An unexpected Bis-ligation of S-nitrosothiols

Abstract

A bis-ligation reaction of S-nitrosothiols using triaryl substituted phosphine-thioester substrates has been developed. This reaction converts unstable primary S-nitrosothiols to stable disulfide-iminophosphorane products in high yields under mild conditions. It can potentially be applied for the detection of S-nitrosation in protein systems.