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Reagent for cutting sulfydryl-containing peptides from resins and cutting method

A thiol polypeptide and peptide-cutting reagent technology, which is used in the field of reagents for cutting thiol-containing peptides from resins

Active Publication Date: 2013-05-29
SHANGHAI SOHO YIMING PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006]However, when these sulfhydryl-containing polypeptides are cut off from the resin, most of the "peptide cutting reagents" used are TFA / EDT / TIS / H 2 O and other mixed solutions (abbreviated as EDT cut peptide), among which EDT (Chinese name: ethanedithiol) is a chemical reagent without domestic production, which is expensive and has a foul smell during the reaction

Method used

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  • Reagent for cutting sulfydryl-containing peptides from resins and cutting method
  • Reagent for cutting sulfydryl-containing peptides from resins and cutting method
  • Reagent for cutting sulfydryl-containing peptides from resins and cutting method

Examples

Experimental program
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Effect test

Embodiment 1

[0047] The molecular formula of octreotide is: C 49 h 66 N 10 o 10 S 2 , The theoretical molecular weight is: 1019.2. The molecular formula of reduced octreotide is: C 49 h 68 N 10 o 10 S 2 ; Theoretical molecular weight is: 1020.4, mass spectrometry molecular weight is: 1020.55 (1021.55 ([M+H] + )-1=1020.55), consistent with the theoretical value. See attached Figure 1 .

[0048] Example 2

Embodiment 2

[0050] The molecular formula of somatostatin is: C 76 h 104 N 18 o 19 S 2 The theoretical molecular weight is: 1637.9. The reduced molecular formula is: C 76 h 106 N 18 o 19 S 2 . Theoretical molecular weight is: 1639.9, and its mass spectrum molecular weight is measured as: 1639.8 (820.90 ([M+2H] 2+ )×2-2=1639.8), consistent with the theoretical value. See attached Figure II .

[0051] Example 3

Embodiment 3

[0053] The molecular formula of eptifibatide is: C 35 h 49 N 11 o 9 S 2 , The theoretical molecular weight is: 832.4. The molecular formula of reduced eptifibatide is: C 35 h 51 N 11 o 9 S 2 The theoretical molecular weight is: 834.4, and its mass spectrum molecular weight is measured as: 834.4 (835.40 ([M+H] + )-1=834.4), consistent with the theoretical value. See attached Figure three .

[0054] Example 4

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Abstract

The invention relates to a reagent for cutting peptides, in particular to a reagent for cutting sulfydryl-containing peptides from resins. In addition, the invention also relates to a method for cutting sulfydryl-containing polypeptides from resins, which is suitable for industrial production of sulfydryl-containing polypeptides. The reagent for cutting sulfydryl-containing polypeptides from resins comprises the following components in parts by weight: 85-95 parts of trifluoroacetic acid, 1-5 parts of triisopropylsilane, 1-4 parts of mercaptoundecanoic acid, 1-4 parts of phenol and 1-2 parts of water. The invention has the advantages that because ethanedithiol is a chemical reagent which is not produced at home, the cost of the ethanedithiol is expensive, and the ethanedithiol has effluvial smell in the reaction process; in the invention, mercaptopropionic acid is used for replacing the conventional ethanedithiol, thus the production cost can be lowered, the environment pollution is greatly reduced, and simultaneously, the effect of the peptide cutting reaction can also be improved; and meanwhile, the invention has the characteristics of low procurement cost, reduction of the three wastes, good crude peptide quality and the like, and is very suitable for industrial production of sulfydryl-containing polypeptides.

Description

technical field [0001] The present invention relates to a peptide-cutting reagent, specifically a reagent for cutting off a thiol-containing peptide from a resin; in addition, the present invention also relates to a method for cutting off a thiol-containing polypeptide from a resin. This method is suitable for Industrial production of thiol polypeptides. Background technique [0002] Currently, peptide synthesis is mainly divided into chemical synthesis and enzymatic peptide bond synthesis. Chemical synthesis is further divided into liquid-phase peptide synthesis and solid-phase peptide synthesis. In recent years, solid-phase peptide synthesis has dominated, mainly due to the use of separation techniques such as washing and filtration to purify reaction intermediates and final products. Traditional liquid-phase peptide synthesis is cumbersome and time-consuming, while solid-phase peptide synthesis has attracted more and more attention as a mature technology. [0003] Soli...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07K1/00
Inventor 周又佳
Owner SHANGHAI SOHO YIMING PHARMA
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