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Information on EC 3.7.1.13 - 2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoate hydrolase for references in articles please use BRENDA:EC3.7.1.13
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EC Tree
IUBMB Comments This enzyme catalyses the third step in the aerobic degradation pathway of carbazole. The effect of the presence of an amino group or hydroxyl group at the 2-position of the substrate is small. The enzyme has no cofactor requirement .
The enzyme appears in viruses and cellular organisms
Synonyms
CarC, HOPDA hydrolase,
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CarC
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HOPDA hydrolase
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(2E,4E)-6-(2-aminophenyl)-2-hydroxy-6-oxohexa-2,4-dienoate + H2O = anthranilate + (2E)-2-hydroxypenta-2,4-dienoate
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(2E,4E)-6-(2-aminophenyl)-2-hydroxy-6-oxohexa-2,4-dienoate acylhydrolase
This enzyme catalyses the third step in the aerobic degradation pathway of carbazole. The effect of the presence of an amino group or hydroxyl group at the 2-position of the substrate is small. The enzyme has no cofactor requirement [2].
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2-hydroxy-6-oxo-6-(2'-aminophenyl)hexa-2,4-dienoic acid + H2O
benzoic acid + 2-hydroxypenta-2,4-dienoic acid
2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoate + H2O
anthranilate + 2-hydroxypenta-2,4-dienoate
2-hydroxy-6-oxo-6-(2-hydroxyphenyl)hexa-2,4-dienoate + H2O
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2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
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2-hydroxy-6-oxohepta-2,4-dienoic acid + H2O
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2-hydroxymuconic semialdehyde + H2O
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additional information
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2-hydroxy-6-oxo-6-(2'-aminophenyl)hexa-2,4-dienoic acid + H2O
benzoic acid + 2-hydroxypenta-2,4-dienoic acid
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2-hydroxy-6-oxo-6-(2'-aminophenyl)hexa-2,4-dienoic acid + H2O
benzoic acid + 2-hydroxypenta-2,4-dienoic acid
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2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoate + H2O
anthranilate + 2-hydroxypenta-2,4-dienoate
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2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoate + H2O
anthranilate + 2-hydroxypenta-2,4-dienoate
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2-hydroxy-6-oxo-6-(2-hydroxyphenyl)hexa-2,4-dienoate + H2O
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2-hydroxy-6-oxo-6-(2-hydroxyphenyl)hexa-2,4-dienoate + H2O
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2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
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2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
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2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
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2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
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2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O
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2-hydroxy-6-oxohepta-2,4-dienoic acid + H2O
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0.56% of the activity with 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
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2-hydroxy-6-oxohepta-2,4-dienoic acid + H2O
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0.38% of the activity with 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
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2-hydroxy-6-oxohepta-2,4-dienoic acid + H2O
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0.38% of the activity with 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
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2-hydroxymuconic semialdehyde + H2O
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0.49% of the activity with 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
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2-hydroxymuconic semialdehyde + H2O
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0.54% of the activity with 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
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2-hydroxymuconic semialdehyde + H2O
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0.54% of the activity with 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
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additional information
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hydrolytic activity decreases in the substrate order of 2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoate, 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate, 2-hydroxy-6-oxo-6-(2'-hydroxyphenyl)hexa-2,4-dienoate. Poor substrates: 2-hydroxy-6-oxohepta-2,4-dienoic acid, 2-hydroxymuconic semialdehyde
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additional information
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hydrolytic activity decreases in the substrate order of 2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoate, 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate, 2-hydroxy-6-oxo-6-(2'-hydroxyphenyl)hexa-2,4-dienoate. Poor substrates: 2-hydroxy-6-oxohepta-2,4-dienoic acid, 2-hydroxymuconic semialdehyde
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additional information
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no cofactor requirement
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0.0046
2-hydroxy-6-oxo-6-(2'-aminophenyl)hexa-2,4-dienoic acid
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pH 7.5, 25°C
0.00251 - 0.00273
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
0.00251
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
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pH 7.5, 25°C
0.00251
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
pH 7.5, 25°C
0.00273
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
pH 7.5, 25°C
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1300
2-hydroxy-6-oxo-6-(2'-aminophenyl)hexa-2,4-dienoic acid
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pH 7.5, 25°C
1.99 - 2.14
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
1.99
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
pH 7.5, 25°C
2.1
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
pH 7.5, 25°C
2.14
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
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pH 7.5, 25°C
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730 - 852
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
730
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
pH 7.5, 25°C
852
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
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pH 7.5, 25°C
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9
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about 50% of maximal activity
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UniProt
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31000
2 * 31000, SDS-PAGe, 2 * 31300, calculated
31300
2 * 31000, SDS-PAGe, 2 * 31300, calculated
32231
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x * 32231, calculated, x * 33000, SDS-PAGE
33000
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x * 32231, calculated, x * 33000, SDS-PAGE
33000
2 * 33000, SDS-PAGE
33000
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2 * 33000, SDS-PAGE
70000
gel filtration
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x * 32231, calculated, x * 33000, SDS-PAGE
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x * 32231, calculated, x * 33000, SDS-PAGE
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dimer
2 * 33000, SDS-PAGE
dimer
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2 * 33000, SDS-PAGE
dimer
2 * 31000, SDS-PAGe, 2 * 31300, calculated
dimer
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2 * 31000, SDS-PAGe, 2 * 31300, calculated; 2 * 33000, SDS-PAGE
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to 1.86 A resolution, space group I422. The subunit of ht-CarCJ3 is divided into two domains, i.e., the core domain with residues 15-144 and 209-282, and the lid domain with residues 145-208. The invisible 10 amino acid residues Ile146-Asn155 correspond to the helix alpha4, which is the putative first alpha-helix in the lid domain. Sidechains of the active-site residues, Ser114 and His261, are clearly shown in the electron density map
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S114A
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mutation in active-site serine. Approximately 40fold reduction in activity for the His-tagged mutant hydrolase relative to similar lysates of His-tagged native CarC
S114A
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mutation in active-site serine. Approximately 40fold reduction in activity for the His-tagged mutant hydrolase relative to similar lysates of His-tagged native CarC
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55
10 min, 75% residual activity
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recombinant enzyme
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expression in Escherichia coli
expression in Escherichia coli
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expression in Escherichia coli
expression in Escherichia coli
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Riddle, R.R.; Gibbs, P.R.; Willson, R.C.; Benedik, M.J.
Purification and properties of 2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoic acid hydrolase involved in microbial degradation of carbazole
Protein Expr. Purif.
28
182-189
2003
Pseudomonas sp., Pseudomonas sp. LD2
brenda
Habe, H.; Morii, K.; Fushinobu, S.; Nam, J.W.; Ayabe, Y.; Yoshida, T.; Wakagi, T.; Yamane, H.; Nojiri, H.; Omori, T.
Crystal structure of a histidine-tagged serine hydrolase involved in the carbazole degradation (CarC enzyme)
Biochem. Biophys. Res. Commun.
303
631-639
2003
Janthinobacterium sp. J3 (Q84II3), Pseudomonas resinovorans, Pseudomonas resinovorans CA10
brenda
Nojiri, H.; Taira, H.; Iwata, K.; Morii, K.; Nam, J.W.; Yoshida, T.; Habe, H.; Nakamura, S.; Shimizu, K.; Yamane, H.; Omori, T.
Purification and characterization of meta-cleavage compound hydrolase from a carbazole degrader Pseudomonas resinovorans strain CA10
Biosci. Biotechnol. Biochem.
67
36-45
2003
Pseudomonas resinovorans (Q9AQM4), Pseudomonas resinovorans CA10 (Q9AQM4)
brenda
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3.7.1.13 2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoate hydrolase
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