3-(3-hydroxy-phenyl)propionate/3-hydroxycinnamic acid hydroxylase (P77397)

Identification
Name:3-(3-hydroxy-phenyl)propionate/3-hydroxycinnamic acid hydroxylase
Synonyms:
  • 3-HCI hydroxylase
  • 3-HPP hydroxylase
Gene Name:mhpA
Enzyme Class:
Biological Properties
General Function:Involved in 3-(3-hydroxyphenyl)propionate hydroxylase activity
Specific Function:Catalyzes the insertion of one atom of molecular oxygen into position 2 of the phenyl ring of 3-(3- hydroxyphenyl)propionate (3-HPP) and hydroxycinnamic acid (3HCI)
Cellular Location:Not Available
SMPDB Pathways:
KEGG Pathways:
  • Microbial metabolism in diverse environments ec01120
  • Phenylalanine metabolism ec00360
KEGG Reactions:
1.0Thumb+1.0Thumb+1.0Thumb+1.0Thumb → 1.0Thumb+1.0Thumb+1.0Thumb
1.03-(3-Hydroxyphenyl)propanoic acid + 1.0Hydrogen ion + 1.0NADH + 1.0Oxygen → 1.03-(2,3-Dihydroxyphenyl)propionic acid + 1.0Water + 1.0NAD
ReactionCard
1.0Thumb+1.0Thumb+1.0Thumb+1.0Thumb → 1.0Thumb+1.0Thumb+1.0Thumb
1.03-Hydroxycinnamic acid + 1.0Hydrogen ion + 1.0NADH + 1.0Oxygen → 1.0Trans-2,3-Dihydroxycinnamate + 1.0Water + 1.0NAD
ReactionCard
1.0Thumb+1.0Thumb+1.0Thumb+1.0Thumb ↔ 1.0Thumb+1.0Thumb+1.0Thumb
1.03-(3-Hydroxyphenyl)propanoic acid + 1.0Oxygen + 1.0NADH + 1.0Hydrogen ion ↔ 1.03-(2,3-Dihydroxyphenyl)propionic acid + 1.0Water + 1.0NAD
ReactionCard
1.0Thumb+1.0Thumb+1.0Thumb+1.0Thumb ↔ 1.0Thumb+1.0Thumb+1.0Thumb
1.03-Hydroxycinnamic acid + 1.0Oxygen + 1.0NADH + 1.0Hydrogen ion ↔ 1.0Trans-2,3-Dihydroxycinnamate + 1.0Water + 1.0NAD
ReactionCard
1.0Thumb+1.0Thumb+1.0Thumb+1.0Thumb+1.0Thumb ↔ 1.0Thumb+1.0Thumb+1.0Thumb+1.0Thumb
1.03-(3-Hydroxyphenyl)propanoic acid + 1.0NADH + 1.0Hydrogen ion + 1.0Oxygen + 1.03-Hydroxycinnamic acid ↔ 1.03-(2,3-Dihydroxyphenyl)propionic acid + 1.0Water + 1.0NAD + 1.0Trans-2,3-Dihydroxycinnamate
ReactionCard
SMPDB Reactions:
1.0Thumb+1.0Thumb+1.0Thumb+1.0Thumb → 1.0Thumb+1.0Thumb+1.02-Hydroxy-3-(4-hydroxyphenyl)propenoic acid+1.0Thumb
1.03-Hydroxycinnamic acid + 1.0Hydrogen ion + 1.0NADH + 1.0Oxygen → 1.0NAD + 1.0Water + 1.02-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + 1.02-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
ReactionCard
EcoCyc Reactions:
1.0Thumb+1.0Thumb+1.0Thumb+1.0Thumb → 1.0Thumb+1.0Thumb+1.0Thumb
1.03-Hydroxycinnamic acid + 1.0Hydrogen ion + 1.0NADH + 1.0Oxygen → 1.0Trans-2,3-Dihydroxycinnamate + 1.0Water + 1.0NAD
ReactionCard
1.0Thumb+1.0Thumb+1.0Thumb+1.0Thumb → 1.0Thumb+1.0Thumb+1.0Thumb
1.0Hydrogen ion + 1.03-(3-Hydroxyphenyl)propionate + 1.0NADH + 1.0Oxygen → 1.0Water + 1.03-(2,3-Dihydroxyphenyl)propionic acid + 1.0NAD
ReactionCard
Complex Reactions:
1.0Thumb+1.0Thumb+1.0Thumb → 1.0Thumb+1.0Thumb+1.0Thumb
1.03-(3-Hydroxyphenyl)propanoic acid + 1.0NADH + 1.0Oxygen → 1.03-(2,3-Dihydroxyphenyl)propanoate + 1.0Water + 1.0NAD
ReactionCard
1.0Thumb+1.0Thumb+1.0Thumb → 1.0Thumb+1.0Thumb+1.0Thumb
1.03-Hydroxycinnamic acid + 1.0NADH + 1.0Oxygen → 1.0Trans-2,3-Dihydroxycinnamate + 1.0Water + 1.0NAD
ReactionCard
Metabolites:
ECMDB IDNameView
ECMDB249152-Hydroxy-3-(4-hydroxyphenyl)propenoic acidMetaboCard
ECMDB200643-(2,3-Dihydroxyphenyl)propanoateMetaboCard
ECMDB040613-(2,3-Dihydroxyphenyl)propionic acidMetaboCard
ECMDB003753-(3-Hydroxyphenyl)propanoic acidMetaboCard
ECMDB040833-(3-Hydroxyphenyl)propionateMetaboCard
ECMDB211713-Hydroxycinnamic acidMetaboCard
ECMDB21225Hydrogen ionMetaboCard
ECMDB00902NADMetaboCard
ECMDB01487NADHMetaboCard
ECMDB04124OxygenMetaboCard
ECMDB20197Trans-2,3-DihydroxycinnamateMetaboCard
ECMDB00494WaterMetaboCard
GO Classification:
Function
catalytic activity
monooxygenase activity
oxidoreductase activity
Process
metabolic process
oxidation reduction
Gene Properties
Blattner:b0347
Gene OrientationClockwise
Centisome Percentage:7.93
Left Sequence End367835
Right Sequence End369499
Gene Sequence:
>1665 bp
ATGGCAATACAACACCCTGACATCCAGCCTGCTGTTAACCATAGCGTTCAGGTGGCGATC
GCTGGTGCCGGCCCGGTTGGGCTGATGATGGCGAACTATCTCGGCCAGATGGGCATTGAC
GTGCTGGTGGTGGAGAAACTCGATAAGTTGATCGACTACCCGCGTGCGATTGGTATTGAT
GACGAGGCGCTGCGCACCATGCAGTCGGTCGGCCTGGTCGATGATGTTCTGCCGCACACT
ACGCCGTGGCACGCGATGCGTTTTCTCACCCCGAAAGGCCGCTGTTTTGCTGATATTCAG
CCAATGACCGATGAATTTGGCTGGCCGCGCCGTAACGCCTTTATTCAGCCGCAGGTCGAT
GCGGTGATGCTGGAAGGGGTGTCGCGTTTTCCGAATGTGCGCTGCTTGTTTTCCCGCGAG
CTGGAGGCCTTCAGTCAGCAAGATGACGAAGTGACCTTGCACCTGAAAACGGCAGAAGGG
CAGCGGGAAATAGTCAAAGCCCAGTGGCTGGTAGCCTGTGACGGTGGAGCAAGTTTTGTC
CGTCGCACTCTGAATGTGCCGTTTGAAGGTAAAACTGCGCCAAATCAGTGGATTGTGGTA
GATATCGCCAACGATCCGTTAAGTACGCCGCATATCTATTTGTGTTGCGATCCGGTGCGC
CCGTATGTTTCTGCCGCGCTGCCTCATGCGGTACGTCGCTTTGAATTTATGGTGATGCCG
GGAGAAACCGAAGAGCAGCTGCGTGAGCCGCAAAATATGCGCAAGCTGTTAAGCAAAGTG
CTGCCTAATCCGGACAATGTTGAATTGATTCGCCAGCGTGTCTACACCCACAACGCGCGA
CTGGCGCAACGTTTCCGTATTGATCGCGTACTGCTGGCGGGCGATGCCGCGCACATCATG
CCGGTATGGCAGGGGCAGGGCTATAACAGTGGTATGCGCGACGCCTTTAACCTCGCATGG
AAACTGGCGTTGGTTATCCAGGGGAAAGCCCGCGATGCGCTGCTCGATACCTATCAACAA
GAACGTCGCGATCACGCCAAAGCGATGATTGACCTGTCCGTGACGGCGGGCAACGTGCTG
GCTCCGCCGAAACGCTGGCAGGGTACGTTACGTGACGGCGTTTCCTGGCTGTTGAATTAT
CTGCCGCCAGTAAAACGCTACTTCCTCGAAATGCGCTTCAAGCCGATGCCGCAATATTAC
GGCGGTGCGCTGATGCGTGAGGGCGAAGCGAAGCACTCTCCGGTCGGCAAGATGTTTATT
CAGCCGAAAGTCACGCTGGAAAACGGCGACGTGACGCTGCTCGATAACGCGATCGGCGCG
AACTTCGCGGTAATTGGCTGGGGATGCAATCCACTGTGGGGGATGAGCGACGAGCAAATC
CAGCAGTGGCGCGCGTTGGGCACACGCTTCATTCAGGTGGTGCCGGAAGTGCAAATTCAT
ACCGCACAGGATAACCACGACGGCGTACTACGCGTGGGCGATACGCAAGGTCGCCTGCGT
AGCTGGTTCGCGCAACACAATGCTTCGCTGGTGGTGATGCGCCCGGATCGCTTTGTTGCC
GCCACCGCCATTCCGCAAACCCTGGGCAAGACCCTGAATAAACTGGCGTCGGTGATGACG
CTGACCCGCCCTGATGCCGACGTTTCTGTCGAAAAGGTAGCCTGA
Protein Properties
Pfam Domain Function:
Protein Residues:554
Protein Molecular Weight:62185
Protein Theoretical pI:8
Signaling Regions:
  • None
Transmembrane Regions:
  • None
Protein Sequence:
>3-(3-hydroxy-phenyl)propionate/3-hydroxycinnamic acid hydroxylase
MAIQHPDIQPAVNHSVQVAIAGAGPVGLMMANYLGQMGIDVLVVEKLDKLIDYPRAIGID
DEALRTMQSVGLVDDVLPHTTPWHAMRFLTPKGRCFADIQPMTDEFGWPRRNAFIQPQVD
AVMLEGVSRFPNVRCLFSRELEAFSQQDDEVTLHLKTAEGQREIVKAQWLVACDGGASFV
RRTLNVPFEGKTAPNQWIVVDIANDPLSTPHIYLCCDPVRPYVSAALPHAVRRFEFMVMP
GETEEQLREPQNMRKLLSKVLPNPDNVELIRQRVYTHNARLAQRFRIDRVLLAGDAAHIM
PVWQGQGYNSGMRDAFNLAWKLALVIQGKARDALLDTYQQERRDHAKAMIDLSVTAGNVL
APPKRWQGTLRDGVSWLLNYLPPVKRYFLEMRFKPMPQYYGGALMREGEAKHSPVGKMFI
QPKVTLENGDVTLLDNAIGANFAVIGWGCNPLWGMSDEQIQQWRALGTRFIQVVPEVQIH
TAQDNHDGVLRVGDTQGRLRSWFAQHNASLVVMRPDRFVAATAIPQTLGKTLNKLASVMT
LTRPDADVSVEKVA
References
External Links:
ResourceLink
Uniprot ID:P77397
Uniprot Name:MHPA_ECOLI
GenBank Gene ID:AP009048
Genebank Protein ID:85674489
Ecogene ID:EG20273
Ecocyc:EG20273
ColiBase:b0347
Kegg Gene:b0347
EchoBASE ID:EB4166
CCDB:MHPA_ECOLI
BacMap:16128332
General Reference:
  • Blattner, F. R., Plunkett, G. 3rd, Bloch, C. A., Perna, N. T., Burland, V., Riley, M., Collado-Vides, J., Glasner, J. D., Rode, C. K., Mayhew, G. F., Gregor, J., Davis, N. W., Kirkpatrick, H. A., Goeden, M. A., Rose, D. J., Mau, B., Shao, Y. (1997). "The complete genome sequence of Escherichia coli K-12." Science 277:1453-1462. Pubmed: 9278503
  • Diaz, E., Ferrandez, A., Garcia, J. L. (1998). "Characterization of the hca cluster encoding the dioxygenolytic pathway for initial catabolism of 3-phenylpropionic acid in Escherichia coli K-12." J Bacteriol 180:2915-2923. Pubmed: 9603882
  • Ferrandez, A., Garcia, J. L., 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 179:2573-2581. Pubmed: 9098055
  • Hayashi, K., Morooka, N., Yamamoto, Y., Fujita, K., Isono, K., Choi, S., Ohtsubo, E., Baba, T., Wanner, B. L., Mori, H., Horiuchi, T. (2006). "Highly accurate genome sequences of Escherichia coli K-12 strains MG1655 and W3110." Mol Syst Biol 2:2006.0007. Pubmed: 16738553