title: Mechanism of the cysteine sulfenic acid O-sulfenylation of 1,3-cyclohexanedione.
abstract: 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.
authors.affiliation: Department of Chemistry, University of California Irvine, Irvine, CA 92697, USA. ffreeman@uci.edu.
authors.forename: Fillmore
authors.initials: F
authors.lastname: Freeman
mesh_terms: D003512:Cyclohexanones / Q000737:chemistry*; D003545:Cysteine / Q000031:analogs & derivatives* / Q000737:chemistry; D011499:Protein Processing, Post-Translational; D013434:Sulfenic Acids / Q000737:chemistry*
chemical_list: D003512:Cyclohexanones; D013434:Sulfenic Acids; C004636:1,3-cyclohexanedione; C100870:cysteinesulfenic acid; D003545:Cysteine