A kind of enzymatic synthesis method of glycosylated collagen modified polycaprolactone

A technology for degenerating collagen and polycaprolactone, which is applied in the field of enzymatic synthesis of polycaprolactone modified by glycosylated collagen, can solve the problem of collagen denaturation, loss of modification meaning, and inability to directly realize functional modification and other issues, to achieve good cell affinity, improve cell affinity, cell affinity and good adhesion

Active Publication Date: 2019-03-19
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, collagen itself lacks sufficient lipase catalytic sites—primary hydroxyl groups, so it cannot be directly functionalized when lipase is used for catalysis. If traditional metal ion catalysts are used for catalysis, due to its high temperature conditions, collagen The protein will be denatured and lose the meaning of modification

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] (1) Dissolve 300mg of collagen, 900mg of glucose and 1000mg of sodium cyanoborohydride in 0.2mol / L boric acid buffer (pH=9), react at 37°C for 3 days, pass through a dextran G-50 column Separation, purification, and freeze-drying to obtain glycosylated collagen;

[0040] (2) Mix ε-caprolactone monomer and glycosylated collagen evenly at a mass ratio of 1000:1, add porcine pancreatic lipase accounting for 10% of the mass of ε-caprolactone monomer, and seal with nitrogen gas It was placed in a constant temperature oscillating reactor at 30°C for 48 hours;

[0041] (3) After the reaction is completed, add dichloromethane 2 times the volume of the product to the product to completely dissolve the product, then filter out the lipase with filter paper, and then add 10 times the volume of the filtrate to the filtrate. Stand at -20°C for 24 hours and then filter to obtain the crude product;

[0042] (4) Using acetone as a solvent to extract the above crude product for 48 hours ...

Embodiment 2

[0045] (1) Dissolve 300mg of collagen, 900mg of lactose and 1000mg of sodium cyanoborohydride in 0.2mol / L boric acid buffer (pH=9), react at 37°C for 3 days, pass through a dextran G-50 column Separation, purification, and freeze-drying to obtain glycosylated collagen;

[0046] (2) Mix ε-caprolactone monomer and glycosylated collagen evenly at a mass ratio of 1:1, add Candida antarctica lipase B accounting for 0.1% of the mass of ε-caprolactone monomer, and blow nitrogen After sealing, place it in a constant temperature shaking reactor with a temperature of 100°C for 144 hours;

[0047] (3) After the reaction is completed, add dichloromethane 2 times the volume of the product to the product to completely dissolve the product, then filter out the lipase with filter paper, and then add 10 times the volume of the filtrate to the filtrate. Stand at -20°C for 24 hours and then filter to obtain the crude product;

[0048] (4) Using acetone as a solvent to extract the above crude p...

Embodiment 3

[0051] (1) Prepare glycosylated collagen according to the same method as in step (1) of Example 2;

[0052] (2) Mix ε-caprolactone monomer and glycosylated collagen evenly at a mass ratio of 400:1, add Candida antarctica lipase B accounting for 5% of the mass of ε-caprolactone monomer, and blow nitrogen After sealing, place it in a constant temperature shaking reactor at 80°C for 48 hours;

[0053] (3) After the reaction is complete, add dichloromethane to the product to dissolve the product completely, then filter out the lipase with filter paper, then add cold methanol to the filtrate, stand at -20°C and filter to obtain the crude product ;

[0054] (4) Using acetone as a solvent to extract the above crude product to obtain a glycosylated collagen-modified polycaprolactone product.

[0055] The glycosylated collagen-modified polycaprolactone was obtained by the above method, and the contact angle test was carried out after tableting, which showed that the water droplet wet...

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PUM

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Abstract

Belonging to the technical field of polycaprolactone modification, the invention discloses an enzymatic synthesis method of glycosylated collagen modified polycaprolactone. The method includes: firstly introducing small molecular reducing sugar containing a lipase catalytic site primary hydroxyl group into a collagen surface by reductive amination, then taking the product as the initiator, employing lipase to carry out ring opening polymerization on an epsilon-caprolactone, at the end of the reaction, removing the enzyme and performing purification with acetone, thus finally obtaining glycosylated collagen modified polycaprolactone. The method has the characteristics of mild reaction condition, and no metal ion residual or other problems. Biological modification of polycaprolactone is of great significance for improving the cell affinity performance of the material.

Description

technical field [0001] The invention relates to an enzymatic synthesis method of glycosylated collagen modified polycaprolactone, belonging to the technical field of polycaprolactone modification. Background technique [0002] Polycaprolactone is an important medical biodegradable material, which is widely used as surgical sutures, drug release materials and medical stent materials. However, as a medical material, polycaprolactone has the defect of being too hydrophobic, which will make polycaprolactone and cell culture medium difficult to infiltrate, and it is difficult for cells to adhere and grow on its surface. Therefore, in order to improve the cytocompatibility of polycaprolactone, it is necessary to modify it. [0003] It has been reported that an amino-modified polycaprolactone modified material (NPCL) was first synthesized by using different monomer polymerization methods, and then on this basis, a modified polycaprolactone with side chain was synthesized by using ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P21/02C07K14/78C08G63/08C08G63/82A61B17/06A61F2/82
CPCA61B17/06166A61B2017/00526A61B2017/00831A61F2/82A61F2210/00A61F2240/001C07K14/78C08G63/08C08G63/823C12P21/02
Inventor 袁久刚王平王文达范雪荣王强
Owner JIANGNAN UNIV
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