3.8.1.7 4-chlorobenzoyl-CoA + H2O = 4-hydroxybenzoyl CoA + chloride Asp145 provides the side-chain carboxylate group that adds to form the Meisenheimer intermediate and His90 serves as the general base in the subsequent hydrolysis step -, 33081 3.8.1.7 4-chlorobenzoyl-CoA + H2O = 4-hydroxybenzoyl CoA + chloride formation of an aryl intermediate 33083 3.8.1.7 4-chlorobenzoyl-CoA + H2O = 4-hydroxybenzoyl CoA + chloride formation of an aryl-enzyme intermediate that is converted to a hydroxamic acid upon attack by hydroxylamine. The dehalogenation appears to occur via an SNAr mechanism -, 33086 3.8.1.7 4-chlorobenzoyl-CoA + H2O = 4-hydroxybenzoyl CoA + chloride it is proposed that Asp125 functions as the active site nucleophile, that Trp137 serves as a hydrogen bond donor to the Asp145 carbonyl group , and that His90 serves to deprotonate the bound H2O molecule 33085 3.8.1.7 4-chlorobenzoyl-CoA + H2O = 4-hydroxybenzoyl CoA + chloride specific for dehalogenation at the 4-position, can dehalogenate substrates bearing fluorine, chlorine, bromine and iodine in the 4-position, mechanism, Asp145 acts as a nucleophil on the C(4) of the substrates' benzoyl ring to form a Meisenheimer intermediate, followed by expulsion of chloride ion to form an arylated enzyme intermediate, and ester hydrolysis to form 4-hydroxybenzoyl-CoA, active site structure -, 654718 3.8.1.7 4-chlorobenzoyl-CoA + H2O = 4-hydroxybenzoyl CoA + chloride specific for dehalogenation at the 4-position, can dehalogenate substrates bearing fluorine, chlorine, bromine and iodine in the 4-position, mechanism, attack of Asp145 on the C(4) of the substrates' benzoyl ring to form a Meisenheimer intermediate, followed by expulsion of chloride ion to form an arylated enzyme intermediate, and ester hydrolysis to form 4-hydroxybenzoyl-CoA, active site residue His90 is involved and important for the regeneration of the active enzyme 654585 3.8.1.7 4-chlorobenzoyl-CoA + H2O = 4-hydroxybenzoyl CoA + chloride specific for dehalogenation at the 4-position, can dehalogenate substrates bearing fluorine, chlorine, bromine and iodine in the 4-position, multistep mechanism, attack of Asp145 on the C(4) of the substrates' benzoyl ring to form a Meisenheimer intermediate, followed by expulsion of chloride ion to form an arylated enzyme intermediate, and ester hydrolysis to form 4-hydroxybenzoyl-CoA, active site structure 654589 3.8.1.7 4-chlorobenzoyl-CoA + H2O = 4-hydroxybenzoyl CoA + chloride specific for dehalogenation at the 4-position, can dehalogenate substrates bearing fluorine, chlorine, bromine and iodine in the 4-position, SNAr mechanism 655227 3.8.1.7 4-chlorobenzoyl-CoA + H2O = 4-hydroxybenzoyl CoA + chloride specific for dehalogenation at the 4-position, can dehalogenate substrates bearing fluorine, chlorine, bromine and iodine in the 4-position, SNAr reaction mechanism, the substrate is bound in the active site primariliy formed by 2 of 3 subunits, reaction is initiated by the nucleophilic attack at the C4 of the benzoyl group of the substrate by carboxylate of Asp145 to form a Meisenheimer intermediate, general base for the hydrolysis is His90, the benzoyl group is surrounded by F64, F82, W89, and W137, active site conformations of wild-type and mutant W137F -, 657187