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MetaCyc Enzyme: 2-hydroxypentadienoate hydratase

Gene: mhpD Accession Numbers: M013 (MetaCyc), b0350, ECK0347

Synonyms: mhpS

Species: Escherichia coli K-12 substr. MG1655

Subunit composition of 2-hydroxypentadienoate hydratase = [MhpD]5

Summary:
2-hydroxypentadienoate hydratase (MhpD) converts 2-hydroxypenta-2,4-dienoate (HPD) into 4-hydroxy-2-ketopentanoate [Pollard98, Ferrandez97].

E. coli is able to utilize certain aromatic acids as carbon and energy sources. A meta-cleavage pathway involving MhpD is used for the catabolism of 3-(3-hydroxyphenyl)propionate [Burlingame83].

Locations: cytosol

Map Position: [371,339 -> 372,148]

Molecular Weight of Polypeptide: 28.89 kD (from nucleotide sequence), 28.0 kD (experimental) [Pollard98 ]

Molecular Weight of Multimer: 151.0 kD (experimental) [Montgomery10]

Unification Links: ASAP:ABE-0001205 , EchoBASE:EB4022 , EcoGene:EG14274 , EcoliWiki:b0350 , ModBase:P77608 , OU-Microarray:b0350 , PortEco:mhpD , PR:PRO_000023231 , Pride:P77608 , Protein Model Portal:P77608 , RefSeq:NP_414884 , RegulonDB:M013 , SMR:P77608 , String:511145.b0350 , UniProt:P77608

Relationship Links: InterPro:IN-FAMILY:IPR002529 , InterPro:IN-FAMILY:IPR011234 , InterPro:IN-FAMILY:IPR023793 , PDB:Structure:1SV6 , PDB:Structure:2WQT , Pfam:IN-FAMILY:PF01557

Gene-Reaction Schematic: ?

Gene-Reaction Schematic

GO Terms:

Biological Process: GO:0008152 - metabolic process Inferred by computational analysis [GOA01a]
GO:0019380 - 3-phenylpropionate catabolic process Inferred by computational analysis [UniProtGOA12]
GO:0019439 - aromatic compound catabolic process Author statement Inferred by computational analysis [UniProtGOA11a, GOA06, GOA01a, Ferrandez97]
Molecular Function: GO:0008684 - 2-oxopent-4-enoate hydratase activity Inferred from experiment Inferred by computational analysis [GOA06, GOA01, GOA01a, Pollard98]
GO:0030145 - manganese ion binding Inferred from experiment Inferred by computational analysis [GOA01a, Pollard98]
GO:0042802 - identical protein binding Inferred from experiment [Montgomery10]
GO:0003824 - catalytic activity Inferred by computational analysis [GOA01a]
GO:0016829 - lyase activity Inferred by computational analysis [UniProtGOA11a]
Cellular Component: GO:0005737 - cytoplasm Inferred from experiment [Pollard98]
GO:0005829 - cytosol Inferred by computational analysis [DiazMejia09]

MultiFun Terms: metabolism carbon utilization carbon compounds

Credits:
Created in EcoCyc 27-Oct-2011 by Keseler I , SRI International
Imported from EcoCyc 02-Jun-2015 by Paley S , SRI International


Enzymatic reaction of: 2-oxopent-4-enoate hydratase (2-hydroxypentadienoate hydratase)

Synonyms: 2-keto-4-pentenoate hydratase

EC Number: 4.2.1.80

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

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

This reaction is reversible.

Alternative Substrates [Comment 1]:

In Pathways: 3-phenylpropanoate and 3-(3-hydroxyphenyl)propanoate degradation , 2-oxopentenoate degradation

Credits:
Imported from EcoCyc 02-Jun-2015 by Paley S , SRI International

Cofactors or Prosthetic Groups: Mn2+ [Pollard98]

Inhibitors (Unknown Mechanism): oxalate [Pollard98]

Kinetic Parameters:

Substrate
Km (μM)
kcat (sec-1)
kcat/Km (sec-1 μM-1)
Citations
2-oxopent-4-enoate
41.0
450.0
10.98
[Pollard98]

pH(opt): 5.5-8 [Pollard98]


Sequence Features

Feature Class Location Citations Comment
Sequence-Conflict 202
[Kawamukai96, UniProt15]
UniProt: (in Ref. 1; BAA13055).

History:
Peter D. Karp on Wed Jan 18, 2006:
Gene left-end position adjusted based on analysis performed in the 2005 E. coli annotation update [Riley06 ].
3/2/1998 (pkarp) Merged genes G6204/mhpD and M013/mhpD
Markus Krummenacker on Tue Oct 14, 1997:
Gene object created from Blattner lab Genbank (v. M52) entry.


References

Burlingame83: Burlingame R, Chapman PJ (1983). "Catabolism of phenylpropionic acid and its 3-hydroxy derivative by Escherichia coli." J Bacteriol 1983;155(1);113-21. PMID: 6345502

Burlingame83a: Burlingame R, Chapman PJ (1983). "Stereospecificity in meta-fission catabolic pathways." J Bacteriol 155(1);424-6. PMID: 6345511

DiazMejia09: Diaz-Mejia JJ, Babu M, Emili A (2009). "Computational and experimental approaches to chart the Escherichia coli cell-envelope-associated proteome and interactome." FEMS Microbiol Rev 33(1);66-97. PMID: 19054114

Ferrandez97: Ferrandez A, Garcia JL, Diaz E (1997). "Genetic characterization and expression in heterologous hosts of the 3-(3-hydroxyphenyl)propionate catabolic pathway of Escherichia coli K-12." J Bacteriol 1997;179(8);2573-81. PMID: 9098055

GOA01: GOA, MGI (2001). "Gene Ontology annotation based on Enzyme Commission mapping." Genomics 74;121-128.

GOA01a: GOA, DDB, FB, MGI, ZFIN (2001). "Gene Ontology annotation through association of InterPro records with GO terms."

GOA06: GOA, SIB (2006). "Electronic Gene Ontology annotations created by transferring manual GO annotations between orthologous microbial proteins."

Kawamukai96: Kawamukai M. (1996). "Complete sequence of the mhp operon." Data submission to EMBL/GenBank/DDBJ databases on 1996-06.

Montgomery10: Montgomery MG, Coker AR, Taylor IA, Wood SP (2010). "Assembly of a 20-nm protein cage by Escherichia coli 2-hydroxypentadienoic acid hydratase." J Mol Biol 396(5);1379-91. PMID: 20053352

Pollard98: Pollard JR, Bugg TD (1998). "Purification, characterisation and reaction mechanism of monofunctional 2-hydroxypentadienoic acid hydratase from Escherichia coli." Eur J Biochem 251(1-2);98-106. PMID: 9492273

Riley06: Riley M, Abe T, Arnaud MB, Berlyn MK, Blattner FR, Chaudhuri RR, Glasner JD, Horiuchi T, Keseler IM, Kosuge T, Mori H, Perna NT, Plunkett G, Rudd KE, Serres MH, Thomas GH, Thomson NR, Wishart D, Wanner BL (2006). "Escherichia coli K-12: a cooperatively developed annotation snapshot--2005." Nucleic Acids Res 34(1);1-9. PMID: 16397293

UniProt15: UniProt Consortium (2015). "UniProt version 2015-01 released on 2015-01-16 00:00:00." Database.

UniProtGOA11a: UniProt-GOA (2011). "Gene Ontology annotation based on manual assignment of UniProtKB keywords in UniProtKB/Swiss-Prot entries."

UniProtGOA12: UniProt-GOA (2012). "Gene Ontology annotation based on UniPathway vocabulary mapping."


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 19.0 on Sun Aug 30, 2015, biocyc11.