Information on EC 3.7.1.13 - 2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoate hydrolase:

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The expected taxonomic range for this enzyme is: Proteobacteria


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EC NUMBERCOMMENTARY
3.7.1.13-

RECOMMENDED NAMEGeneOntology No.
2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoate hydrolase-

REACTIONREACTION DIAGRAMCOMMENTARYORGANISM UNIPROT ACCESSION NO.LITERATURE
(2E,4E)-6-(2-aminophenyl)-2-hydroxy-6-oxohexa-2,4-dienoate + H2O = anthranilate + (2E)-2-hydroxypenta-2,4-dienoate
show the reaction diagram
----

REACTION TYPEORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

PATHWAYKEGG LinkMetaCyc Link
carbazole degradation-PWY-6550

SYSTEMATIC NAMEIUBMB Comments
(2E,4E)-6-(2-aminophenyl)-2-hydroxy-6-oxohexa-2,4-dienoate acylhydrolaseThis 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].

SYNONYMSORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
CarC----
CarCJanthinobacterium sp. J3Q84II3-707350
CarCPseudomonas resinovorans--707350
CarCPseudomonas resinovorans CA10---
HOPDA hydrolasePseudomonas sp.--676944
HOPDA hydrolasePseudomonas sp. LD2---

CAS REGISTRY NUMBERCOMMENTARY
No entries in this field

ORGANISMCOMMENTARYLITERATURESEQUENCE CODESEQUENCE DB SOURCE
Janthinobacterium sp. J3-707350Q84II3UniProtManually annotated by BRENDA team
Pseudomonas resinovorans-707350--Manually annotated by BRENDA team
Pseudomonas resinovorans-707775Q9AQM4UniProtManually annotated by BRENDA team
Pseudomonas resinovorans CA10-707350--Manually annotated by BRENDA team
Pseudomonas resinovorans CA10-707775Q9AQM4UniProtManually annotated by BRENDA team
Pseudomonas sp.-676944--Manually annotated by BRENDA team
Pseudomonas sp. LD2-676944--Manually annotated by BRENDA team

GENERAL INFORMATIONORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

SUBSTRATEPRODUCT                      REACTION DIAGRAMORGANISM UNIPROT ACCESSION NO. COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2-hydroxy-6-oxo-6-(2'-aminophenyl)hexa-2,4-dienoic acid + H2Obenzoic acid + 2-hydroxypenta-2,4-dienoic acid
show the reaction diagram
Pseudomonas sp., Pseudomonas sp. LD2--676944--?
2-hydroxy-6-oxo-6-(2'-hydroxyphenyl)hexa-2,4-dienoate + H2O?
show the reaction diagram
Pseudomonas resinovorans, Pseudomonas resinovorans CA10Q9AQM4-707775--?
2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoate + H2Oanthranilate + 2-hydroxypenta-2,4-dienoate
show the reaction diagram
Pseudomonas resinovorans, Pseudomonas resinovorans CA10Q9AQM4-707775--?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O?
show the reaction diagram
Pseudomonas resinovorans--707350--?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O?
show the reaction diagram
Janthinobacterium sp. J3Q84II3-707350--?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O?
show the reaction diagram
Pseudomonas resinovoransQ9AQM4-707775--?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O?
show the reaction diagram
Pseudomonas resinovorans CA10--707350--?
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate + H2O?
show the reaction diagram
Pseudomonas resinovorans CA10Q9AQM4-707775--?
2-hydroxy-6-oxohepta-2,4-dienoic acid + H2O?
show the reaction diagram
Pseudomonas resinovorans-0.38% of the activity with 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate707350--?
2-hydroxy-6-oxohepta-2,4-dienoic acid + H2O?
show the reaction diagram
Janthinobacterium sp. J3Q84II30.56% of the activity with 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate707350--?
2-hydroxy-6-oxohepta-2,4-dienoic acid + H2O?
show the reaction diagram
Pseudomonas resinovorans CA10-0.38% of the activity with 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate707350--?
2-hydroxymuconic semialdehyde + H2O?
show the reaction diagram
Janthinobacterium sp. J3Q84II30.49% of the activity with 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate707350--?
2-hydroxymuconic semialdehyde + H2O?
show the reaction diagram
Pseudomonas resinovorans, Pseudomonas resinovorans CA10-0.54% of the activity with 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate707350--?
additional information?-Pseudomonas resinovorans, Pseudomonas resinovorans CA10Q9AQM4hydrolytic 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 semialdehyde707775---

NATURAL SUBSTRATESNATURAL PRODUCTSREACTION DIAGRAMORGANISM UNIPROT ACCESSION NO.COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
No entries in this field

COFACTORORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATUREIMAGE
additional informationPseudomonas sp.-no cofactor requirement676944-

METALS and IONS ORGANISM UNIPROT ACCESSION NO.COMMENTARY LITERATURE
No entries in this field

INHIBITORSORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

ACTIVATING COMPOUNDORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

KM VALUE [mM]KM VALUE [mM] MaximumSUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
0.0046-2-hydroxy-6-oxo-6-(2'-aminophenyl)hexa-2,4-dienoic acidPseudomonas sp.-pH 7.5, 25C676944-
0.00251-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoatePseudomonas resinovorans-pH 7.5, 25C707350 2D-image
0.00251-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoatePseudomonas resinovoransQ9AQM4pH 7.5, 25C707775 2D-image
0.00273-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoateJanthinobacterium sp. J3Q84II3pH 7.5, 25C707350 2D-image

TURNOVER NUMBER [1/s] TURNOVER NUMBER MAXIMUM[1/s] SUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
1300-2-hydroxy-6-oxo-6-(2'-aminophenyl)hexa-2,4-dienoic acidPseudomonas sp.-pH 7.5, 25C676944-
1.99-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoateJanthinobacterium sp. J3Q84II3pH 7.5, 25C707350 2D-image
2.1-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoatePseudomonas resinovoransQ9AQM4pH 7.5, 25C707775 2D-image
2.14-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoatePseudomonas resinovorans-pH 7.5, 25C707350 2D-image

kcat/KM VALUE [1/mMs-1]kcat/KM VALUE [1/mMs-1] MaximumSUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
730-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoateJanthinobacterium sp. J3Q84II3pH 7.5, 25C7073502536
852-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoatePseudomonas resinovorans-pH 7.5, 25C7073502536

Ki VALUE [mM]Ki VALUE [mM] MaximumINHIBITORORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

IC50 VALUE [mM]IC50 VALUE [mM] MaximumINHIBITORORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

SPECIFIC ACTIVITY [µmol/min/mg] SPECIFIC ACTIVITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
3.84-Pseudomonas resinovoransQ9AQM4pH 7.5, 25C707775
2600-Pseudomonas sp.-pH 7.5, 25C676944

pH OPTIMUMpH MAXIMUMORGANISM UNIPROT ACCESSION NO. COMMENTARYLITERATURE
77.5Pseudomonas resinovoransQ9AQM4-707775
7-Pseudomonas sp.--676944

pH RANGEpH RANGE MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
6.5-Pseudomonas sp.-no activity676944
9-Pseudomonas sp.-about 50% of maximal activity676944
10.5-Pseudomonas sp.-no activity676944

TEMPERATURE OPTIMUMTEMPERATURE OPTIMUM MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
58-Pseudomonas sp.--676944

TEMPERATURE RANGE TEMPERATURE MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

pI VALUEpI VALUE MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

SOURCE TISSUE ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE SOURCE
No entries in this field

LOCALIZATION ORGANISM UNIPROT ACCESSION NO. COMMENTARY GeneOntology No. LITERATURE SOURCE
No entries in this field

PDBSCOPCATHORGANISM
No entries in this field

MOLECULAR WEIGHT MOLECULAR WEIGHT MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
70000-Janthinobacterium sp. J3Q84II3gel filtration707350
70000-Pseudomonas resinovorans-gel filtration707350
70000-Pseudomonas resinovoransQ9AQM4gel filtration707775

SUBUNITS ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
?Pseudomonas sp.-x * 32231, calculated, x * 33000, SDS-PAGE676944
?Pseudomonas sp. LD2-x * 32231, calculated, x * 33000, SDS-PAGE-
dimerJanthinobacterium sp. J3Q84II32 * 33000, SDS-PAGE707350
dimerPseudomonas resinovorans-2 * 33000, SDS-PAGE707350
dimerPseudomonas resinovoransQ9AQM42 * 31000, SDS-PAGe, 2 * 31300, calculated707775
dimerPseudomonas resinovorans CA10-2 * 31000, SDS-PAGe, 2 * 31300, calculated; 2 * 33000, SDS-PAGE-

POSTTRANSLATIONAL MODIFICATION ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

Crystallization/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
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 mapJanthinobacterium sp. J3Q84II3707350

pH STABILITYpH STABILITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

TEMPERATURE STABILITYTEMPERATURE STABILITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARYLITERATURE
55-Pseudomonas resinovoransQ9AQM410 min, 75% residual activity707775
65-Pseudomonas resinovoransQ9AQM410 min, inactivation707775

GENERAL STABILITYORGANISM UNIPROT ACCESSION NO.LITERATURE
No entries in this field

ORGANIC SOLVENT ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

OXIDATION STABILITY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

STORAGE STABILITY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

Purification/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
recombinant enzymeJanthinobacterium sp. J3Q84II3707350
recombinant enzymePseudomonas resinovoransQ9AQM4707775
recombinantv enzymePseudomonas resinovorans-707350
recombinant enzymePseudomonas sp.-676944

Cloned/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
expression in Escherichia coliJanthinobacterium sp. J3Q84II3707350
expression in Escherichia coliPseudomonas resinovorans-707350, 707775
expression in Escherichia coliPseudomonas sp.-676944

EXPRESSION ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

ENGINEERINGORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
S114APseudomonas sp.-mutation in active-site serine. Approximately 40fold reduction in activity for the His-tagged mutant hydrolase relative to similar lysates of His-tagged native CarC676944
S114APseudomonas sp. LD2-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-

Renatured/COMMENTARYORGANISM UNIPROT ACCESSION NO.LITERATURE
No entries in this field

APPLICATIONORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

REF. AUTHORS TITLE JOURNAL VOL. PAGES YEAR ORGANISM (UNIPROT ACCESSION NO.)LINK TO PUBMEDSOURCE
676944Riddle, 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 carbazoleProtein Expr. Purif.28182-1892003Pseudomonas sp., Pseudomonas sp. LD2 PubMed
707350Habe, 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.303631-6392003Janthinobacterium sp. J3 (Q84II3), Pseudomonas resinovorans, Pseudomonas resinovorans CA10 PubMed
707775Nojiri, 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 CA10Biosci. Biotechnol. Biochem.6736-452003Pseudomonas resinovorans, Pseudomonas resinovorans (Q9AQM4), Pseudomonas resinovorans CA10 (Q9AQM4) PubMed

LINKS TO OTHER DATABASES (specific for EC-Number 3.7.1.13)
ExplorEnz
ExPASy
KEGG
MetaCyc
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
SYSTERS
Protein Mutant Database
InterPro (database of protein families, domains and functional sites)