The tertiary butyl group as a blocking agent for hydroxyl, sulfhydryl and amido functions in peptide synthesis

FM Callahan, GW Anderson, R Paul…

Index: Callahan,F.M. et al. Journal of the American Chemical Society, 1963 , vol. 85, p. 201 - 207

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Citation Number: 80

Abstract

The reaction to form a peptide bond between the ester of an amino acid and an acylated amino acid is usually a straightforward procedure if the starting amino acids are the simple ones such as glycine, alanine or valine, which have no additional reactive centers. However, with amino acids bearing hydroxyl or sulfhydryl groups, 0-or S-acylation is a common and an expected side reaction. Where a simple amido group is exposed, as in asparagine, many ...

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