Side reaction with N-carboxymethyl amino acids in the synthesis of backbone cyclized peptides

被引：3

作者：

Besser, D ^{[1
]}

Greiner, G ^{[1
]}

Reissmann, S ^{[1
]}

机构：

[1] Univ Jena, Inst Biochem & Biophys, D-07743 Jena, Germany

来源：

LETTERS IN PEPTIDE SCIENCE | 1998年 / 5卷 / 04期

关键词：

backbone cyclization; bradykinin; branched building units; diketopiperazine formation;

D O I：

10.1007/BF02443547

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The use of N-carboxymethyl amino acids in the assembly of peptides with backbone cyclization can lead to diketopiperazine formation by intramolecular aminolysis which occurs despite the tert-butyl protection of the carboxy group. This undesired side reaction can be prevented by a very short deprotection time for the Fmoc group, by elongation of the N-carboxyalkyl chain or by forming the backbone (lactam) bridge before Fmoc removal, but not by the use of DBU or additives.

引用

页码：299 / 303

页数：5

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