Side Reaction with N-Carboxymethyl Amino Acids in the Synthesis of Backbone Cyclized Peptides

被引：0

作者：

Diana Besser

Georg Greiner

Siegmund Reissmann

机构：

[1] Friedrich-Schiller-Universität Jena,Institut für Biochemie und Biophysik

来源：

Letters in Peptide Science | 1998年 / 5卷 / 4期

关键词：

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

D O I：

10.1023/A:1008806304435

中图分类号：

学科分类号：

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：4

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