Unambiguous synthesis of stromal cell-derived factor-1 by regioselective disulfide bond formation using a DMSO–aqueous HCl system

Abstract

Total synthesis of human and murine stromal cell-derived factor-1s (SDF-1s) (residues 1–67) containing two disulfide bonds and an oxidation-sensitive Trp residue was achieved unequivocally by stepwise disulfide-forming reactions: A silver trifluoromethanesulfonate (AgOTf)–(DMSO)–aqueous HCl system was used in combination with air oxidation to form regioselectively each disulfide bond.

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