3.7.1.14: 2-hydroxy-6-oxonona-2,4-dienedioate hydrolase
This is an abbreviated version!
For detailed information about 2-hydroxy-6-oxonona-2,4-dienedioate hydrolase, go to the full flat file.
Reaction
Synonyms
2-hydroxy-6-keto-nona-1,9-dioic acid 5,6-hydrolase, 2-hydroxy-6-ketonona-1,9-dioic acid 5,6-hydrolase, 2-hydroxy-6-ketonona-2,4-diene-1,9-dioic acid 5,6-hydrolase, 2-hydroxy-6-ketonona-2,4-dienedioate hydrolase, MCP hydrolase, meta-cleavage product hydrolase, MhpC
ECTree
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Substrates Products
Substrates Products on EC 3.7.1.14 - 2-hydroxy-6-oxonona-2,4-dienedioate hydrolase
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REACTION DIAGRAM
(2E,4Z)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O
(2E)-2-hydroxypenta-2,4-dienoate + succinate
(2Z,4E)-2-hydroxy-6-oxonona-2,4-diene-1,9-dioate + H2O
(2Z)-2-hydroxypenta-2,4-dienoate + succinate
the enzyme also catalyses the reverse reaction of C-C hydrolysis, namely C-C bond formation
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2-hydroxy-6-keto-6-phenylhexa-2,4-dienoic acid + H2O
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MhpC mutant is able to accept the 2-hydroxy-6-keto-6-phenylhexa-2,4-dienoic acid, on a shorter time scale
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(2E)-2-hydroxypenta-2,4-dienoate + succinate
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(2E,4Z)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O
(2E)-2-hydroxypenta-2,4-dienoate + succinate
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(2E,4Z)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O
(2E)-2-hydroxypenta-2,4-dienoate + succinate
the enzyme is involved catabolism of 3-(3-hydroxyphenyl)propionate
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(2E,4Z)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O
(2E)-2-hydroxypenta-2,4-dienoate + succinate
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the enzyme is involved in 3-phenylpropanoate catabolism
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(2E,4Z)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O
(2E)-2-hydroxypenta-2,4-dienoate + succinate
the enzyme is involved in 3-phenylpropanoate catabolism
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(2E,4Z)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O
(2E)-2-hydroxypenta-2,4-dienoate + succinate
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the enzyme is involved in 3-phenylpropanoate catabolism
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(2E,4Z)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O
(2E)-2-hydroxypenta-2,4-dienoate + succinate
the enzyme is involved in 3-phenylpropanoate catabolism
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(2E,4Z)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O
(2E)-2-hydroxypenta-2,4-dienoate + succinate
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(2E,4Z)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O
(2E)-2-hydroxypenta-2,4-dienoate + succinate
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the enzyme is involved in 3-phenylpropanoate catabolism
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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
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additional information
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the enzyme is able to catalyse carbon-carbon bond formation. In addition to its natural substrate 2-hydroxy-6-oxonona-1,9-dienedioic acid, enzyme MhpC also hydrolyses various analogues and also the hydrolysis of ester bonds of monoethyl adipate and 4-nitrophenyl valerate. The H114A mutant of the enzyme also hydrolyses 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid, HOPDA, a substrate of enzyme BphD, EC 3.7.1.8. Incubation of monomethyl succinate and ethyl 2-hydroxypentadienoate with the wild-type freeze-dried MhpC in hexane result in C-C bond formation product
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