Kinetics and Reaction Mechanism of Biothiols Involved in S_NAr Reactions: An Experimental Study.

ABSTRACT: Few kinetic parameters, or reaction rates, are known up to date in detail about 1-chloro and 1-fluoro-2,4-dinitrobenzene (ClDNB and FDNB, respectively) with a series of biothiols in aqueous media. These biological nucleophiles with thiol groups have been widely used as a reference in nucleophile reactivity assays due to their prevalence and cellular abundance. The main aim of this study was to elucidate the reaction mechanism based on Brönsted-type plots and reactivity patterns of the electrophile/nucleophile pairs. A complete kinetic study was performed in terms of the comparison of Brönsted-type slope parameters (β _nuc) for the reactions and was used for assigning the mechanism and the rate-determining step associated with the reaction route. A mass spectrometry analysi

SUBMITTER: Campodonico PR 

PROVIDER: S-EPMC9213796 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature