32g, the amount of amino substances is 0.0025mol) according to the molar ratio of ε-polylysine amino group to tert-butoxycarbonyl-p-toluenesulfonyl-arginine molar ratio of 1:1 The aqueous solution was reacted at room temperature for 72 hours, and after dialysis and freeze-drying, the product ε-polylysine-graft-tert-butoxycarbonyl-graft-p-toluenesulfonyl-arginine was obtained;

[0028] 3) The obtained ε-polylysine-graft-tert-butoxycarbonyl-graft-p-toluenesulfonyl-arginine product was fully dissolved by adding trifluoro...

Embodiment 2

[0038] (1) Preparation of ε-polylysine-graft-phenylalanine-graft-trehalose

[0039] 1) tert-butoxycarbonyl-phenylalanine (1.33g, the amount of substance is 0.005mol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide 0.958g, 0.005mol ) was dissolved in 13 mL of dimethyl sulfoxide to obtain a solution with a concentration of tert-butoxycarbonyl-phenylalanine of 10 wt%, and stirred for 60 min;

[0040] 2) According to the amino group of ε-polylysine and tert-butoxycarbonyl-phenylalanine molar ratio 1:0.5, add ε-polylysine (0.32g, the amount of amino substance is 0.0025mol) aqueous solution and react at room temperature After 48 hours, after dialysis and freeze-drying, the product ε-polylysine-graft-phenylalanine-arginine was obtained;

[0041] 3) The obtained ε-polylysine-graft-phenylalanine-arginine product was fully dissolved by adding trifluoroacetic acid at a mass volume fraction of 15%, and stirred at room temperature for 2 hours;

[0042] 4) Precipitate with ether, collec...

Embodiment 3

[0051] (1) Preparation of ε-polylysine-graft-leucine-graft-trehalose

[0052] 1) tert-butoxycarbonyl-leucine (1.16g, the amount of substance is 0.005mol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide 0.479g, 0.0025mol) Dissolve in 6 mL of dimethyl sulfoxide to obtain a solution with a concentration of tert-butoxycarbonyl-leucine of 20 wt%, and stir for 45 min;

[0053] 2) According to the amino group of ε-polylysine and tert-butoxycarbonyl-leucine molar ratio 1:0.75, add ε-polylysine (0.48g, the amount of amino substance is 0.00375mol) aqueous solution and react at room temperature for 56h , after dialysis and freeze-drying, the product ε-polylysine-graft-tert-butoxycarbonyl-leucine is obtained;

[0054] 3) The obtained ε-polylysine-graft-tert-butoxycarbonyl-leucine product was fully dissolved by adding trifluoroacetic acid at a mass volume fraction of 20%, and stirred at room temperature for 4 hours;

[0055] 4) Precipitate with ether, collect the precipitate, dissolve ...

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
degree of graftingaaaaaaaaaa
degree of graftingaaaaaaaaaa
degree of graftingaaaaaaaaaa
Login to View More

Abstract

The invention relates to a glycopeptide of ε-polylysine-grafted-hydrophobic amino acid-grafted-trehalose and a preparation method thereof, using ε-polylysine and hydrophobic amino acid as raw materials, through 1-(3-two Methylaminopropyl)-3-ethylcarbodiimide coupling reaction and trifluoroacetic acid deprotection to obtain ε-polylysine-grafted-p-toluenesulfonyl-arginine, ε-polylysine Acid-grafted-phenylalanine, ε-polylysine-grafted-leucine and ε-polylysine-grafted-valine; again with ε-polylysine-grafted- Hydrophobic amino acid and carboxylated trehalose are used as raw materials, and the product is obtained through coupling reaction. The method is easy to operate, low in cost, mild in reaction conditions, and readily available in experimental raw materials. The product has good biocompatibility and cell membrane stability, and the recovery rate of red blood cell cryopreservation protection has increased from 49.0% to 75.6%. It is applicable to the field of biomedical cell cryopreservation protection materials.

Description

technical field [0001] The present invention relates to a glycopeptide of ε-polylysine-grafted-hydrophobic amino acid-graft-trehalose and its preparation method, in particular to the sugar of ε-polylysine grafted with hydrophobic amino acid and carboxylated trehalose The preparation of the peptide and the application of enhancing the cryopreservation effect of red blood cells belong to the field of biomedical materials. Background technique [0002] Cryomedicine involves long-term storage of cells / proteins, which is of great significance and directly related to human health. Among them, long-term cryopreservation of blood is an urgent problem to be solved. During the freezing process of cells, the rupture of the cell membrane caused by freezing inside and outside the cells is the fatal point, and at the same time, it will denature hemoglobin. [0003] At present, the long-term storage method of cells is mainly cryopreservation under low temperature conditions by adding cryo...

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
Patent Type & Authority Patents(China)
IPC IPC(8): C08G69/48A01N1/02
CPCA01N1/0221C08G69/48
Inventor 袁晓燕刘波赵蕴慧任丽霞
Owner TIANJIN UNIV
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