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Information on EC 4.1.2.44 - 2,3-epoxybenzoyl-CoA dihydrolase
for references in articles please use BRENDA:EC4.1.2.44
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EC Tree 4 Lyases
4.1 Carbon-carbon lyases
4.1.2 Aldehyde-lyases
4.1.2.44 2,3-epoxybenzoyl-CoA dihydrolase
IUBMB Comments
The enzyme is involved in the aerobic benzoyl-CoA catabolic pathway of the bacterium Azoarcus evansii. The enzyme converts 2,3-epoxy-2,3-dihydrobenzoyl-CoA to its oxepin form prior to the ring-opening and the formation of a dialdehyde intermediate.
The expected taxonomic range for this enzyme is: Aromatoleum evansii
Reaction Schemes
showSynonyms
benzoyl-coa-dihydrodiol lyase, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
2,3-epoxybenzoyl-CoA dihydrolase
benzoyl-CoA-dihydrodiol lyase
BoxC
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
2,3-epoxy-2,3-dihydrobenzoyl-CoA + 2 H2O = (3Z)-6-oxohex-3-enoyl-CoA + formate
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-
-
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PATHWAY SOURCE
PATHWAYS
MetaCyc
benzoyl-CoA degradation I (aerobic)
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SYSTEMATIC NAME
IUBMB Comments
2,3-epoxy-2,3-dihydrobenzoyl-CoA (3Z)-6-oxohex-3-enoyl-CoA-lyase (formate-forming)
The enzyme is involved in the aerobic benzoyl-CoA catabolic pathway of the bacterium Azoarcus evansii. The enzyme converts 2,3-epoxy-2,3-dihydrobenzoyl-CoA to its oxepin form prior to the ring-opening and the formation of a dialdehyde intermediate.
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2,3-dihydro-2,3-dihydroxybenzoyl-CoA + H2O
3,4-dehydroadipyl-CoA semialdehyde + formate
Substrates: the enzyme is involved in the aerobic benzoyl-CoA catabolic pathway. Benzoyl-CoA is oxidized to 2,3-dihydro-2,3-dihydroxybenzoyl-CoA (benzoyl-CoA dihydrodiol) by benzoyl-CoA oxygenase/reductase BoxBA in the presence of molecular oxygen. The next, ring cleaving step is catalysed by BoxC
Products: -
Products: -
?
2,3-dihydro-2,3-dihydroxybenzoyl-CoA + H2O
3,4-dehydroadipyl-CoA semialdehyde + formate
Substrates: NADPH and semicarbazide are analysed directly by NMR spectroscopy and mass spectrometry. The purified protein does not require molecular oxygen for activity
Products: -
Products: -
?
2,3-dihydro-2,3-dihydroxybenzoyl-CoA + H2O
3,4-dehydroadipyl-CoA semialdehyde + formate
Substrates: 2,3-dihydro-2,3-dihydroxybenzoyl-CoA is also named 2,3-epoxybenzoyl-CoA
Products: -
Products: -
?
2,3-dihydro-2,3-dihydroxybenzoyl-CoA + H2O
3,4-dehydroadipyl-CoA semialdehyde + formate
Aromatoleum evansii KB740 (DSM Z6869)
Substrates: 2,3-dihydro-2,3-dihydroxybenzoyl-CoA is also named 2,3-epoxybenzoyl-CoA
Products: -
Products: -
?
additional information
?
-
Substrates: no activity with crotonyl-CoA
Products: -
Products: -
?
additional information
?
-
-
Substrates: no activity with crotonyl-CoA
Products: -
Products: -
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2,3-dihydro-2,3-dihydroxybenzoyl-CoA + H2O
3,4-dehydroadipyl-CoA semialdehyde + formate
Substrates: the enzyme is involved in the aerobic benzoyl-CoA catabolic pathway. Benzoyl-CoA is oxidized to 2,3-dihydro-2,3-dihydroxybenzoyl-CoA (benzoyl-CoA dihydrodiol) by benzoyl-CoA oxygenase/reductase BoxBA in the presence of molecular oxygen. The next, ring cleaving step is catalysed by BoxC
Products: -
Products: -
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
the purified protein does not require divalent metals or any cosubstrates or coenzymes for activity
-
additional information
-
the purified protein does not require divalent metals or any cosubstrates or coenzymes for activity
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
additional information
the purified protein does not require divalent metals or any cosubstrates or coenzymes for activity
additional information
-
the purified protein does not require divalent metals or any cosubstrates or coenzymes for activity
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
acetoacetyl-CoA (0.2 mM), a potential inhibitor of enoyl-CoA hydratase, has no impact on enzyme activity of BoxCmal. Crotonyl-CoA (0.2 mM), a potential substrate of enoyl-CoA hydratase (crotonase), is neither converted to 3-hydroxybutyryl-CoA nor does it inhibit the standard assay
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additional information
-
acetoacetyl-CoA (0.2 mM), a potential inhibitor of enoyl-CoA hydratase, has no impact on enzyme activity of BoxCmal. Crotonyl-CoA (0.2 mM), a potential substrate of enoyl-CoA hydratase (crotonase), is neither converted to 3-hydroxybutyryl-CoA nor does it inhibit the standard assay
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
addition of 1 mM thiamine diphosphate to the standard assay causes only a minimal stimulation (8%)
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additional information
-
addition of 1 mM thiamine diphosphate to the standard assay causes only a minimal stimulation (8%)
-
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pI VALUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
Highest Expressing Human Cell Lines
Cell Line LinksPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, the protein can be stored without appreciable loss of activity for months in the presence of 10% (v/v) glycerol
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
the boxC gene is expressed in a recombinant Escherichia coli strain as a fusion protein with maltose binding protein (BoxCmal)
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Gescher, J.; Zaar, A.; Mohamed, M.; Schgger, H.; Fuchs, G.
Genes coding for a new pathway of aerobic benzoate metabolism in Azoarcus evansii
J. Bacteriol.
184
6301-6315
2002
Aromatoleum evansii (Q84HH6)
brenda
Gescher, J.; Eisenreich, W.; Wrth, J.; Bacher, A.; Fuchs, G.
Aerobic benzoyl-CoA catabolic pathway in Azoarcus evansii: studies on the non-oxygenolytic ring cleavage enzyme
Mol. Microbiol.
56
1586-1600
2005
Aromatoleum evansii (Q84HH6), Aromatoleum evansii
brenda
Rather, L.J.; Knapp, B.; Haehnel, W.; Fuchs, G.
Coenzyme A-dependent aerobic metabolism of benzoate via epoxide formation
J. Biol. Chem.
285
20615-20624
2010
Aromatoleum evansii (Q84HH6), Aromatoleum evansii KB740 (DSM Z6869) (Q84HH6)
brenda
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