o-Iodosobenzoate: catalyst for the micellar cleavage of activated esters and phosphates

RA Moss, KW Alwis, GO Bizzigotti

Index: Moss, Robert A.; Alwis, K. W.; Bizzigotti, George O. Journal of the American Chemical Society, 1983 , vol. 105, # 3 p. 681 - 682

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Citation Number: 108

Abstract

4, X= OCOCH, its 1-hydroxy-1, 2-benziodoxolin-3-one valence tautomeric form (2). l Cogent support for this proposal appeared in 1965.2 From the anomalously high pK, of 1 or 2 (variously given as 6.222 or 7.43), we infer that its conjugate base, anion 3, could be a potent 0 nucleophile near neutral pH. However, despite its well-established biochemical role as an oxidant of protein thiol group^,^ the nucleophilic properties of o-iodosobenzoic acid ...