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MetaCyc Enzyme: 2,3-dihydroxy-2,3-dihydrophenylpropionate dehydrogenase

Gene: hcaB Accession Numbers: G7335 (MetaCyc), b2541, ECK2538

Synonyms: yfhX, phdD

Species: Escherichia coli K-12 substr. MG1655

Summary:
Based on sequence similarity, HcaB is thought to encode 2,3-dihydroxy-2,3-dihydrophenylpropionate dehydrogenase [Diaz98]. The HcaB enzyme has not been biochemically characterized.

E. coli is able to utilize certain aromatic acids as carbon and energy sources. A meta-cleavage pathway involving HcaB is used for the catabolism of 3-phenylpropionate [Burlingame83, Diaz98].

An hcaB mutant does not grow on m-hydroxyphenylpropionate (MHP) as the sole source of carbon [Burlingame86].

HcaB: "hydroxycinnamic acid" [Diaz98]

Locations: cytosol

Map Position: [2,669,247 -> 2,670,059]

Molecular Weight of Polypeptide: 28.5 kD (from nucleotide sequence)

Unification Links: ASAP:ABE-0008361 , EchoBASE:EB3232 , EcoGene:EG13459 , EcoliWiki:b2541 , Mint:MINT-1239788 , ModBase:P77646 , OU-Microarray:b2541 , PortEco:hcaB , PR:PRO_000022858 , Pride:P0CI31 , Protein Model Portal:P0CI31 , RefSeq:NP_417036 , RegulonDB:G7335 , SMR:P0CI31 , Swiss-Model:P77646 , UniProt:P0CI31

Relationship Links: InterPro:IN-FAMILY:IPR002198 , InterPro:IN-FAMILY:IPR002347 , InterPro:IN-FAMILY:IPR016040 , InterPro:IN-FAMILY:IPR020904 , InterPro:IN-FAMILY:IPR023643 , Pfam:IN-FAMILY:PF00106 , Prints:IN-FAMILY:PR00080 , Prints:IN-FAMILY:PR00081 , Prosite:IN-FAMILY:PS00061

Gene-Reaction Schematic: ?

GO Terms:

Biological Process: GO:0019380 - 3-phenylpropionate catabolic process Inferred from experiment Inferred by computational analysis [UniProtGOA12, Burlingame86]
GO:0008152 - metabolic process Inferred by computational analysis [GOA01]
GO:0019439 - aromatic compound catabolic process Inferred by computational analysis [UniProtGOA11, GOA06]
GO:0055114 - oxidation-reduction process Inferred by computational analysis [UniProtGOA11, GOA01]
Molecular Function: GO:0016491 - oxidoreductase activity Inferred by computational analysis [UniProtGOA11, GOA01]
GO:0018498 - 2,3-dihydroxy-2,3-dihydro-phenylpropionate dehydrogenase activity Inferred by computational analysis [GOA06]
Cellular Component: GO:0005829 - cytosol Inferred by computational analysis [DiazMejia09]

MultiFun Terms: metabolism carbon utilization carbon compounds

Credits:
Imported from EcoCyc 16-Sep-2014 by Paley S , SRI International


Enzymatic reaction of: cis-3-(2-carboxyethenyl)-3,5-cyclohexadiene-1,2-diol dehydrogenase (2,3-dihydroxy-2,3-dihydrophenylpropionate dehydrogenase)

EC Number: 1.3.1.87

(2E)-3-(5,6-dihydroxycyclohexa-1,3-dien-1-yl)prop-2-enoate + NAD+ <=> 2,3-dihydroxy-trans-cinnamate + NADH + H+

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

The reaction is favored in the direction shown.

In Pathways: cinnamate and 3-hydroxycinnamate degradation to 2-oxopent-4-enoate

Credits:
Imported from EcoCyc 16-Sep-2014 by Paley S , SRI International


Enzymatic reaction of: 2,3-dihydroxy-2,3-dihydrophenylpropionate dehydrogenase

Synonyms: 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate dehydrogenase, 3-phenylpropionate-2',3'-dihydrodiol dehydrogenase

EC Number: 1.3.1.87

3-(5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD+ <=> 3-(2,3-dihydroxyphenyl)propanoate + NADH + H+

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

The reaction is favored in the direction shown.

In Pathways: 3-phenylpropionate and 3-(3-hydroxyphenyl)propionate degradation , 3-phenylpropanoate and 3-(3-hydroxyphenyl)propanoate degradation to 2-oxopent-4-enoate

Credits:
Imported from EcoCyc 16-Sep-2014 by Paley S , SRI International


Sequence Features

Feature Class Location Citations Comment
Nucleotide-Phosphate-Binding-Region 10 -> 34
[UniProt10]
UniProt: NAD; Non-Experimental Qualifier: by similarity;
Amino-Acid-Sites-That-Bind 143
[UniProt10]
UniProt: Substrate; Non-Experimental Qualifier: by similarity;
Active-Site 156
[UniProt10]
UniProt: Proton acceptor; Non-Experimental Qualifier: by similarity;

History:
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

Burlingame86: Burlingame RP, Wyman L, Chapman PJ (1986). "Isolation and characterization of Escherichia coli mutants defective for phenylpropionate degradation." J Bacteriol 1986;168(1);55-64. PMID: 3531186

Diaz98: Diaz E, Ferrandez A, Garcia JL (1998). "Characterization of the hca cluster encoding the dioxygenolytic pathway for initial catabolism of 3-phenylpropionic acid in Escherichia coli K-12." J Bacteriol 1998;180(11);2915-23. PMID: 9603882

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

GOA01: 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."

UniProt10: UniProt Consortium (2010). "UniProt version 2010-07 released on 2010-06-15 00:00:00." Database.

UniProtGOA11: 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 18.5 on Thu Nov 27, 2014, BIOCYC14B.