Tetrahedron

Solid-phase approaches to regiospecific double disulfide formation. Application to a fragment of bovine pituitary peptide

B Ponsati, E Giralt, D Andreu

Index: Ponsati, Berta; Giralt, Ernest; Andreu, David Tetrahedron, 1990 , vol. 46, # 24 p. 8255 - 8266

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Citation Number: 31

Abstract

A 21-residue, two disulfide-containing peptide has been synthesized on solid phase. Three alternative protection schemes, based on Boc/benzyl chemistry and combinations of the 4- methylbénzyl with either acetamidomethyl, 9-fluorenylmethyl or 3-nitro-2-pyridylsulfenyl groups for pairs of cysteine residues have been examined. The most successful route involved formation of the first disulfide on the resin via 9-fluorenylmethylcysteine ...