Literature summary for 3.7.1.8 extracted from

Dong, L.; Zhang, S.; Liu, Y.
A water-assisted nucleophilic mechanism utilized by BphD, the meta-cleavage product hydrolase in biphenyl degradation (2017), J. Mol. Graph. Model., 76, 448-455 .

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Organism

Organism	UniProt	Comment	Textmining
Paraburkholderia xenovorans	P47229	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate + H2O	the enzyme (BphD) utilizes a water-assisted nucleophilic mechanism, which contains acylation and deacylation stages. In acylation reaction, an active site water molecule assists the proton transfer from Ser112 to the carbanion intermediate (substrate) by forming hydrogen bonds with Ser112 and His265, and this proton transfer is in concert with the nucleophilic attack of deprotonated Ser112 on the C6-carbonyl of substrate to form the acylated intermediate. In deacylation, the Asp237-His265 dyad acts as a general base to activate the hydrolytic water, whose nucleophilic attack leads to the collapses of acyl-enzyme intermediate. The acylation and deacylation process correspond to the highest energy barriers of 21.0 and 23.9 kcal/mol, respectively. During the catalytic reaction, the active site water and Asp237-His265 dyad play an important role for each elementary steps	Paraburkholderia xenovorans	2-oxopent-4-enoate + salicylate	-	?

Synonyms

Synonyms	Comment	Organism
BphD	-	Paraburkholderia xenovorans

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Release 2023.1 (January 2023)