Information on EC 4.2.1.100 - cyclohexa-1,5-dienecarbonyl-CoA hydratase

for references in articles please use BRENDA:EC4.2.1.100
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The expected taxonomic range for this enzyme is: Bacteria, Archaea

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EC NUMBER
COMMENTARY hide
4.2.1.100
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RECOMMENDED NAME
GeneOntology No.
cyclohexa-1,5-dienecarbonyl-CoA hydratase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
6-hydroxycyclohex-1-ene-1-carbonyl-CoA = cyclohexa-1,5-diene-1-carbonyl-CoA + H2O
show the reaction diagram
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-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
addition
-
-
-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
benzoyl-CoA degradation II (anaerobic)
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crotonate fermentation (to acetate and cyclohexane carboxylate)
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benzoyl-CoA degradation
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Benzoate degradation
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Metabolic pathways
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Microbial metabolism in diverse environments
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SYSTEMATIC NAME
IUBMB Comments
6-hydroxycyclohex-1-enecarbonyl-CoA hydro-lyase (cyclohexa-1,5-dienecarbonyl-CoA-forming)
Forms part of the anaerobic benzoate degradation pathway, which also includes EC 1.3.8.6 [glutaryl-CoA dehydrogenase (ETF)], EC 1.3.7.8 (benzoyl-CoA reductase) and EC 4.2.1.55 (3-hydroyxbutyryl-CoA dehydratase).
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CAS REGISTRY NUMBER
COMMENTARY hide
214355-79-0
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain DSMZ 2059, grown with benzoate as substrate
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Manually annotated by BRENDA team
strain DSMZ 7210, grown with benzoate as substrate
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Manually annotated by BRENDA team
grown with benzoate as substrate
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-
Manually annotated by BRENDA team
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
cyclohex-1-ene-1-carbonyl-CoA + H2O
2-hydroxycyclohexane-1-carbonyl-CoA
show the reaction diagram
-
-
-
?
cyclohexa-1,5-diene-1-carbonyl-CoA + H2O
6-hydroxycyclohex-1-ene-1-carbonyl-CoA
show the reaction diagram
cyclohexa-1,5-diene-1-carbonyl-CoA + H2O
6-hydroxycyclohex-1-enecarbonyl-CoA
show the reaction diagram
cyclohexa-1,5-dienecarbonyl-CoA + H2O
6-hydroxycyclohex-1-ene-1-carbonyl-CoA
show the reaction diagram
trans-1,4 water addition, stereochemistry of 6-hydroxycyclohex-1-ene-1-carboxyl-CoA by NMR analysis
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-
?
cyclohexa-2,5-diene-1-carbonyl-CoA + H2O
6-hydroxycyclohex-2-ene-1-carbonyl-CoA
show the reaction diagram
-
only when dithionite is used as an artificial electron donor
-
?
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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
cyclohexa-1,5-diene-1-carbonyl-CoA + H2O
6-hydroxycyclohex-1-ene-1-carbonyl-CoA
show the reaction diagram
cyclohexa-1,5-diene-1-carbonyl-CoA + H2O
6-hydroxycyclohex-1-enecarbonyl-CoA
show the reaction diagram
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.05
6-hydroxycyclohex-1-enecarbonyl-CoA
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-
0.03 - 60
cyclohexa-1,5-diene-1-carbonyl-CoA
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
51 - 280
cyclohexa-1,5-diene-1-carbonyl-CoA
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
1.8
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cell extract, pH 7.5, 30°C
2
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cell extract, pH 7.5, 30°C
2.5
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cell extract, pH 7.5, 30°C
31.7
85°C, pH 7.0, highly enriched enzyme
110
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reversible reaction with 6-hydroxycyclohex-1-ene-1-carboxyl-CoA as substrat
350
-
purified enzyme, hydration reaction, pH 7.5, 30°C
550
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purified enzyme, hydration reaction, pH 7.5, 30°C
730
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purified enzyme, dehydration reaction, pH 7.5, 30°C
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.4 - 7.6
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-
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
28000
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alpha2, 2 * 28000, SDS-PAGE
29900
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4 * 30000, SDS-PAGE of purified His-tag labeled protein, 4 * 29900, calculated mass of the His-tag labeled protein, native mass by gel filtration
30400
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2 * 30000, SDS-PAGE of purified His-tag labeled protein, 2 * 30400, calculated mass of the His-tag labeled protein, native mass by Ferguson blot analysis; 3 * 30000, SDS-PAGE of purified His-tag labeled protein, 3 * 30400, calculated mass of the His-tag labeled protein, native mass by gel filtration
55000
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gel filtration
70000
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Ferguson blot analysis
92000
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gel filtration
115000
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gel filtration
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
tetramer
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4 * 30000, SDS-PAGE of purified His-tag labeled protein, 4 * 29900, calculated mass of the His-tag labeled protein, native mass by gel filtration
trimer
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3 * 30000, SDS-PAGE of purified His-tag labeled protein, 3 * 30400, calculated mass of the His-tag labeled protein, native mass by gel filtration
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
DEAE-Sepharose, hydroxyapatite, Mono-Q, Blue-Sepharose
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recombinant protein using His-tag
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed as His-tag fusion protein in Escherichia coli BL21(DE3)pLysS cells
expression in Escherichia coli
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LINKS TO OTHER DATABASES (specific for EC-Number 4.2.1.100)
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)