Effective use of free thiols as scavengers for HF cocktails to deprotect bromo- and chloroacetylated synthetic peptides.

Peptide research Pub Date : 1996-11-01
B B Ivanov, F A Robey
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引用次数: 0

Abstract

A variety of thiol-containing compounds, in combination with m-cresol, were tested as scavengers in hydrogen fluoride (HF) cocktails that are used to deprotect haloacetylated peptidyl resins. Our results indicate that brome and chloroacetyl moieties on a synthetic peptide remain intact following HF treatment when the HF cocktail contains m-cresol along with either thiophenol, m-thiocresol or 1,2-ethanedithiol. The free thiols prevent the formation of a number of impurities in the preparation of bromo- and chloroacetylated peptides that contain amino acids that could be oxidized in a nonreducing HF environment. Ethvimethylsulfide, however, could not be used with bromoacetylated peptides, but it could be used with chloroacetylated peptides.

有效地利用游离硫醇作为HF鸡尾酒清除剂去保护溴化和氯乙酰化合成肽。
多种含硫醇的化合物与间甲酚结合,在氟化氢(HF)混合物中作为清除剂进行了测试,氟化氢(HF)混合物用于去保护卤代乙酰化肽基树脂。我们的研究结果表明,当HF混合物中含有间甲酚以及硫酚、间硫甲酚或1,2-乙二硫醇时,合成肽上的溴和氯乙酰基部分在HF处理后保持完整。在制备含有氨基酸的溴和氯乙酰化肽时,游离硫醇防止了许多杂质的形成,这些氨基酸可以在非还原性HF环境中被氧化。然而,乙甲基硫不能用于溴乙酰化肽,但可以用于氯乙酰化肽。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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