New method for solid-phase synthesis of side-chain-protected peptide chain

A synthesis method and peptide chain technology, which is applied in the field of solid-phase synthesis and preparation of organic compounds and peptides, can solve the problems of high price, limited application, high price, etc., and achieve the effect of increasing synthesis cost and high efficiency

Inactive Publication Date: 2010-01-20
中国人民解放军防化学院
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the actual synthesis of large peptide chains, two peptide chains are usually used for splicing in the liquid phase. At this time, the side chains of the peptide chains need to be protected, and it is difficult to obtain protected peptide chains using existing resins.
People have developed some resins with special struc

Method used

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  • New method for solid-phase synthesis of side-chain-protected peptide chain
  • New method for solid-phase synthesis of side-chain-protected peptide chain
  • New method for solid-phase synthesis of side-chain-protected peptide chain

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0022] (1) Connection between "handle" and Merrifield resin - glycolic acid reacts with Merrifield resin

[0023]

[0024] Take by weighing 120mg (0.08mmol) Merrifield resin (0.67mmol / g) and join in the solid phase reactor, add 4.0ml dichloromethane, after shaking on the shaker for 30min, remove dichloromethane under reduced pressure, wash resin 3 with 4.0mlDMF Second-rate. Mix and react 30mg (0.4mmol) glycolic acid and 65mg (0.2mmol) cesium carbonate in 4.0ml DMF for 10min, add the reaction mixture to the solid-phase reactor and mix with the resin, shake it on the shaker for 4 hours, "handle ” attached to the resin via an ester bond. The solvent was removed by filtration, and the resin was first washed twice with 3.0 ml of water to remove cesium chloride generated during the reaction, and then washed four times with 4.0 ml of DMF for the following peptide chain synthesis.

[0025] (2) Synthesize the polypeptide H2N-Ala-Ser(tBu)-Gly-OH on the "handle" in (1)

[0026] ①Co...

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PUM

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Abstract

The invention relates to a new method for solid-phase synthesis of side-chain-protected peptide chain, which belongs to the technical fields of solid synthesis and preparation of organic compounds and polypeptides. During the peptide chain synthesis, in order to obtain large peptide chain segments, the peptide chain segments protected by the side chains are spliced in liquid phase. When the common polypeptide solid phase synthesis resin is subjected to peptide chain synthesis, the peptide chains are cut off from the resin by acid cracking reagent, side chain protecting groups of the peptide chains are simultaneously released, and then unprotected peptide chains are obtained. A handle is connected with the resin to improve the resin, the peptide chain synthesis is carried out on the 'handle', the peptide chains are cut off from the 'handle' under weak alkaline condition, and the side chain protecting groups can not be released, therefore, the invention can be used for the solid synthesis of side-chain-protected peptide chain.

Description

[0001] The present invention is a new method for solid-phase synthesis of side chains to protect peptide chains, which involves the connection of a "handle" and polypeptide solid-phase synthetic resin, the connection of peptide chains and "handles", and the cutting method of peptide chains from the resin. Through the improvement of the resin with a "handle", the peptide chain can be synthesized on the "handle", and the peptide chain can be cut from the resin with weak alkaline conditions to obtain the peptide chain fragment protected by the side chain. technical field [0002] The invention belongs to the technical field of solid-phase synthesis and preparation of organic compounds and polypeptides. Background technique [0003] Commonly used peptide chain solid-phase synthetic resins include Merrifield resin, Wang resin and Rink Amide resin. When using these resins for peptide chain synthesis, after the peptide chains have been linked, an acidic cleavage reagent is used to ...

Claims

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Application Information

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IPC IPC(8): C07K1/06C07K1/04
CPCY02P20/55
Inventor 张鸣黄志平吴宁
Owner 中国人民解放军防化学院
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