New Peptide Models for Studying Racemization
New Peptide Models for Studying Racemization
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用于研究外消旋作用的新肽模型
DOI：
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发表时间：
1978
期刊：
影响因子：
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通讯作者：
M. Fujino
中科院分区：
文献类型：
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作者：
C. Kitada;M. Fujino
开发了一种新的外消旋化测试，并用于评估已知的偶联试剂和程序。该过程包括将BOC-Ala-Met-Leu-OH与氨基酸[Leu， Ile或Asp (OBut)]的叔丁基酯偶联，用溴化氰裂解生成二肽非对映体，并用氨基酸分析仪分析这两种异构体。结果表明：1)dcc -添加剂（Eintopf）法，特别是HONB-DCC法，在一定程度上优于标准叠氮化物法。2)即使在叠氮化物方法中，在过量碱的存在下，肽键形成过程中的外映异构化也显著增加。3)在一些已知的偶联方法中观察到明显的外消旋，这些方法已被Young或Anderson检验证明不会发生外消旋。
A new test for racemization was developed and used to assess known coupling reagents and procedures. The procedure consists of coupling between BOC-Ala-Met-Leu-OH and tert-butyl ester of amino acid [Leu, Ile or Asp (OBut)], cleaving of the resulting peptide by cyanogen bromide to form dipeptide diastereomers, and analyzing both isomers with an amino acid analyzer. The following results were obtained : 1) The DCC-additive (Eintopf) method, especially the HONB-DCC procedure, was somewhat superior to the standard azide method. 2) Even in the azide method, epimerization during peptide bond formation considerably increased in the presence of excess base. 3) Significant racemization was observed in some of the known coupling methods which have been shown, by the Young or Anderson test, to be free from racemization.