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(2E,4E)-2-hydroxy-6-(4-chlorophenyl)-6-oxohexa-2,4-dienoic acid + H2O
4-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
(2E,4E)-6-(2-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
2-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
(2E,4E)-6-(3,4-dichlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
3,4-dichlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
(2E,4E)-6-(3,5-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
3,5-dichlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
(2E,4E)-6-(3-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
3-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
(2E,4Z)-2,4-dihydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-2,4-dihydroxypenta-2,4-dienoic acid
(2E,4Z)-4-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-4-chloro-2-hydroxypenta-2,4-dienoic acid
(2E,4Z)-5-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E,4Z)-5-chloro-2-hydroxypenta-2,4-dienoic acid
(2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2Z)-3-chloro-2-hydroxypenta-2,4-dienoic acid
2,6-dihydroxy-6-phenylhexa-2,4-dienoate
benzaldehyde + (2E)-2-hydroxypenta-2,4-dienoic acid
2,6-dioxo-6-phenylhexa-3-enoate + H2O
benzoate + 2-oxopent-4-enoate
2-hydroxy-6-oxo-6-(2,3-dihydroxyphenyl)-hexa-2,4-dienoate + H2O
2,3-dihydroxybenzoate + 2-oxopent-4-enoate + H+
2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoic acid + H2O
2-aminobenzoic acid + 2-hydroxypenta-2,4-dienoic acid
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate + H2O
2-oxopent-4-enoate + salicylate
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate + H2O
2-oxopent-4-enoate + salicylate + H+
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)hexa-2,4-dienoate + H2O
2-oxopent-4-enoate + salicylate
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
benzoate + 2-hydroxypenta-2,4-dienoate
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
benzoate + 2-oxopent-4-enoate
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
2-hydroxypenta-2,4-dienoic acid + benzoate
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
?
-
i.e. HOPDA
-
-
?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + 2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
3-isopropylcatechol + H2O
?
4,11-dicarboxy-8-hydroxy-9-methoxy-2-hydroxy-6-oxo-6-phenyl-hexa-2,4-dienoate + H2O
5-carboxyvanillate + 4-carboxy-2-hydroxypenta-2,4-dienoate
4,5-9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oic acid + H2O
3-[(7aR)-7a-hydroxy-1,5-dioxooctahydro-1H-inden-4-yl]propanoic acid + (2Z,4Z)-5-hydroxyhexa-2,4-dienoic acid
4-nitrophenyl benzoate + H2O
4-nitrophenol + benzoate
-
the serine nucleophile is activated by the His-Asp dyad
-
-
?
8-(2-chlorophenyl)-2-hydroxy-5-methyl-6-oxoocta-2,4-dienoic acid + H2O
2-hydroxypenta-2,4-dienoic acid + benzoate
biphenyl-2,3-diol + H2O
?
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate + H2O
benzoate + ethyl 2-(acetyloxy)penta-2,4-dienoate
-
-
-
-
?
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate + H2O
benzoate + ethyl-2-(acetyloxy)penta-2,4-dienoate
-
-
-
-
?
meta-ring fission intermediate + H2O
?
additional information
?
-
(2E,4E)-2-hydroxy-6-(4-chlorophenyl)-6-oxohexa-2,4-dienoic acid + H2O
4-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-2-hydroxy-6-(4-chlorophenyl)-6-oxohexa-2,4-dienoic acid + H2O
4-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-2-hydroxy-6-(4-chlorophenyl)-6-oxohexa-2,4-dienoic acid + H2O
4-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-2-hydroxy-6-(4-chlorophenyl)-6-oxohexa-2,4-dienoic acid + H2O
4-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-6-(2-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
2-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-6-(2-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
2-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-6-(2-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
2-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-6-(2-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
2-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-6-(3,4-dichlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
3,4-dichlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-6-(3,4-dichlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
3,4-dichlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-6-(3,5-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
3,5-dichlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-6-(3,5-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
3,5-dichlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-6-(3-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
3-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-6-(3-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
3-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4E)-6-(3-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid + H2O
3-chlorobenzoate + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4Z)-2,4-dihydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-2,4-dihydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4Z)-2,4-dihydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-2,4-dihydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4Z)-2,4-dihydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-2,4-dihydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4Z)-4-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-4-chloro-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4Z)-4-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E)-4-chloro-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4Z)-5-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E,4Z)-5-chloro-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2E,4Z)-5-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2E,4Z)-5-chloro-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2Z)-3-chloro-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
(2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
benzoate + (2Z)-3-chloro-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
2,6-dihydroxy-6-phenylhexa-2,4-dienoate
benzaldehyde + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
2,6-dihydroxy-6-phenylhexa-2,4-dienoate
benzaldehyde + (2E)-2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
2,6-dioxo-6-phenylhexa-3-enoate + H2O
benzoate + 2-oxopent-4-enoate
-
-
-
?
2,6-dioxo-6-phenylhexa-3-enoate + H2O
benzoate + 2-oxopent-4-enoate
-
-
-
?
2,6-dioxo-6-phenylhexa-3-enoate + H2O
benzoate + 2-oxopent-4-enoate
-
-
-
-
?
2,6-dioxo-6-phenylhexa-3-enoate + H2O
benzoate + 2-oxopent-4-enoate
-
-
-
?
2,6-dioxo-6-phenylhexa-3-enoate + H2O
benzoate + 2-oxopent-4-enoate
enzyme BphD catalyses the hydrolysis of 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid, HOPDA, and many substrate analogues
-
-
?
2,6-dioxo-6-phenylhexa-3-enoate + H2O
benzoate + 2-oxopent-4-enoate
-
-
-
?
2,6-dioxo-6-phenylhexa-3-enoate + H2O
benzoate + 2-oxopent-4-enoate
enzyme BphD catalyses the hydrolysis of 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid, HOPDA, and many substrate analogues
-
-
?
2,6-dioxo-6-phenylhexa-3-enoate + H2O
benzoate + 2-oxopent-4-enoate
-
-
-
?
2,6-dioxo-6-phenylhexa-3-enoate + H2O
benzoate + 2-oxopent-4-enoate
enzyme BphD catalyses the hydrolysis of 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid, HOPDA, and many substrate analogues
-
-
?
2-hydroxy-6-oxo-6-(2,3-dihydroxyphenyl)-hexa-2,4-dienoate + H2O
2,3-dihydroxybenzoate + 2-oxopent-4-enoate + H+
-
-
enzyme is involved in metabolism of 2,2'-dihydroxybiphenyl
-
?
2-hydroxy-6-oxo-6-(2,3-dihydroxyphenyl)-hexa-2,4-dienoate + H2O
2,3-dihydroxybenzoate + 2-oxopent-4-enoate + H+
-
-
enzyme is involved in metabolism of 2,2'-dihydroxybiphenyl
-
?
2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoic acid + H2O
2-aminobenzoic acid + 2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoic acid + H2O
2-aminobenzoic acid + 2-hydroxypenta-2,4-dienoic acid
-
-
-
-
?
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate + H2O
2-oxopent-4-enoate + salicylate
A0A0H0ZQK0
-
-
-
?
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate + H2O
2-oxopent-4-enoate + salicylate
A0A0H0ZQK0
the enzyme is involved in the biodegradation of biphenyl
-
-
?
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate + H2O
2-oxopent-4-enoate + salicylate
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
-
-
?
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate + H2O
2-oxopent-4-enoate + salicylate + H+
-
-
enzyme is involved in metabolism of 2,2'-dihydroxybiphenyl
-
?
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate + H2O
2-oxopent-4-enoate + salicylate + H+
-
-
enzyme is involved in metabolism of 2,2'-dihydroxybiphenyl
-
?
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)hexa-2,4-dienoate + H2O
2-oxopent-4-enoate + salicylate
-
-
-
?
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)hexa-2,4-dienoate + H2O
2-oxopent-4-enoate + salicylate
-
-
-
?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
benzoate + 2-hydroxypenta-2,4-dienoate
-
-
-
-
?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
benzoate + 2-hydroxypenta-2,4-dienoate
-
-
-
-
?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
benzoate + 2-hydroxypenta-2,4-dienoate
-
-
-
-
?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
benzoate + 2-hydroxypenta-2,4-dienoate
-
-
-
-
?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
benzoate + 2-oxopent-4-enoate
-
-
-
-
?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
benzoate + 2-oxopent-4-enoate
-
-
-
-
?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
2-hydroxypenta-2,4-dienoic acid + benzoate
i.e. HOPDA, a biphenyl meta-cleavage product
-
-
?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
2-hydroxypenta-2,4-dienoic acid + benzoate
i.e. HOPDA, a biphenyl meta-cleavage product
-
-
?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid + H2O
2-hydroxypenta-2,4-dienoic acid + benzoate
i.e. HOPDA
-
-
?
3-isopropylcatechol + H2O
?
-
-
-
-
?
3-isopropylcatechol + H2O
?
-
-
-
-
?
3-methylcatechol + H2O
?
-
-
-
-
?
3-methylcatechol + H2O
?
-
-
-
-
?
4,11-dicarboxy-8-hydroxy-9-methoxy-2-hydroxy-6-oxo-6-phenyl-hexa-2,4-dienoate + H2O
5-carboxyvanillate + 4-carboxy-2-hydroxypenta-2,4-dienoate
the enzyme is involved in the catabolism of 2,2'-dihydroxy-3,3'-dimethoxy-5,5'-dicarboxybiphenyl, a lignin-derived biphenyl
-
-
?
4,11-dicarboxy-8-hydroxy-9-methoxy-2-hydroxy-6-oxo-6-phenyl-hexa-2,4-dienoate + H2O
5-carboxyvanillate + 4-carboxy-2-hydroxypenta-2,4-dienoate
mechanism in which the metallocenter primarily catalyzes substrate tautomerization and the water required for the hydrolytic half-reaction is activated in a substrate-assisted manner
-
-
?
4,5-9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oic acid + H2O
3-[(7aR)-7a-hydroxy-1,5-dioxooctahydro-1H-inden-4-yl]propanoic acid + (2Z,4Z)-5-hydroxyhexa-2,4-dienoic acid
i.e. DSHA, a cholesterol meta-cleavage product
-
-
?
4,5-9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oic acid + H2O
3-[(7aR)-7a-hydroxy-1,5-dioxooctahydro-1H-inden-4-yl]propanoic acid + (2Z,4Z)-5-hydroxyhexa-2,4-dienoic acid
i.e. DSHA, a cholesterol meta-cleavage product
-
-
?
8-(2-chlorophenyl)-2-hydroxy-5-methyl-6-oxoocta-2,4-dienoic acid + H2O
2-hydroxypenta-2,4-dienoic acid + benzoate
i.e. HOPODA, a HOPDA synthetic analogue
-
-
?
8-(2-chlorophenyl)-2-hydroxy-5-methyl-6-oxoocta-2,4-dienoic acid + H2O
2-hydroxypenta-2,4-dienoic acid + benzoate
i.e. HOPODA, a HOPDA synthetic analogue
-
-
?
biphenyl-2,3-diol + H2O
?
-
-
-
-
?
biphenyl-2,3-diol + H2O
?
-
-
-
-
?
catechol + H2O
?
-
-
-
-
?
catechol + H2O
?
-
-
-
-
?
meta-ring fission intermediate + H2O
?
-
catalysis of the hydrolytic C-C cleavage on phenylpropionic acid pathway
-
-
?
meta-ring fission intermediate + H2O
?
-
catalysis of the hydrolytic C-C cleavage on biphenyl degradation pathway
-
-
?
additional information
?
-
-
faint activity towards 2-hydroxy-6-oxohepta-2,4-dienoate and 2-hydroxymuconic semialdehyde
-
-
?
additional information
?
-
-
faint activity towards 2-hydroxy-6-oxohepta-2,4-dienoate and 2-hydroxymuconic semialdehyde
-
-
?
additional information
?
-
key role of non-active-site residue Met148 on the catalytic efficiency of meta-cleavage product hydrolase BphD
-
-
?
additional information
?
-
key role of non-active-site residue Met148 on the catalytic efficiency of meta-cleavage product hydrolase BphD
-
-
?
additional information
?
-
MCP hydrolases catalyse the C-C bond cleavage of compounds with a common structure, 2-hydroxy-6-oxohexa-2,4-dienoate with different substituents at the C-6 carbon
-
-
?
additional information
?
-
enzyme BphD accepts small alcohols such as methanol, ethanol, n-propanol and 2-propanol as nucleophiles in C-C bond cleavage of 2,6-dioxo-6-phenylhexa-3-enoate, thereby directly forming benzoate esters.Iin addition to the hydrolysis of C-C bonds, BphD also hydrolyses the ester bond in para-substituted nitrophenyl benzoates
-
-
?
additional information
?
-
-
enzyme is involved in the degradation of biphenyl
-
-
?
additional information
?
-
-
enzyme is involved in the degradation of biphenyl
-
-
?
additional information
?
-
-
6-acryl-2-hydroxy-6-ketohexa-2,4-dienoic acids synthesized as substrates for C-C hydrolase BphD
-
-
?
additional information
?
-
-
first total synthesis of meta ring fission intermediates, 6-acryl-2-hydroxy-6-ketohexa-2,4-dienoic acids synthesized as substrates for C-C hydrolase BphD
-
-
?
additional information
?
-
-
first total synthesis of meta ring fission intermediates, 6-acryl-2-hydroxy-6-ketohexa-2,4-dienoic acids synthesized as substrates for C-C hydrolase BphD
-
-
?
additional information
?
-
-
6-acryl-2-hydroxy-6-ketohexa-2,4-dienoic acids synthesized as substrates for C-C hydrolase BphD
-
-
?
additional information
?
-
MCP hydrolases catalyse the C-C bond cleavage of compounds with a common structure, 2-hydroxy-6-oxohexa-2,4-dienoate with different substituents at the C-6 carbon
-
-
?
additional information
?
-
enzyme BphD accepts small alcohols such as methanol, ethanol, n-propanol and 2-propanol as nucleophiles in C-C bond cleavage of 2,6-dioxo-6-phenylhexa-3-enoate, thereby directly forming benzoate esters.Iin addition to the hydrolysis of C-C bonds, BphD also hydrolyses the ester bond in para-substituted nitrophenyl benzoates
-
-
?
additional information
?
-
MCP hydrolases catalyse the C-C bond cleavage of compounds with a common structure, 2-hydroxy-6-oxohexa-2,4-dienoate with different substituents at the C-6 carbon
-
-
?
additional information
?
-
enzyme BphD accepts small alcohols such as methanol, ethanol, n-propanol and 2-propanol as nucleophiles in C-C bond cleavage of 2,6-dioxo-6-phenylhexa-3-enoate, thereby directly forming benzoate esters.Iin addition to the hydrolysis of C-C bonds, BphD also hydrolyses the ester bond in para-substituted nitrophenyl benzoates
-
-
?
additional information
?
-
-
enzyme is involved in the degradative pathway for dibenzofuran
-
-
?
additional information
?
-
-
enzyme is involved in the degradative pathway for dibenzofuran
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.00013 - 0.00065
(2E,4E)-2-hydroxy-6-(4-chlorophenyl)-6-oxohexa-2,4-dienoic acid
0.00019 - 0.00047
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
0.00033 - 0.0129
(2E,4E)-6-(2-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
0.00075
(2E,4E)-6-(3,4-dichlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
-
-
0.00104
(2E,4E)-6-(3,5-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
-
-
0.00043 - 0.00046
(2E,4E)-6-(3-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
0.00095 - 0.0044
(2E,4Z)-2,4-dihydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
0.0036 - 0.004
(2E,4Z)-4-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
0.0049 - 0.018
(2E,4Z)-5-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
0.00054 - 0.0069
(2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
0.00028 - 0.0051
2,6-dioxo-6-phenylhexa-3-enoate
0.0046
2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoic acid
-
at 25°C
0.14
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate
A0A0H0ZQK0
pH 7.0, 30°C
0.00071 - 0.00085
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
0.0002 - 0.008
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
0.0033
4,11-dicarboxy-8-hydroxy-9-methoxy-2-hydroxy-6-oxo-6-phenyl-hexa-2,4-dienoate
pH 7, 25°C
0.31
8-(2-chlorophenyl)-2-hydroxy-5-methyl-6-oxoocta-2,4-dienoic acid
pH 7.5, 25°C
0.0017 - 0.0373
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate
0.002 - 0.077
meta-ring fission intermediate
-
additional information
additional information
-
0.00013
(2E,4E)-2-hydroxy-6-(4-chlorophenyl)-6-oxohexa-2,4-dienoic acid
-
-
0.00065
(2E,4E)-2-hydroxy-6-(4-chlorophenyl)-6-oxohexa-2,4-dienoic acid
-
-
0.00019
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
not chlorinated
0.00047
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
not chlorinated
0.00033
(2E,4E)-6-(2-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
-
-
0.0129
(2E,4E)-6-(2-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
-
-
0.00043
(2E,4E)-6-(3-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
-
-
0.00046
(2E,4E)-6-(3-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
-
-
0.00095
(2E,4Z)-2,4-dihydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
0.0044
(2E,4Z)-2,4-dihydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
0.0036
(2E,4Z)-4-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
0.004
(2E,4Z)-4-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
0.0049
(2E,4Z)-5-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
0.018
(2E,4Z)-5-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
0.00054
(2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
0.0069
(2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
0.00028
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148D
0.00044
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148S
0.00047
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148W
0.00058
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148R
0.00074
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148H
0.00075
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, wild-type enzyme
0.00078
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148I
0.00079
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148T
0.00097
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148C
0.0012
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148K
0.0012
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148V
0.0013
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148Q
0.0014
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148E
0.0014
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148L
0.0014
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148N
0.0019
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148Y
0.003
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148P
0.0042
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148F
0.0049
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148G
0.0051
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148A
0.00071
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
-
at 60°C
0.00085
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
-
at 25°C
0.0002
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
pH 7.5, 25°C, recombinant wild-type BphD, without methanol
0.0003
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
wild-type at 3.2°C
0.00085
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
pH 7.5, 25°C, recombinant wild-type BphD, with 494 mM methanol
0.002
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
pH 7.5, 25°C, recombinant wild-type BphD, with 12940 mM methanol
0.0028
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
S112C mutant at 25°C
0.008
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
pH 7.5, 25°C
0.0017
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate
-
mutant D237N
0.002
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate
-
His6-BphD
0.0238
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate
-
mutant H114A
0.037
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate
-
mutant H265A
0.0373
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate
-
mutant S112A
0.002
meta-ring fission intermediate
-
wild-type
-
0.002
meta-ring fission intermediate
-
R188K
-
0.004
meta-ring fission intermediate
-
N109A
-
0.004
meta-ring fission intermediate
-
N109H
-
0.0042
meta-ring fission intermediate
-
C261A
-
0.0068
meta-ring fission intermediate
-
wild-type
-
0.01
meta-ring fission intermediate
-
F173D
-
0.0282
meta-ring fission intermediate
-
R188Q
-
0.038
meta-ring fission intermediate
-
R188K
-
0.058
meta-ring fission intermediate
-
F173G
-
0.077
meta-ring fission intermediate
-
R188Q
-
additional information
additional information
-
values between 0.00013 and 0.00106 mM for processing of the 6-acryl-2-hydroxy-6-ketohexa-2,4-dienoic acid substrates
-
additional information
additional information
-
in the steady-state hydrolysis of HOPDA, kcat/Km values are independent of methanol concentration, while both kcat and Km values increase with methanol concentration, stopped-flow spectrophotometry and steady-state kinetics, overview
-
additional information
additional information
pre-steady-state kinetic burst of BphD
-
additional information
additional information
Michaelis-Menten steady-state kinetics, stopped-flow measurements
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
3.13 - 33.7
(2E,4E)-2-hydroxy-6-(4-chlorophenyl)-6-oxohexa-2,4-dienoic acid
4.18 - 7.6
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
1.74 - 2.1
(2E,4E)-6-(2-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
29
(2E,4E)-6-(3,4-dichlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
-
-
11.2
(2E,4E)-6-(3,5-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
-
-
3.9 - 15.3
(2E,4E)-6-(3-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
0.0055
(2E,4Z)-2,4-dihydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
0.00059
(2E,4Z)-4-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
1.03 - 1.53
(2E,4Z)-5-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
0.0089 - 0.0172
(2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
0.13 - 9.9
2,6-dioxo-6-phenylhexa-3-enoate
1300
2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoic acid
-
-
11.61
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate
A0A0H0ZQK0
pH 7.0, 30°C
1.11
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
-
at 60°C
0.066 - 26
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
9.7
4,11-dicarboxy-8-hydroxy-9-methoxy-2-hydroxy-6-oxo-6-phenyl-hexa-2,4-dienoate
pH 7, 25°C
6.3
4-nitrophenyl benzoate
-
pH 7.5, 25°C
0.33
8-(2-chlorophenyl)-2-hydroxy-5-methyl-6-oxoocta-2,4-dienoic acid
pH 7.5, 25°C
0.0009 - 6.5
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate
0.009 - 12
meta-ring fission intermediate
-
additional information
additional information
-
3.13
(2E,4E)-2-hydroxy-6-(4-chlorophenyl)-6-oxohexa-2,4-dienoic acid
-
-
33.7
(2E,4E)-2-hydroxy-6-(4-chlorophenyl)-6-oxohexa-2,4-dienoic acid
-
-
4.18
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
not chlorinated
7.6
(2E,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
not chlorinated
1.74
(2E,4E)-6-(2-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
-
-
2.1
(2E,4E)-6-(2-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
-
-
3.9
(2E,4E)-6-(3-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
-
-
15.3
(2E,4E)-6-(3-chlorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
-
-
1.03
(2E,4Z)-5-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
1.53
(2E,4Z)-5-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
0.0089
(2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
0.0172
(2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
-
0.13
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148P
0.86
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148R
1.5
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148S
1.5
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148Y
2.4
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148K
2.5
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148C
2.6
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148H
3.1
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148L
4.1
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148E
4.5
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148D
4.8
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148V
5.7
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148W
6.5
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148T
6.7
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148N
8
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148F
8.4
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148Q
9.4
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148G
9.5
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148I
9.6
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, wild-type enzyme
9.9
2,6-dioxo-6-phenylhexa-3-enoate
pH 7.0, 25°C, mutant M148A
0.066
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
pH 7.5, 25°C
0.27
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
S112C mutant at 25°C
0.98
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
wild-type at 3.2°C
2 - 8
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
pH 7.5, 25°C, recombinant wild-type BphD, with 12940 mM methanol
6.5
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
wild-type at 25°C
6.5
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
pH 7.5, 25°C, recombinant wild-type BphD, without methanol
26
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
-
pH 7.5, 25°C, recombinant wild-type BphD, with 494 mM methanol
0.0009
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate
-
mutant S112A
0.0016
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate
-
mutant H265A
0.028
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate
-
mutant D237N
0.036
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate
-
mutant H114A
6.5
ethyl-2-acetoxy-6-keto-6-phenylhexa-2,4-dienoate
-
His6-BphD
0.009
meta-ring fission intermediate
-
R188K
-
0.016
meta-ring fission intermediate
-
R188Q
-
0.08
meta-ring fission intermediate
-
N109H
-
0.1
meta-ring fission intermediate
-
R188Q
-
0.13
meta-ring fission intermediate
-
N109A
-
0.26
meta-ring fission intermediate
-
F173D
-
0.74
meta-ring fission intermediate
-
R188K
-
2 - 8
meta-ring fission intermediate
-
wild-type
-
6.5
meta-ring fission intermediate
-
wild-type
-
7.5
meta-ring fission intermediate
-
F173G
-
12
meta-ring fission intermediate
-
C261A
-
additional information
additional information
-
values between 0.88 and 5.85 s-1 for processing of the 6-acryl-2-hydroxy-6-ketohexa-2,4-dienoic acid substrates
-
additional information
additional information
-
in the steady-state hydrolysis of HOPDA, kcat/Km values are independent of methanol concentration, while both kcat and Km values increase with methanol concentration, stopped-flow spectrophotometry and steady-state kinetics, overview
-
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Omori, T.; Sugimura, K.; Ishigooka, H.; Minoda, Y.
Purification and some propertiees of a 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid hydrolyzing enzyme from Pseudomonas cruciviae S93 B1 involved in the degradation of biphenyl
Agric. Biol. Chem.
50
931-937
1986
Pseudomonas cruciviae, Pseudomonas cruciviae S93 B1
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brenda
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Purification of two isofunctional hydrolases (EC 3.7.1.8) in the degradative pathway for dibenzofuran in Sphingomonas sp. strain RW1
Biodegradation
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1993
Sphingomonas sp., Sphingomonas sp. RW1
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Sequence of the bphD gene encoding 2-hydroxy-6-oxo-(phenylchlorophenyl) hexa-2,4-dienoic acid (HOP/cPCA) hydrolase involved in the biphenyl/polychlorinated biphenyl degradation pathway in Comamonas testosteroni: evidence suggesting involvement of Ser112 in catalytic activity
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Comamonas testosteroni (Q59324)
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Genetic structures of the genes encoding 2,3-dihydroxybiphenyl 1,2-dioxygenase and 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid hydrolase from biphenyl- and 4-chlorobiphenyl-degrading Pseudomonas sp. strain DJ-12
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Pseudomonas sp., Pseudomonas sp. DJ-12
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Rhodococcus sp.
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Kinetic and structural insight into the mechanism of BphD, a C-C bond hydrolase from the biphenyl degradation pathway
Biochemistry
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Paraburkholderia xenovorans
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Biochemistry
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2006
Escherichia coli, Paraburkholderia xenovorans
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Li, C.; Li, J.J.; Montgomery, M.G.; Wood, S.P.; Bugg, T.D.
Catalytic role for arginine 188 in the C-C hydrolase catalytic mechanism for Escherichia coli MhpC and Burkholderia xenovorans LB400 BphD
Biochemistry
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2006
Escherichia coli, Paraburkholderia xenovorans
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Speare, D.M.; Olf, P.; Bugg, T.D.
Hammett analysis of a C-C hydrolase-catalysed reaction using synthetic 6-aryl-2-hydroxy-6-ketohexa-2,4-dienoic acid substrates
Chem. Commun. (Camb. )
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Pseudomonas sp., Pseudomonas sp. LB400
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Rhodococcus globerulus, Rhodococcus globerulus P6
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Burkholderia cepacia, Burkholderia cepacia LB400
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Characterization of the pcbD gene encoding 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate hydrolase from Pseudomonas sp. P20
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Pseudomonas sp., Pseudomonas sp. P20
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brenda
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Crystal structure of 2-hydroxyl-6-oxo-6-phenylhexa-2,4-dienoic acid (HPDA) hydrolase (BphD enzyme) from the Rhodococcus sp. strain RHA1 of the PCB degradation pathway
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Rhodococcus sp. (Q9KWQ6), Rhodococcus sp., Rhodococcus sp. RHA1 (Q9KWQ6)
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Mukerjee-Dhar, G.; Shimura, M.; Miyazawa, D.; Kimbara, K.; Hatta, T.
bph genes of the thermophilic PCB degrader, Bacillus sp. JF8: characterization of the divergent ring-hydroxylating dioxygenase and hydrolase genes upstream of the Mn-dependent BphC
Microbiology
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Bacillus sp. (in: Bacteria), Bacillus sp. (in: Bacteria) JF8
brenda
Speare, D.M.; Fleming, S.M.; Beckett, M.N.; Li, J.J.; Bugg, T.D.
Synthetic 6-aryl-2-hydroxy-6-ketohexa-2,4-dienoic acid substrates for C-C hydrolase BphD: investigation of a general base catalytic mechanism
Org. Biomol. Chem.
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Pseudomonas sp., Pseudomonas sp. LB400
brenda
Riddle, R.R.; Gibbs, P.R.; Willson, R.C.; Benedik, M.J.
Purification and properties of 2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoic acid hydrolase involved in microbial degradation of carbazole
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Pseudomonas sp., Pseudomonas sp. LD2
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Lack, N.; Yam, K.; Lowe, E.; Horsman, G.; Owen, R.; Sim, E.; Eltis, L.
Characterization of a carbon-carbon hydrolase from Mycobacterium tuberculosis involved in cholesterol metabolism
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Mycobacterium tuberculosis (P9WNH5), Mycobacterium tuberculosis H37Rv (P9WNH5)
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Ruzzini, A.C.; Horsman, G.P.; Eltis, L.D.
The catalytic serine of MCP hydrolases is activated differently for C-O bond cleavage than for C-C bond cleavage
Biochemistry
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2012
Paraburkholderia xenovorans
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Ruzzini, A.C.; Ghosh, S.; Horsman, G.P.; Foster, L.J.; Bolin, J.T.; Eltis, L.D.
Identification of an acyl-enzyme intermediate in a meta-cleavage product hydrolase reveals the versatility of the catalytic triad
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Paraburkholderia xenovorans (P47229)
brenda
Kohler, H.P.; Schmid, A.; van der Maarel, M.
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Pseudomonas sp., Pseudomonas sp. HBP1
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Siirola, E.; Frank, A.; Grogan, G.; Kroutil, W.
C-C hydrolases for biocatalysis
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Paraburkholderia xenovorans (P47229), Rhodococcus sp. (Q75WN8), Rhodococcus sp. RHA1 (Q75WN8)
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brenda
Zhou, H.; Qu, Y.; Kong, C.; Shen, E.; Wang, J.; Zhang, X.; Ma, Q.; Zhou, J.
The key role of a non-active-site residue Met148 on the catalytic efficiency of meta-cleavage product hydrolase BphD
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2013
Dyella ginsengisoli (B5SU85), Dyella ginsengisoli LA-4 (B5SU85)
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Li, Y.; Zhang, R.; Du, L.; Zhang, Q.; Wang, W.
Insight into the catalytic mechanism of meta-cleavage product hydrolase BphD: a quantum mechanics/molecular mechanics study
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Paraburkholderia xenovorans
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brenda
Kuatsjah, E.; Chan, A.; Hurst, T.; Snieckus, V.; Murphy, M.; Eltis, L.
Metal- and serine-dependent meta-cleavage product hydrolases utilize similar nucleophile-activation strategies
ACS Catal.
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2018
Sphingobium sp. SYK-6 (G2IN02)
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brenda
Jia, Y.; Wang, J.; Ren, C.; Nahurira, R.; Khokhar, I.; Wang, J.; Fan, S.; Yan, Y.
Identification and characterization of a meta-cleavage product hydrolase involved in biphenyl degradation from Arthrobacter sp. YC-RL1
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2019
Arthrobacter sp. YC-RL1 (A0A0H0ZQK0)
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Dong, L.; Zhang, S.; Liu, Y.
A water-assisted nucleophilic mechanism utilized by BphD, the meta-cleavage product hydrolase in biphenyl degradation
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Paraburkholderia xenovorans (P47229)
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