Information on EC 1.13.11.16 - 3-carboxyethylcatechol 2,3-dioxygenase

for references in articles please use BRENDA:EC1.13.11.16
Word Map on EC 1.13.11.16
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results
Include results (AMENDA + additional results, but less precise)

The enzyme appears in viruses and cellular organisms

top print hide
EC NUMBER
COMMENTARY hide
1.13.11.16
-
top print hide
RECOMMENDED NAME
GeneOntology No.
3-carboxyethylcatechol 2,3-dioxygenase
top print hide
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(2E)-3-(2,3-dihydroxyphenyl)prop-2-enoate + O2 = (2Z,4E,7E)-2-hydroxy-6-oxonona-2,4,7-triene-1,9-dioate
show the reaction diagram
(2)
-
-
-
3-(2,3-dihydroxyphenyl)propanoate + O2 = (2Z,4E)-2-hydroxy-6-oxonona-2,4-diene-1,9-dioate
show the reaction diagram
(1)
-
-
-
top print hide
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
top print hide
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
3-phenylpropanoate and 3-(3-hydroxyphenyl)propanoate degradation to 2-oxopent-4-enoate
-
-
cinnamate and 3-hydroxycinnamate degradation to 2-oxopent-4-enoate
-
-
3-phenylpropionate degradation
-
-
Phenylalanine metabolism
-
-
Microbial metabolism in diverse environments
-
-
top print hide
SYSTEMATIC NAME
IUBMB Comments
3-(2,3-dihydroxyphenyl)propanoate:oxygen 1,2-oxidoreductase (decyclizing)
An iron protein. This enzyme catalyses a step in the pathway of phenylpropanoid compounds degradation.
top
top print hide
CAS REGISTRY NUMBER
COMMENTARY hide
105503-63-7
-
top print hide
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
gene mhpB
SwissProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
top print hide
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2,3-dihydroxycinnamic acid + O2
2-hydroxy-6-oxonona-2,4,7-trienoate
show the reaction diagram
2,3-dihydroxyphenoxyacetic acid + O2
2-hydroxyhexa-2,4-dienoic acid-6-carboxymethylester
show the reaction diagram
-
-
-
-
?
2,3-dihydroxyphenylpropionic acid + O2
2-hydroxy-6-oxonona-dienoate
show the reaction diagram
3-(2,3-dihydroxyphenyl)propionate + O2
2-hydroxy-6-oxonona-2,4-diene-1,9-dioate
show the reaction diagram
3-ethylcatechol + O2
2-hydroxy-6-oxoocta-2,4-dienoate
show the reaction diagram
3-methylcatechol + O2
2-hydroxy-6-oxohepta-2,4-dienoate
show the reaction diagram
3-phenethylcatechol + O2
2-hydroxy-6-oxo-8-phenylocta-2,4-dienoate
show the reaction diagram
-
-
-
-
?
3-propylcatechol + O2
2-hydroxy-6-oxonona-2,4-dienoate
show the reaction diagram
-
-
-
-
?
catechol + O2
2-hydroxy-6-oxohexa-2,4-dienoate
show the reaction diagram
meta-ring-cleavage
-
-
?
methyl-(2,3-dihydroxyphenyl)propionate + O2
2-hydroxy-6-oxonona-2,4-dienoic acid-9-methylester
show the reaction diagram
-
-
-
-
?
top print hide
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
3-(2,3-dihydroxyphenyl)propionate + O2
2-hydroxy-6-oxonona-2,4-diene-1,9-dioate
show the reaction diagram
top print hide
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
top print hide
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-(3,4-dihydroxyphenyl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide
-
over 90% inhibition at 0.25 mM
diethyl dicarbonate
N-benzyl-3-(3,4-dimethoxyphenyl)-N-hydroxypropanamide
-
25% inhibition at 0.25 mM
p-hydroxymercuribenzoate
top print hide
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.014 - 0.036
2,3-dihydroxycinnamic acid
0.3
2,3-dihydroxyphenoxyacetic acid
-
-
0.0071 - 0.026
3-(2,3-dihydroxyphenyl)propionate
0.059 - 0.185
3-ethylcatechol
0.09 - 0.13
3-methylcatechol
0.094
3-phenethylcatechol
-
-
0.154
3-propylcatechol
-
-
0.72
catechol
-
-
0.037
methyl-2,3-dihydroxyphenylpropionate
-
-
top print hide
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
29
3-(2,3-dihydroxyphenyl)propionate
-
-
3.6
3-methylcatechol
-
-
2
catechol
-
-
top print hide
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.11
2-(3,4-dihydroxyphenyl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide
Rhodococcus jostii
-
pH 7.5, 37�C
top print hide
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.3
-
2,3-dihydroxyphenylproponic acid
top print hide
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5
-
assay at
8 - 9.5
-
-
top print hide
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
-
assay at
top print hide
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
36000
-
4 * 36000, SDS-PAGE
70000
-
gel filtration
134000
-
gel filtration
top print hide
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
tetramer
-
4 * 36000, SDS-PAGE
top print hide
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
activity stable in crude extract, inactive apoenzyme stable, can be re-activated by treatment with Fe2+ and ascorbate, irreversible apoenzyme activity loss if stored in completely Fe2+-free buffer, re-activated holoenzyme unstable
top print hide
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
top
Show AA Sequence (1059 entries)
Please use the Sequence Search for a specific query.
top
top
LINKS TO OTHER DATABASES (specific for EC-Number 1.13.11.16)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)