Mechanistic insights into the dehalogenation reaction of fluoroacetate/fluoroacetic acid

摘要: Fluoroacetate is a toxic compound whose environmental accumulation may represent an important contamination problem, its elimination therefore challenging issue. dehalogenase catalyzes degradation through two step process initiated by SN2 reaction in which the aspartate residue performs nucleophilic attack on carbon bonded to fluorine; second hydrolysis that releases product as glycolate. In this paper, we present study based density functional theory calculations of initiation modeled interaction between substrate and propionate anion nucleophile. Results are analyzed within framework force using electronic flux identify characterize activity drives reaction. Our results reveal selective protonation decreasing resistance structural reorganization needed reach transition state. Finally, energy modulated degree stabilization fluoride formed after way, site-induced partial acts chemical switch key determines output