Information on EC 1.3.7.9 - 4-hydroxybenzoyl-CoA reductase

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The expected taxonomic range for this enzyme is: Bacteria, Archaea

EC NUMBER
COMMENTARY
1.3.7.9
-
RECOMMENDED NAME
GeneOntology No.
4-hydroxybenzoyl-CoA reductase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
benzoyl-CoA + oxidized ferredoxin + H2O = 4-hydroxybenzoyl-CoA + reduced ferredoxin
show the reaction diagram
mechanism
-
benzoyl-CoA + oxidized ferredoxin + H2O = 4-hydroxybenzoyl-CoA + reduced ferredoxin
show the reaction diagram
involved in the anaerobic pathway of phenol metabolism in bacteria
-
-
-
benzoyl-CoA + oxidized ferredoxin + H2O = 4-hydroxybenzoyl-CoA + reduced ferredoxin
show the reaction diagram
catalytic cycle with separated two-electron and one-electron transfer steps
-
benzoyl-CoA + oxidized ferredoxin + H2O = 4-hydroxybenzoyl-CoA + reduced ferredoxin
show the reaction diagram
Birch-like mechanism
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
oxidation
-
-
-
-
oxidation
-
-
oxidation
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
reduction
-
-
reduction
-
-
-
PATHWAY
KEGG Link
MetaCyc Link
4-coumarate degradation (anaerobic)
-
4-ethylphenol degradation (anaerobic)
-
Aminobenzoate degradation
-
Benzoate degradation
-
Metabolic pathways
-
Microbial metabolism in diverse environments
-
phenol degradation II (anaerobic)
-
SYSTEMATIC NAME
IUBMB Comments
benzoyl-CoA:acceptor oxidoreductase
A molybdenum-flavin-iron-sulfur protein that is involved in the anaerobic pathway of phenol metabolism in bacteria. A ferredoxin with two [4Fe-4S] clusters functions as the natural electron donor [3].
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
2-hydroxybenzoyl-CoA reductase (dehydroxylating)
-
-
-
-
4-HBCR
-
-
-
4-hydroxybenzoyl-CoA reductase
-
-
4-hydroxybenzoyl-CoA reductase
-
-
-
HBCR
-
-
HBCR
Azoarcus sp. EbN1
-
-
-
CAS REGISTRY NUMBER
COMMENTARY
133758-58-4
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
EbN1
-
-
Manually annotated by BRENDA team
Azoarcus sp. EbN1
EbN1
-
-
Manually annotated by BRENDA team
strain K172
-
-
Manually annotated by BRENDA team
Pseudomonas sp. K172
strain K172
-
-
Manually annotated by BRENDA team
strain K172
-
-
Manually annotated by BRENDA team
strain K172
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
4-hydroxybenzoyl-CoA + acceptor
benzoyl-CoA + reduced acceptor
show the reaction diagram
-
-
-
ir
4-hydroxybenzoyl-CoA + acceptor
benzoyl-CoA + reduced acceptor
show the reaction diagram
-
-
-
ir
4-hydroxybenzoyl-CoA + acceptor
benzoyl-CoA + reduced acceptor
show the reaction diagram
-
-
-
ir
4-hydroxybenzoyl-CoA + acceptor
benzoyl-CoA + reduced acceptor
show the reaction diagram
-
-
-
ir
4-hydroxybenzoyl-CoA + acceptor
benzoyl-CoA + reduced acceptor
show the reaction diagram
-
-
-
ir
4-hydroxybenzoyl-CoA + acceptor
benzoyl-CoA + reduced acceptor
show the reaction diagram
-
-
-
ir
4-hydroxybenzoyl-CoA + acceptor
benzoyl-CoA + reduced acceptor
show the reaction diagram
-
-
-
-
ir
4-hydroxybenzoyl-CoA + acceptor
benzoyl-CoA + reduced acceptor
show the reaction diagram
-
-
-
ir
4-hydroxybenzoyl-CoA + acceptor
benzoyl-CoA + reduced acceptor
show the reaction diagram
-
a Birch-like reduction by means of radical intermediates
-
-
?
4-hydroxybenzoyl-CoA + acceptor
benzoyl-CoA + reduced acceptor
show the reaction diagram
Pseudomonas sp. K172
-
-
-
ir
4-hydroxybenzoyl-CoA + acceptor
benzoyl-CoA + reduced acceptor
show the reaction diagram
Pseudomonas sp. K172
-
-
-
ir
benzoyl-CoA + oxidized ferredoxin + H2O
4-hydroxybenzoyl-CoA + reduced ferredoxin
show the reaction diagram
-
-
-
-
?
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
benzoyl-CoA + oxidized ferredoxin + H2O
4-hydroxybenzoyl-CoA + reduced ferredoxin
show the reaction diagram
-
-
-
-
?
COFACTOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
FAD
-
two FAD per enzyme complex
FAD
-
one FAD bound by the medium beta-subunit
Ferredoxin
-
-
-
iron-sulfur centre
-
four 2Fe-2S clusters, two 4Fe-4S clusters
iron-sulfur centre
-
two 2Fe-2S clusters, a 4Fe-4S cluster interacting with molybdenum(V)
iron-sulfur centre
-
-
molybdopterin
-
two per enzyme complex
Molybdopterin cytosine dinucleotide
-
harboured by the large alpha-subunit
Molybdopterin cytosine dinucleotide
-
-
molybdopterin mononucleotide
-
-
-
METALS and IONS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
Fe2+
-
contains two 4Fe-4S and four 2Fe-2S clusters
Fe2+
-
contains 12 mol iron per mol and 12 mol sulfur per mol
Fe2+
-
gene contains motifs indicative of two 2Fe2S clusters
Fe2+
-
iron sulfur protein
Fe2+
-
contains two (2Fe-2S) clusters harboured by the small gamma-subunit and one (4Fe-4S) cluster, harboured by the medium beta-subunit
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
azide
-
previously reported, not confirmed
cyanide
-
cyanide inhibition occurres in both the oxidized and reduced state of 4-HBCR, in the reduced state 4-HBCR is reactivated by simple oxidation, in the oxidized state reactivation is only achieved in the presence of sulfide
dithioerythritol
-
-
Dithionite
-
reactivation by oxidation
titanium(III)citrate
-
irreversible inhibition
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.06
-
4-hydroxybenzoyl-CoA
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
4
-
-
60 mg of enriched 4-HBCR is maximally obtained from 200 g of cells with specific activities of 3-5 micromol of 4-OH-BCoA reduced min-1 mg-1
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
7
-
-
activity assay
7.8
-
-
assay at
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
260000
-
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
hexamer
-
alpha,beta,gamma, 2 * 82000 + 2 * 35000 + 2 * 17000, in vitro translation experiments
hexamer
-
alpha,beta,gamma, 2 * 75000 + 2 * 35000 + 2 * 17000, SDS-PAGE
hexamer
-
2 * alpha, molybdopterin protein, + 2 * beta, containing one FAD molecule and one 4Fe-4S cluster each, + 2 * gamma subunit, containing two 2Fe-2s clusters, crystallization data
hexamer
Pseudomonas sp. K172
-
alpha,beta,gamma, 2 * 75000 + 2 * 35000 + 2 * 17000, SDS-PAGE
-
oligomer
-
(alphabetagamma)2 subunit architecture
oligomer
-
(alphabetagamma)2 subunit architecture
-
trimer
-
1 * 85000, alpha-subunit, 1 * 35000, beta-subunit, 1 * 17000, gamma-subunit
Crystallization/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
anaerobic conditions
-
the structures of dithionite- and azide-bound 4-HBCR are solved at 2.1 and 2.2 A, respectively
-
GENERAL STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
oxygen sensitive, half the activity is lostiin air within a few min
-
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
from extracts of Thauera aromatica, three chromatographic steps, using anion exchange chromatography on DEAE-Sepharose, Hi Load Q-Sepharose and chromatography on Cibacron Blue agarose
-
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
overexpression in Escherichia coli
-
overexpression in Escherichia coli
-
APPLICATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
additional information
-
contains three open reading frames coding for proteins with very high similiarities to 4-HBCR from Thauera aromatica with 85%, 70% and 91% identities respectively