RESUMEN

New cysteine S-sulfonate derivatives, Boc-Cys(SO3Na)-ONa 2 and Fmoc-Cys(SO3Na)-ONa 3, were prepared and their utility for peptide synthesis examined. The Fmoc derivative 3 was used in the solid-phase peptide synthesis of Arg8-vasopressin 9 via the Bunte salt 7. Satisfactory S-sulfonate stability was observed when p-cresol scavenged the cleavage from the resin. The intermediate 7 was purified by ion-exchange chromatography prior to S-sulfonate cleavage with tributylphosphine.

Asunto(s)

Arginina Vasopresina/análogos & derivados , Cisteína/análogos & derivados , Péptidos/síntesis química , Secuencia de Aminoácidos , Arginina Vasopresina/síntesis química , Arginina Vasopresina/química , Arginina Vasopresina/aislamiento & purificación , Cromatografía por Intercambio Iónico , Cresoles/química , Cisteína/química , Disulfuros/química , Datos de Secuencia Molecular , Péptidos/química , Péptidos/aislamiento & purificación , Ácidos Tiosulfónicos/química