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Bifunctional modified biopolymer based polymers and hydrogels obtainable from such bifunctional modified biopolymer based polymers

A biopolymer, bifunctional technology, applied in chemical instruments and methods, animal/human proteins, prostheses, etc., can solve the problems of uncontrolled thiol-ene ratio, poor mechanical properties, elevated temperature, etc.

Active Publication Date: 2021-03-23
UNIV GENT +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, by reducing the thiol-ene ratio, the hydrogel material is characterized by even worse mechanical properties, combined with a higher water absorption capacity
As a result, the material loses some of the benefits of high-resolution additive manufacturing, as post-production swelling increases the size of the construct while swelling-induced stresses within the construct cause deformation
Furthermore, due to poor mechanical properties, the material can no longer support its own weight when producing structures with smaller feature sizes
[0007] Another disadvantage of using thiol-ene hydrogels (Gel-NB) is their limited storage stability at elevated temperature during processing, with or without cellular may be necessary for encapsulation due to the formation of disulfides in the thiolated crosslinker
As a result, the material can exhibit premature crosslinking, or the thiol-ene ratio is no longer under control

Method used

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  • Bifunctional modified biopolymer based polymers and hydrogels obtainable from such bifunctional modified biopolymer based polymers
  • Bifunctional modified biopolymer based polymers and hydrogels obtainable from such bifunctional modified biopolymer based polymers
  • Bifunctional modified biopolymer based polymers and hydrogels obtainable from such bifunctional modified biopolymer based polymers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0095] Example 1: Preparation method and bifunctionalized gelatin (Gel-MOD-NB)

[0096] Material

[0097] Use the following chemicals:

[0098] - Gelatin type B, isolated from bovine hides by alkaline treatment, supplied by Rousselot (Ghent, Belgium).

[0099] -Methacrylic anhydride, 5-norbornene-2-carboxylic acid, 1-ethyl-3-(3-dimethylamino)propyl)-carbodiimide hydrochloride (EDC), D, L-Dithiothreitol (DTT) was from Sigma-Aldrich (Diegem, Belgium).

[0100] -Dimethylsulfoxide (DMSO) (99.85%) and N-hydroxysuccinimide (98%) (NHS) were purchased from Acros (Geel, Belgium).

[0101] - Irgacure 2959 (1-[4-(2-Hydroxyethoxy)-phenyl]-2-hydroxy-2-methyl-1-propan-1-one) from BASF.

[0102] - Dialysis membrane Spectra / por (MWCO 12-14 kDa), purchased from polylab (Antwerp, Belgium).

[0103] Preparation of Gel-MOD

[0104] DS (substitution degree) is 72% Gel-MOD according to in A.I.Van Den Bulcke, B.Bogdanov, N.DeRooze, E.H.Schacht, M.Cornelissen and H. Berghmans, "Structural and Rhe...

Embodiment 2

[0118] Example 2: Preparation method and bifunctionalized collagen (col-MOD-NB)

[0119] Preparation of col-MOD

[0120] Col-MOD was adopted in A.I. Van Den Bulcke, B. Bogdanov, N. De Rooze, E.H. Schacht, M. Cornelissen and H. Berghmans, "Structural and Rheological Properties of Methacrylamide Modified Gelatin Hydrogels", Biomacromolecules, Vol. 1 No. 1, Scheme described on pages 31-38, March 2000 and synthesized according to the following reactions:

[0121]

[0122] Briefly, 100 g of collagen was dissolved in 1 L of phosphate buffer (pH 7.8) at 40°C. After dissolution was complete, 1, 2 or 5 equivalents of methacrylic anhydride relative to the primary amine present in the (hydroxy-)lysine side chain were added and the mixture was vigorously stirred. After 1 h, the mixture was diluted with 1 L of double distilled water (DDW) and a dialysis membrane (Spectra / por MWCO 12-14 kDa) was introduced against DDW within 24 h. After dialysis, the pH of the mixture was adjusted to ...

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Abstract

The invention relates to a bifunctional modified biopolymer based polymer, comprising at least one polymer chain comprising n first functional groups and m second functional groups. The first functional groups comprise groups able of being radically cross-linked following a free radical chain- growth polymerisation. The second functional groups comprise groups able to thiol-ene crosslinking. Preferred bifunctional modified biopolymer based polymers comprise bifunctional modified gelatin and bifunctional modified collagen. The invention further relates to a method to prepare such a bifunctionalmodified biopolymer based polymer and to a method to prepare a hydrogel starting from such bifunctional modified biopolymer based polymer. Furthermore the invention relates to hydrogels obtainable starting from such bifunctional modified biopolymer based polymers and to the use of such hydrogels.

Description

technical field [0001] The present invention relates to polymers based on bifunctionally modified biopolymers, in particular bifunctionally modified biopolymers such as bifunctionally modified gelatin and bifunctionally modified collagen, and to the preparation of such bifunctionally modified Methods of polymerizing biopolymers. The invention further relates to a hydrogel obtainable starting from such a polymer based on a bifunctionally modified biopolymer, and to a method for preparing such a hydrogel. Furthermore, the invention relates to the use of such hydrogels in biomedical applications such as in tissue engineering. Background technique [0002] Gelatin is a biopolymer material of natural origin, which has excellent cell interaction properties and the potential to form hydrogels. It has been widely used in the food and pharmaceutical industries based on its wide availability and cost efficiency. As a result, the material has become one of the benchmarks in the fiel...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08L89/06A61L27/22A61L27/24A61L27/52C08H1/06C08J3/075
CPCC08H1/06C08J3/075C08J2389/06A61L27/222A61L27/24A61L27/52C08L89/06A61L26/0033A61L26/0038A61L26/008C07K14/78
Inventor J·梵霍里克S·梵威里博格
Owner UNIV GENT
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