Synthetic method for glycyl-histidyl-lysine grafted polyaspartic acid derivative

A technology of glycyl histidyl lysine acetate and glycyl histidyl lysine is applied in the field of preparation of polyaspartic acid derivatives, and can solve the problem of limited functionality and application limitations of polyamino acids and other problems, to achieve the effect of simple and green synthesis steps, stimulating skin tissue repair, and simplifying process steps

Active Publication Date: 2019-07-09
湖南黛薇尔新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the limited functionality of polyamino acid alone, its application is also limited.

Method used

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  • Synthetic method for glycyl-histidyl-lysine grafted polyaspartic acid derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Purification of glycyl histidyl lysine: choose 50 parts of crude glycyl histidyl lysine synthesized by liquid phase method and dissolve it in 500 parts of ultrapure water, and dissolve it with ultrasonic wave. After the solution is completely clarified, use Filter through a 0.35 μm microporous membrane and collect the filtrate. The obtained filtrate uses a strong cation exchange column to remove trifluoroacetic acid and some impurities, and converts it into an acetate solution. The obtained acetate solution was desalted and purified using a reverse-phase polymer column, and finally the target fraction was collected, concentrated by distillation under reduced pressure, and freeze-dried to obtain pure glycyl-histidyl-lysine.

[0028] Synthesis of polyaspartic acid salt aqueous solution grafted with glycyl histidyl lysine: add 100 parts of L-aspartic acid into the kneading reactor, raise the temperature to 175°C, and control it under the condition of vacuum degree -20kPa ...

Embodiment 2

[0030] Purification of glycyl histidyl lysine: choose 40 parts of crude glycyl histidyl lysine synthesized by liquid phase method and dissolve it in 400 parts of ultrapure water, and ultrasonically assist the dissolution. After the solution is completely clarified, use Filter through a 0.45 μm microporous membrane and collect the filtrate. The obtained filtrate uses a strong cation exchange column to remove trifluoroacetic acid and some impurities, and converts it into an acetate solution. The obtained acetate solution was desalted and purified using a reverse-phase polymer column, and finally the target fraction was collected, concentrated by distillation under reduced pressure, and freeze-dried to obtain pure glycyl-histidyl-lysine.

[0031] Synthesis of polyaspartic acid salt aqueous solution grafted with glycyl histidyl lysine: add 200 parts of L-aspartic acid into the kneading reactor, raise the temperature to 185°C, and control it under the condition of vacuum degree -35...

Embodiment 3

[0033] Purification of glycyl histidyl lysine: select 30 parts of crude glycyl histidyl lysine synthesized by liquid phase method and dissolve it in 300 parts of ultrapure water, and dissolve it with ultrasonic wave. After the solution is completely clarified, use Filter through a 0.45 μm microporous membrane and collect the filtrate. The obtained filtrate uses a strong cation exchange column to remove trifluoroacetic acid and some impurities, and converts it into an acetate solution. The obtained acetate solution was desalted and purified using a reverse-phase polymer column, and finally the target fraction was collected, concentrated by distillation under reduced pressure, and freeze-dried to obtain pure glycyl-histidyl-lysine.

[0034] Synthesis of polyaspartic acid salt aqueous solution grafted with glycyl histidyl lysine: add 120 parts of L-aspartic acid into the kneading reactor, raise the temperature to 195°C, and control it under the condition of vacuum degree -50kPa ...

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Abstract

The invention provides a synthetic method for a glycyl-histidyl-lysine (GHK) grafted polyaspartic acid derivative. The derivative is synthesized by using GHK tripeptide compound and L-aspartic acid asraw materials and phosphoric acid as a catalyst. The synthetic method provided by the invention is simple and easy to operate, and innovatively couples a graft modification step and a polymerizationstep in one reactor to achieve the purposes of simplifying the process steps and regulating and controlling a polymerization degree and a grafting rate; the polyaspartic acid derivative synthesized byusing the GHK as a modifier is used as a polypeptide polymerization multi-functional novel biomedical product, has the characteristics of having a high molecular weight, strong moisturizing propertyand good coordination ability, and being capable of promoting cell growth, anti-wrinkle and environmentally-friendly, and can be used as a moisturizer, anti-wrinkle additive and pharmaceutical carrieror sustained release agent of cosmetics and health-care products; and the method has a green environmentally-friendly production process, and is an economical preparation method for the value-added polyaspartic acid product.

Description

technical field [0001] The invention relates to a preparation method of a graft-modified polyaspartic acid derivative, in particular to a preparation method of a polyaspartic acid derivative using glycyl histidyl lysine as a modifier. Background technique [0002] Polyaspartic acid (PASP) is a new type of green polymer chemical developed in recent decades. It was awarded the first "Presidential Green Chemistry Challenge Award" by the Environmental Protection Institute of the United States for its excellent performance in industry and agriculture. Polyaspartic acid is a polyamino acid with a carboxylic acid side chain, which can not only biodegrade, but also have the functions of chelation and dispersion. Generally, the amino group and carboxyl group of aspartic acid monomer are dehydrated and condensed to produce peptides. It is a macromolecular polypeptide with a protein structure. Because of its excellent ion chelating ability and super hydrophilic ability, polyaspartic a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/10
CPCC08G73/1092
Inventor 吴有庭陈雷庄薇娜
Owner 湖南黛薇尔新材料有限公司
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