Lipopeptide molecule surfactant containing azobenzene photosensitive group, and synthetic method thereof

The technology of surfactant and photosensitive group is applied in the field of chemical synthesis of lipopeptide molecules, which can solve the problems of excessive reaction raw materials, high product price, low conversion rate, etc., and achieves simple separation and purification method, high synthesis efficiency and purity, The effect of reducing product waste

Active Publication Date: 2015-08-12
CHINA UNIV OF PETROLEUM (EAST CHINA)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] 1. Usually the conversion rate is low, and the reaction raw materials in each step need to be excessive, resulting in high product cost and very expensive product price;
[0006] 2. The synthesis efficiency is low, and large-scale synthesis cannot be realized, and it is difficult to meet the requirements of products with large demand;
[0007] 3. There are certain difficulties in the one-step synthesis of lipopeptide molecules with special modifications, which require special treatment before synthesis, and some cannot even be achieved by solid-phase synthesis

Method used

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  • Lipopeptide molecule surfactant containing azobenzene photosensitive group, and synthetic method thereof
  • Lipopeptide molecule surfactant containing azobenzene photosensitive group, and synthetic method thereof
  • Lipopeptide molecule surfactant containing azobenzene photosensitive group, and synthetic method thereof

Examples

Experimental program
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Embodiment 1

[0036] 1. Synthesis of intermediate azobenzenecarboxylic acid (compound 3):

[0037]

[0038] ① 4-n-hexylaniline (14.18g, 80mmol) was dissolved in 45mL HCl (540mmol) and 120mL H 2 In the mixed solution of O, stir for 30min under ice-bath conditions, until the solution turns into a tan suspension;

[0039] ②NaNO 2 (5.53g, 80mmol) was dissolved in 30mL H 2 In O, drop into the above-mentioned reaction system with a dropping funnel while stirring (2s / drop), and continue to stir and react for 20min under ice-bath conditions until the solution gradually becomes clear;

[0040] ③Phenol (7.53g, 80mmol), Na 2 CO 3 (21.17g, 200mmol) was dissolved in 120mL H 2 Form an emulsion in O, and drop it into the above solution with a dropping funnel while stirring (2 s / drop), bubbles are generated in the solution, and a large amount of yellow solid precipitates are gradually formed.

[0041] ④ After the reaction is complete, take a small amount of sample and analyze it by thin-layer chro...

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Abstract

The invention relates to a chemical synthetic method of a lipopeptide molecule, and especially relates to a lipopeptide molecule surfactant containing an azobenzene photosensitive group, and a synthetic method thereof. The lipopeptide with small molecular weight is synthesized through a liquid phase synthesis process, contains a small number of amino acids and can be easily synthesized through few reaction steps, and the synthesis efficiency and the purity of the lipopeptide with small molecular weight are high; the yield of every step in a synthesis route is high, and a separation and purification process is simple, so the consumption of a raw material and the waste of a product are reduced; and the azobenzene photosensitive group is effectively embedded into a fatty acid chain through the liquid phase synthesis process in order to bind a specific function group.

Description

technical field [0001] The invention relates to a chemical synthesis method of lipopeptide molecules, in particular to a lipopeptide molecule surfactant containing an azobenzene photosensitive group and a synthesis method thereof. Background technique [0002] Polypeptide molecules are compounds between proteins and amino acids, and are important active substances involved in life activities in organisms. They have the advantages of no toxic side effects, good biocompatibility, and degradability. [0003] Lipopeptide is a special type of polypeptide molecular derivative, which has surface and interface properties similar to surfactants, and has the advantages of biocompatibility and biological activity of polypeptide molecules. It is widely used in materials science, tissue engineering, nanoscience, and biomedicine. And other fields have shown broad application prospects, and become research hotspots in these fields. [0004] In addition to the synthesis of natural lipopept...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/30C07K5/072C07K1/02C09K23/30
Inventor 王继乾代景茹孙亚伟徐海曹美文王栋
Owner CHINA UNIV OF PETROLEUM (EAST CHINA)
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