Peptide synthesis by prior thiol capture. 6. Rates of the disulfide-bond-forming capture reaction and demonstration of the overall strategy by synthesis of the C-terminal …

N Fotouhi, NG Galakatos, DS Kemp

Index: Fotouhi, Nader; Galakatos, Nicholas George; Kemp, D. S. Journal of Organic Chemistry, 1989 , vol. 54, # 12 p. 2803 - 2817

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Citation Number: 68

Abstract

Peptide bond formation by prior thiol capture involves as a first step formation of a disulfide bond between two S-functionalized peptide fragments, one bearing a 4-(acyloxy)-6- mercaptodibenzofuran at its C-terminus, the other bearing an S-activated cysteine residue at its N-terminus. The Scm procedure (Scm MeO-CO-S) of Broke and others is used to generate disulfides of general structure-Cys (SS-Ar)-by reaction of suitable arene thiols ...