3.7.1.8: 2,6-dioxo-6-phenylhexa-3-enoate hydrolase
This is an abbreviated version!
For detailed information about 2,6-dioxo-6-phenylhexa-3-enoate hydrolase, go to the full flat file.
Word Map on EC 3.7.1.8
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3.7.1.8
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biphenyls
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hydrolases
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dioxygenase
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hopdas
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benzoate
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1,2-dioxygenase
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2-hydroxypenta-2,4-dienoate
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molecular biology
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cumene
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oxyanion
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2,3-dihydroxybiphenyl
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polychlorinated
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rhodococcus
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sphingomonas
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ring-hydroxylating
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2-hydroxy-6-oxohepta-2,4-dienoate
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2-hydroxymuconic
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4-chlorobiphenyl
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wittichii
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xenovorans
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extradiol
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ser-his-asp
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isopropylbenzene
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dibenzofuran
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acyl-enzyme
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carbanion
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degradation
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environmental protection
- 3.7.1.8
- biphenyls
- hydrolases
- dioxygenase
- hopdas
- benzoate
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1,2-dioxygenase
- 2-hydroxypenta-2,4-dienoate
- molecular biology
- cumene
-
oxyanion
- 2,3-dihydroxybiphenyl
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polychlorinated
- rhodococcus
- sphingomonas
-
ring-hydroxylating
- 2-hydroxy-6-oxohepta-2,4-dienoate
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2-hydroxymuconic
- 4-chlorobiphenyl
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wittichii
- xenovorans
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extradiol
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ser-his-asp
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isopropylbenzene
- dibenzofuran
- acyl-enzyme
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carbanion
- degradation
- environmental protection
Reaction
Synonyms
2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoic acid hydrolase, 2-hydroxy-6-oxo-6-phenylhexa-2, 4-dienoate hydrolase, 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate hydrolase, 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid hydrolase, 2-hydroxy-6-oxo-6-phenylhexa-2,4-dieonic acid hydrolase, 6-phenyl HODA hydrolase, BphD, BphD enzyme, BphDP6, CarC, HOHPDA hydrolase, HOPD hydrolase, HOPDA hydrolase, HPDA hydrolase, HsaD, hydrolase, 2,6-dioxo-6-phenylhexa-3-enoate, LigY, MCP hydrolase, meta-cleavage product hydrolase, MhpC
ECTree
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Reaction
Reaction on EC 3.7.1.8 - 2,6-dioxo-6-phenylhexa-3-enoate hydrolase
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mechanism may involve an Asp-Ser-His catalytic triad
2,6-dioxo-6-phenylhexa-3-enoate + H2O = benzoate + 2-oxopent-4-enoate
formation of a catalytic intermediate carbanion during hydrolysis, the carbanion abstracts a proton from Ser112, thereby completing tautomerization and generating a serinate for nucleophilic attack on the C6-carbonyl, catalytic mechanism, overview. BphD is a half-site reactive enzyme with versatility of the Ser-His-Asp triad, role of the catalytic His in acylation and deacylation
2,6-dioxo-6-phenylhexa-3-enoate + H2O = benzoate + 2-oxopent-4-enoate
general base and nucleophilic catalytic reaction mechanisms, overview
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2,6-dioxo-6-phenylhexa-3-enoate + H2O = benzoate + 2-oxopent-4-enoate
although MCP hydrolases have a catalytic serine in the active site, the mechanism proceeds via a geminal diol, rather than an acyl-enzyme intermediate, reaction mechanism of the hydrolysis reaction, overview. MCP hydrolases accept alternative nucleophiles in addition to water, and accepts hydroxylamine in the C-C cleavage reaction. The Ser-His-Asp triad containing enzyme BphD most likely shows the formation of a covalent acyl enzyme intermediate, reaction mechanism, overview
2,6-dioxo-6-phenylhexa-3-enoate + H2O = benzoate + 2-oxopent-4-enoate
although MCP hydrolases have a catalytic serine in the active site, the mechanism proceeds via a geminal diol, rather than an acyl-enzyme intermediate, reaction mechanism of the hydrolysis reaction, overview. MCP hydrolases accept alternative nucleophiles in addition to water, and accepts hydroxylamine in the C-C cleavage reaction. The Ser-His-Asp triad containing enzyme BphD most likely shows the formation of a covalent acyl enzyme intermediate, reaction mechanism, overview
2,6-dioxo-6-phenylhexa-3-enoate + H2O = benzoate + 2-oxopent-4-enoate
catalytic mechanism involving enol-to-keto tautomerization that consists of two elementary reactions, the calculated Boltzmann weighted average barriers favor a substrate-assisted acylation mechanism, and the most feasible acylation pathway involves a catalytic triad, Ser-His-Asp. The product (2-hydroxypenta-2,4-dienoic acid) of the acylation process is replaced by three water molecules, and one of which is involved in the deacylation process, quantum mechanics/molecular mechanics study, overview
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2,6-dioxo-6-phenylhexa-3-enoate + H2O = benzoate + 2-oxopent-4-enoate
although MCP hydrolases have a catalytic serine in the active site, the mechanism proceeds via a geminal diol, rather than an acyl-enzyme intermediate, reaction mechanism of the hydrolysis reaction, overview. MCP hydrolases accept alternative nucleophiles in addition to water, and accepts hydroxylamine in the C-C cleavage reaction. The Ser-His-Asp triad containing enzyme BphD most likely shows the formation of a covalent acyl enzyme intermediate, reaction mechanism, overview
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