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Ligand 2-oxopent-4-enoate

Basic Ligand Information

Molecular Structure

Pathway Source

Pathways

BRENDA

aerobic toluene degradation, phenol degradation, tryptophan metabolism

KEGG

Benzoate degradation, Degradation of aromatic compounds, Dioxin degradation, Ethylbenzene degradation, Microbial metabolism in diverse environments, Phenylalanine metabolism, Styrene degradation, Xylene degradation more

MetaCyc

carbazole degradation, fluorene degradation I, hypoglycin biosynthesis

Show all BRENDA pathways known for 2-oxopent-4-enoate

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Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (7 results)

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Show Natural Product (7 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.7.1.8

2,6-dioxo-6-phenylhexa-3-enoate + H2O = benzoate + 2-oxopent-4-enoate

0

-

3.7.1.8

2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate + H2O = 2-oxopent-4-enoate + salicylate

0

-

3.7.1.8

2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate + H2O = 2-oxopent-4-enoate + salicylate + H+

0

-

3.7.1.9

2-hydroxy-6-oxohepta-2,4-dienoate + H2O = formate + 2-oxopent-4-enoate

0

-

3.7.1.9

2-hydroxymuconate 6-semialdehyde + H2O = formate + 2-oxopent-4-enoate

247053

-

3.7.1.9

2-hydroxymuconate-6-semialdehyde + H2O = formate + 2-oxopent-4-enoate

0

-

3.7.1.8

3 entries

3.7.1.9

3 entries

4.1.1.77

4-Oxalocrotonate = 2-Oxopent-4-enoate + CO2

0

-

Substrate in Enzyme-catalyzed Reactions (1 result)

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Show Substrate (1 entry)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

5.3.2.6

2-oxopent-4-enoate = 2-hydroxy-2,4-pentadienoate

726964

-

Product in Enzyme-catalyzed Reactions (17 results)

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Show Product (17 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.4.1.1

L-2-amino-4-pentenoate + H2O + NAD+ = 2-oxo-4-pentenoate + NH3 + NADH

0

-

3.7.1.8

2,6-dioxo-6-phenylhexa-3-enoate + H2O = benzoate + 2-oxopent-4-enoate

0

-

3.7.1.8

2-hydroxy-6-oxo-6-(2,3-dihydroxyphenyl)-hexa-2,4-dienoate + H2O = 2,3-dihydroxybenzoate + 2-oxopent-4-enoate + H+

0

-

3.7.1.8

2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate + H2O = 2-oxopent-4-enoate + salicylate

0

-

3.7.1.8

2-hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate + H2O = 2-oxopent-4-enoate + salicylate + H+

0

-

3.7.1.8

2-hydroxy-6-oxo-6-(2-hydroxyphenyl)hexa-2,4-dienoate + H2O = 2-oxopent-4-enoate + salicylate

247042

-

3.7.1.8

2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O = benzoate + 2-oxopent-4-enoate

0

-

3.7.1.9

2-hydroxy-6-oxohepta-2,4-dienoate + H2O = formate + 2-oxopent-4-enoate

0

-

3.7.1.9

2-hydroxymuconate 6-semialdehyde + H2O = formate + 2-oxopent-4-enoate

247053

-

3.7.1.9

2-hydroxymuconate semialdehyde + H2O = formate + 2-oxopent-4-enoate

0, 247046

-

3.7.1.9

2-hydroxymuconate-6-semialdehyde + H2O = formate + 2-oxopent-4-enoate

0

-

4.1.1.77

(3E)-2-oxohex-3-enedioate = 2-oxopent-4-enoate + CO2

0

-

4.1.1.77

2-oxo-3-hexenedioate = 2-oxopent-4-enoate + CO2

649993

-

4.1.1.77

4-Oxalocrotonate = 2-Oxopent-4-enoate + CO2

4836, 0, 4834, 4835, 4837

-

3.7.1.8

6 entries

3.7.1.9

4 entries

4.1.1.77

3 entries

4.2.1.80

4-hydroxy-2-oxopentanoate = 2-oxopent-4-enoate + H2O

0

-

4.5.1.4

L-2-amino-4-chloro-4-pentenoic acid + H2O = 2-oxo-4-pentenoic acid + chloride + NH3

648765

-

5.3.2.6

2-hydroxy-2,4-pentadienoate = 2-oxo-4-pentenoate

0

-

Enzyme Kinetic Parameters

References & Links

Literature References (10)

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Show Reference (10 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

4834

6370966

Evidence for isofunctional enzymes in the degradation of phenol, m- and p-toluate, and p-cresol via catechol meta-cleavage pathways in Alcaligenes eutrophus

1984

Hughes, E.J.L.; Bayly, R.C.; Skurray, R.A.

J. Bacteriol.

158

79-83

4835

1856161

Genetic organization and regulation of a meta cleaveage pathway for catechols produced from catabolism of toluene, benzene, phenol, and cresols by Pseudomonas pickettii PKO1

1991

Kukor, J.J.; Olsen, R.H.

J. Bacteriol.

173

4587-4594

4836

1732207

Nucleotide sequence and functional analysis of the complete phenol/3,4-dimethylphenol catabolic pathway of Pseudomonas sp. strain CF600

1992

Shingler, V.; Powlowski, J.; Marklund, U.

J. Bacteriol.

174

711-724

4837

-

Stereochemical and isotopic labelling studies of 4-oxalocrotonate decarboxylase and vinylpyruvate hydratase: analysis and mechanistic implications

1994

Lian, H.; Whitman, C.P.

J. Am. Chem. Soc.

116

10403-10411

247042

7764304

Purification of two isofunctional hydrolases (EC 3.7.1.8) in the degradative pathway for dibenzofuran in Sphingomonas sp. strain RW1

1993

Buenz, P.V.; Falchetto, R.; Cook, A.M.

Biodegradation

4

171-178

247046

4325686

The meta cleavage of catechol by Azotobacter species. 4-Oxalocrotonate pathway

1971

Sala-Trepat, J.M.; Evans, W.C.

Eur. J. Biochem.

20

400-413

247053

9265767

A high level of accumulation of 2-hydroxymuconic 6-semialdehyde from aniline by the transpositional mutant Y-2 of Pseudomonas species AW-2

1997

Aoki, K.; Kodama, N.; Murakami, S.; Shinke, R.

Microbiol. Res.

152

129-135

648765

-

Dehalogenation and deamination of L-2-amino-4-chloro-4-pentenoic acid by Proteus mirabilis

1987

Moriguchi, M.; Hoshino, S.; Hatanaka, S.I.

Agric. Biol. Chem.

51

3295-3299

649993

10651637

Expression and stereochemical and isotope effect studies of active 4-oxalocrotonate decarboxylase

2000

Stanley, T.M.; Johnson, W.H., Jr.; Burks, E.A.; Whitman, C.P.; Hwang, C.C.; Cook, P.F.

Biochemistry

39

718-726

726964

21809870

Kinetic, crystallographic, and mechanistic characterization of TomN: elucidation of a function for a 4-oxalocrotonate tautomerase homologue in the tomaymycin biosynthetic pathway

2011

Burks, E.A.; Yan, W.; Johnson, W.H.; Li, W.; Schroeder, G.K.; Min, C.; Gerratana, B.; Zhang, Y.; Whitman, C.P.

Biochemistry

50

7600-7611

Links to other databases for 2-oxopent-4-enoate

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Show Links (1 entry)

ChEBI

PubChem