ECMDB: 3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase (P0CI31)

Identification

Name:

3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase

Synonyms:

2,3-dihydroxy-2,3-dihydrophenylpropionate dehydrogenase
3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate dehydrogenase
CI-dihydrodiol dehydrogenase
Cis-3-(2-carboxyethenyl)-3,5-cyclohexadiene-1,2-diol dehydrogenase
Cis-3-(2-carboxyethyl)-3,5-cyclohexadiene-1,2-diol dehydrogenase
PP-dihydrodiol dehydrogenase

Gene Name:

hcaB

Enzyme Class:

1.3.1.87

Biological Properties

General Function:

Not Available

Specific Function:

Converts 3-phenylpropionate-dihydrodiol (PP-dihydrodiol) and cinnamic acid-dihydrodiol (CI-dihydrodiol) into 3-(2,3-dihydroxylphenyl)propanoic acid (DHPP) and 2,3-dihydroxicinnamic acid (DHCI), respectively (By similarity). Converts 3-phenylpropionate-dihydrodiol (PP-dihydrodiol) and cinnamic acid-dihydrodiol (CI-dihydrodiol) into 3-(2,3-dihydroxylphenyl)propanoic acid (DHPP) and 2,3-dihydroxicinnamic acid (DHCI), respectively (By similarity).

Cellular Location:

Not Available

SMPDB Pathways:

2-Oxopent-4-enoate metabolism PW001890
2-Oxopent-4-enoate metabolism 2 PW002035
Phenylalanine metabolism PW000921

KEGG Pathways:

Microbial metabolism in diverse environments ec01120
Phenylalanine metabolism ec00360

KEGG Reactions:

1.0

→

1.0

1.0cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol + 1.0NAD → 1.0Trans-2,3-Dihydroxycinnamate + 1.0Hydrogen ion + 1.0NADH
ReactionCard

1.0

↔

1.0

1.0cis-3-(Carboxy-ethyl)-3,5-cyclo-hexadiene-1,2-diol + 1.0NAD ↔ 1.03-(2,3-Dihydroxyphenyl)propionic acid + 1.0NADH + 1.0Hydrogen ion
ReactionCard

1.0

↔

1.0

1.0cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol + 1.0NAD ↔ 1.0Trans-2,3-Dihydroxycinnamate + 1.0NADH + 1.0Hydrogen ion
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1.0

↔

1.0

1.0cis-3-(Carboxy-ethyl)-3,5-cyclo-hexadiene-1,2-diol + 1.0NAD + 1.0cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol ↔ 1.03-(2,3-Dihydroxyphenyl)propionic acid + 1.0NADH + 1.0Hydrogen ion + 1.0Trans-2,3-Dihydroxycinnamate
ReactionCard

SMPDB Reactions:

1.0

→

1.0

1.02-Hydroxy-3-(4-hydroxyphenyl)propenoic acid

1.0

1.0NAD + 1.0cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol → 1.0NADH + 1.0Hydrogen ion + 1.02-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + 1.02-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
ReactionCard

1.0

→

1.0

1.0Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol + 1.0NAD → 1.02-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + 1.0NADH + 1.0Hydrogen ion
ReactionCard

EcoCyc Reactions:

1.0

→

1.0

1.0cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol + 1.0NAD → 1.0Trans-2,3-Dihydroxycinnamate + 1.0Hydrogen ion + 1.0NADH
ReactionCard

1.0

↔

1.0

1.0cis-3-(Carboxy-ethyl)-3,5-cyclo-hexadiene-1,2-diol + 1.0NAD ↔ 1.03-(2,3-Dihydroxyphenyl)propionic acid + 1.0NADH + 1.0Hydrogen ion
ReactionCard

Complex Reactions:

1.0

→

1.0

1.0Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol + 1.0NAD → 1.03-(2,3-Dihydroxyphenyl)propionic acid + 1.0Hydrogen ion + 1.0NADH
ReactionCard

1.0

→

1.0

1.0cis-3-(Carboxy-ethyl)-3,5-cyclo-hexadiene-1,2-diol + 1.0NAD → 1.03-(2,3-Dihydroxyphenyl)propanoate + 1.0NADH
ReactionCard

1.0

→

1.0

1.0cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol + 1.0NAD → 1.0Trans-2,3-Dihydroxycinnamate + 1.0NADH
ReactionCard

Metabolites:

ECMDB ID	Name	View
ECMDB24915	2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid	MetaboCard
ECMDB20064	3-(2,3-Dihydroxyphenyl)propanoate	MetaboCard
ECMDB04061	3-(2,3-Dihydroxyphenyl)propionic acid	MetaboCard
ECMDB20129	cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol	MetaboCard
ECMDB21320	Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol	MetaboCard
ECMDB20130	cis-3-(Carboxy-ethyl)-3,5-cyclo-hexadiene-1,2-diol	MetaboCard
ECMDB21225	Hydrogen ion	MetaboCard
ECMDB00902	NAD	MetaboCard
ECMDB01487	NADH	MetaboCard
ECMDB20197	Trans-2,3-Dihydroxycinnamate	MetaboCard

GO Classification:

Not Available

Gene Properties

Blattner:

b2541

Gene Orientation

Not Available

Centisome Percentage:

Not Available

Left Sequence End

Not Available

Right Sequence End

Not Available

Gene Sequence:

>ENA|AAC75594|AAC75594.1 Escherichia coli str. K-12 substr. MG1655 2,3-dihydroxy-2,3-dihydrophenylpropionate dehydrogenase
ATGAGCGATCTGCATAACGAGTCCATTTTTATTACCGGCGGCGGATCGGGATTAGGGCTG
GCGCTGGTCGAGCGATTTATCGAAGAAGGCGCGCAGGTTGCCACGCTGGAACTGTCGGCG
GCAAAAGTCGCCAGTCTGCGTCAGCGATTTGGCGAACATATTCTGGCGGTGGAAGGTAAC
GTGACCTGTTATGCCGATTATCAACGCGCGGTCGATCAGATCCTGACTCGTTCCGGCAAG
CTGGATTGTTTTATCGGCAATGCAGGCATCTGGGATCACAATGCCTCACTGGTTAATACT
CCCGCAGAGACGCTCGAAACCGGCTTCCACGAGCTGTTTAACGTCAATGTTCTCGGTTAC
CTGCTGGGCGCAAAAGCCTGCGCTCCGGCGTTAATCGCCAGTGAAGGCAGCATGATTTTC
ACACTGTCAAATGCCGCCTGGTATCCTGGCGGCGGTGGCCCGCTGTACACCGCCAGTAAA
CATGCCGCAACCGGACTTATTCGCCAACTGGCTTATGAACTGGCACCGAAAGTGCGGGTG
AATGGCGTCGGCCCGTGTGGTATGGCCAGCGACCTGCGCGGCCCACAGGCGCTCGGGCAA
AGTGAAACCTCGATAATGCAGTCTCTGACGCCGGAGAAAATTGCCGCCATTTTACCGCTG
CAATTTTTCCCGCAACCGGCGGATTTTACGGGGCCGTATGTGATGTTGACATCGCGGCGC
AATAATCGCGCATTAAGCGGTGTGATGATCAACGCTGATGCGGGTTTAGCGATTCGCGGC
ATTCGCCACGTAGCGGCTGGGCTGGATCTTTAA

Protein Properties

Pfam Domain Function:

Not Available

Protein Residues:

Not Available

Protein Molecular Weight:

Not Available

Protein Theoretical pI:

Not Available

Signaling Regions:

Not Available

Transmembrane Regions:

Not Available

Protein Sequence:

>sp|P0CI31|HCAB_ECOLI 3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase OS=Escherichia coli (strain K12) GN=hcaB PE=3 SV=1
MSDLHNESIFITGGGSGLGLALVERFIEEGAQVATLELSAAKVASLRQRFGEHILAVEGN
VTCYADYQRAVDQILTRSGKLDCFIGNAGIWDHNASLVNTPAETLETGFHELFNVNVLGY
LLGAKACAPALIASEGSMIFTLSNAAWYPGGGGPLYTASKHAATGLIRQLAYELAPKVRV
NGVGPCGMASDLRGPQALGQSETSIMQSLTPEKIAAILPLQFFPQPADFTGPYVMLTSRR
NNRALSGVMINADAGLAIRGIRHVAAGLDL

References

External Links:

Resource	Link
Uniprot ID:	P0CI31
ColiBase:	b2541
Kegg Gene:	b2541
EchoBASE ID:	EB3232
BacMap:	16130466

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
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
Yamamoto, Y., Aiba, H., Baba, T., Hayashi, K., Inada, T., Isono, K., Itoh, T., Kimura, S., Kitagawa, M., Makino, K., Miki, T., Mitsuhashi, N., Mizobuchi, K., Mori, H., Nakade, S., Nakamura, Y., Nashimoto, H., Oshima, T., Oyama, S., Saito, N., Sampei, G., Satoh, Y., Sivasundaram, S., Tagami, H., Horiuchi, T., et, a. l. .. (1997). "Construction of a contiguous 874-kb sequence of the Escherichia coli -K12 genome corresponding to 50.0-68.8 min on the linkage map and analysis of its sequence features." DNA Res 4:91-113. Pubmed: 9205837