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Escherichia coli K-12 substr. MG1655 Enzyme: 3-(3-hydroxyphenyl)propionate 2-hydroxylase



Gene: mhpA Accession Numbers: M010 (EcoCyc), b0347, ECK0344

Regulation Summary Diagram: ?

Summary:
mhpA encodes a flavin-type monooxygenase [Ferrandez97]. The MhpA enzyme has not been biochemically characterized.

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

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

Locations: cytosol

Map Position: [367,835 -> 369,499] (7.93 centisomes)
Length: 1665 bp / 554 aa

Molecular Weight of Polypeptide: 62.186 kD (from nucleotide sequence)

Unification Links: ASAP:ABE-0001196 , EchoBASE:EB4166 , EcoGene:EG20273 , EcoliWiki:b0347 , ModBase:P77397 , OU-Microarray:b0347 , PortEco:mhpA , PR:PRO_000023228 , Pride:P77397 , Protein Model Portal:P77397 , RefSeq:NP_414881 , RegulonDB:M010 , SMR:P77397 , String:511145.b0347 , UniProt:P77397

Relationship Links: InterPro:IN-FAMILY:IPR002938 , InterPro:IN-FAMILY:IPR003042 , InterPro:IN-FAMILY:IPR023786 , Pfam:IN-FAMILY:PF01494 , Prints:IN-FAMILY:PR00420

Gene-Reaction Schematic: ?

Genetic Regulation Schematic: ?

GO Terms:

Biological Process: GO:0046271 - phenylpropanoid catabolic process Inferred from experiment [Burlingame86]
GO:0008152 - metabolic process Inferred by computational analysis [GOA01]
GO:0019380 - 3-phenylpropionate catabolic process Inferred by computational analysis [UniProtGOA12]
GO:0019439 - aromatic compound catabolic process Inferred by computational analysis [UniProtGOA11]
GO:0019622 - 3-(3-hydroxy)phenylpropionate catabolic process Inferred by computational analysis [GOA06, GOA01]
GO:0055114 - oxidation-reduction process Inferred by computational analysis [UniProtGOA11, GOA01]
Molecular Function: GO:0008688 - 3-(3-hydroxyphenyl)propionate hydroxylase activity Inferred by computational analysis [GOA06, GOA01]
GO:0016491 - oxidoreductase activity Inferred by computational analysis [UniProtGOA11, GOA01]
Cellular Component: GO:0005829 - cytosol Inferred by computational analysis [DiazMejia09]

MultiFun Terms: metabolism carbon utilization carbon compounds

Essentiality data for mhpA knockouts: ?

Growth Medium Growth? T (°C) O2 pH Osm/L Growth Observations
LB enriched Yes 37 Aerobic 6.95   Yes [Gerdes03, Comment 1]
LB Lennox Yes 37 Aerobic 7   Yes [Baba06, Comment 2]
M9 medium with 1% glycerol Yes 37 Aerobic 7.2 0.35 Yes [Joyce06, Comment 3]
MOPS medium with 0.4% glucose Yes 37 Aerobic 7.2 0.22 Yes [Baba06, Comment 2]
Yes [Feist07, Comment 4]

Credits:
Last-Curated ? 25-Oct-2011 by Keseler I , SRI International


Enzymatic reaction of: 3-hydroxy-trans-cinnamate hydroxylase (3-(3-hydroxyphenyl)propionate 2-hydroxylase)

EC Number: 1.14.13.127

3-hydroxy-trans-cinnamate + NADH + oxygen + H+ <=> 2,3-dihydroxy-trans-cinnamate + NAD+ + H2O

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 physiologically favored in the direction shown.

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


Enzymatic reaction of: 3-(3-hydroxyphenyl)propionate 2-hydroxylase

Synonyms: 3-hydroxyphenylpropionate 2-monooxygenase, 3-(3-hydroxyphenyl)propanoate 2-hydroxylase

EC Number: 1.14.13.127

3-(3-hydroxyphenyl)propionate + NADH + H+ + oxygen <=> 3-(2,3-dihydroxyphenyl)propanoate + NAD+ + H2O

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 physiologically 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


Sequence Features

Feature Class Location Citations Comment
Nucleotide-Phosphate-Binding-Region 17 -> 46
[UniProt10a]
UniProt: FAD; Non-Experimental Qualifier: potential;
Sequence-Conflict 272
[Kawamukai96, UniProt10]
Alternate sequence: Q → H; UniProt: (in Ref. 1; BAA13052);
Nucleotide-Phosphate-Binding-Region 285 -> 295
[UniProt10a]
UniProt: FAD; Non-Experimental Qualifier: potential;
Sequence-Conflict 360
[Kawamukai96, UniProt10]
Alternate sequence: L → P; UniProt: (in Ref. 1; BAA13052);
Sequence-Conflict 502
[Kawamukai96, UniProt10]
Alternate sequence: W → G; UniProt: (in Ref. 1; BAA13052);


Gene Local Context (not to scale): ?

Transcription Unit:

Notes:

History:
3/2/1998 (pkarp) Merged genes G6202/mhpA and M010/EG20273
Markus Krummenacker on Tue Oct 14, 1997:
Gene object created from Blattner lab Genbank (v. M52) entry.


References

Baba06: Baba T, Ara T, Hasegawa M, Takai Y, Okumura Y, Baba M, Datsenko KA, Tomita M, Wanner BL, Mori H (2006). "Construction of Escherichia coli K-12 in-frame, single-gene knockout mutants: the Keio collection." Mol Syst Biol 2;2006.0008. PMID: 16738554

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

Feist07: Feist AM, Henry CS, Reed JL, Krummenacker M, Joyce AR, Karp PD, Broadbelt LJ, Hatzimanikatis V, Palsson BO (2007). "A genome-scale metabolic reconstruction for Escherichia coli K-12 MG1655 that accounts for 1260 ORFs and thermodynamic information." Mol Syst Biol 3;121. PMID: 17593909

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

Gerdes03: Gerdes SY, Scholle MD, Campbell JW, Balazsi G, Ravasz E, Daugherty MD, Somera AL, Kyrpides NC, Anderson I, Gelfand MS, Bhattacharya A, Kapatral V, D'Souza M, Baev MV, Grechkin Y, Mseeh F, Fonstein MY, Overbeek R, Barabasi AL, Oltvai ZN, Osterman AL (2003). "Experimental determination and system level analysis of essential genes in Escherichia coli MG1655." J Bacteriol 185(19);5673-84. PMID: 13129938

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."

Joyce06: Joyce AR, Reed JL, White A, Edwards R, Osterman A, Baba T, Mori H, Lesely SA, Palsson BO, Agarwalla S (2006). "Experimental and computational assessment of conditionally essential genes in Escherichia coli." J Bacteriol 188(23);8259-71. PMID: 17012394

Kawamukai96: Kawamukai M. (1996). Data submission to EMBL/GenBank/DDBJ databases on 1996-06.

UniProt10: UniProt Consortium (2010). "UniProt version 2010-11 released on 2010-11-02 00:00:00." Database.

UniProt10a: 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."

Other References Related to Gene Regulation

Torres03: Torres B, Porras G, Garcia JL, Diaz E (2003). "Regulation of the mhp cluster responsible for 3-(3-hydroxyphenyl) propionic acid degradation in escherichia coli." J Biol Chem 278(30);27575-85. PMID: 12748194


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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by SRI International Pathway Tools version 18.5 on Mon Dec 22, 2014, biocyc13.