Mechanistic Insights into the H₂S-Mediated Reduction of Aryl Azides Commonly Used in H₂S Detection.

ABSTRACT: Hydrogen sulfide (H2S) is an important biological mediator and has been at the center of a rapidly expanding field focused on understanding the biogenesis and action of H2S as well as other sulfur-related species. Concomitant with this expansion has been the development of new chemical tools for H2S research. The use of H2S-selective fluorescent probes that function by H2S-mediated reduction of fluorogenic aryl azides has emerged as one of the most common methods for H2S detection. Despite this prevalence, the mechanism of this important reaction remains under-scrutinized. Here we present a combined experimental and computational investigation of this mechanism. We establish that HS(-), rather than diprotic H2S, is the active species required for aryl azide reduction. The hydrosulfide anio

SUBMITTER: Henthorn HA 

PROVIDER: S-EPMC4924530 | biostudies-literature | 2015 Dec

REPOSITORIES: biostudies-literature