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
收藏
页码：299 / 303
页数：4
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