Mechanism of the cysteine sulfenic acid O-sulfenylation of 1,3-cyclohexanedione.
نویسنده
چکیده
The density functionals B3LYP, B3PW91, M062X, and CAM-B3LYP with the 6-311+G(d,p) basis set predict the cysteine sulfenic acid O-sulfenylation of the s-cis-ketoenol tautomer of 1,3-cyclohexanedione proceeds through a cyclic 14-membered transition state structure containing three water molecules.
منابع مشابه
Profiling the reactivity of cyclic C-nucleophiles towards electrophilic sulfur in cysteine sulfenic acid
Oxidation of a protein cysteine thiol to sulfenic acid, termed S-sulfenylation, is a reversible posttranslational modification that plays a crucial role in regulating protein function and is correlated with disease states. The majority of reaction-based small molecule and immunochemical probes used for detecting sulfenic acids are based on the 5,5-dimethyl-1,3-cyclohexanedione (dimedone) scaffo...
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ورودعنوان ژورنال:
- Chemical communications
دوره 50 31 شماره
صفحات -
تاریخ انتشار 2014