EC Number |
Reaction |
Reference |
---|
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 |