Information on EC 6.2.1.12 - 4-Coumarate-CoA ligase

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

EC NUMBER
COMMENTARY hide
6.2.1.12
-
RECOMMENDED NAME
GeneOntology No.
4-Coumarate-CoA ligase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
ATP + 4-coumarate + CoA = AMP + diphosphate + 4-coumaroyl-CoA
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acid-thiol ligation
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
4-coumarate degradation (anaerobic)
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-
4-hydroxybenzoate biosynthesis I (eukaryotes)
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4-hydroxybenzoate biosynthesis V
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6-gingerol analog biosynthesis (engineered)
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Biosynthesis of secondary metabolites
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-
caffeoylglucarate biosynthesis
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coumarins biosynthesis (engineered)
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-
flavonoid biosynthesis
-
-
Metabolic pathways
-
-
naringenin biosynthesis (engineered)
-
-
phaselate biosynthesis
-
-
Phenylalanine metabolism
-
-
phenylpropanoid biosynthesis
Phenylpropanoid biosynthesis
-
-
suberin monomers biosynthesis
Ubiquinone and other terpenoid-quinone biosynthesis
-
-
umbelliferone biosynthesis
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-
xanthohumol biosynthesis
-
-
SYSTEMATIC NAME
IUBMB Comments
4-Coumarate:CoA ligase (AMP-forming)
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CAS REGISTRY NUMBER
COMMENTARY hide
37332-51-7
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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UniProt
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
fragment; loquat, cultivars LYQ and BS
UniProt
Manually annotated by BRENDA team
Forsythia sp.
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
lines ARK8518 and ARK8518R
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-
Manually annotated by BRENDA team
-
UniProt
Manually annotated by BRENDA team
fragment
UniProt
Manually annotated by BRENDA team
fragment
UniProt
Manually annotated by BRENDA team
fragment
UniProt
Manually annotated by BRENDA team
fragment
UniProt
Manually annotated by BRENDA team
fragment
UniProt
Manually annotated by BRENDA team
three isoforms, 4CL2 and 4CL3 belonging to class I and 4CL1 belonging to class II type of 4CL-enzymes
-
-
Manually annotated by BRENDA team
isozyme OB4CL_ctg4
UniProt
Manually annotated by BRENDA team
Ocimum basilicum CIM SAUMYA
isozyme OB4CL_ctg4
UniProt
Manually annotated by BRENDA team
i.e. Ocimum tenuiflorum, isozyme OS4CL
UniProt
Manually annotated by BRENDA team
i.e. Ocimum tenuiflorum, isozyme OS4CL
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
isoenzymes not detected
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-
Manually annotated by BRENDA team
-
UniProt
Manually annotated by BRENDA team
2 isoenzymes
-
-
Manually annotated by BRENDA team
Polyporus hispidus
strain UBC 513, light-grown cultures yield preparations with an increased activity
-
-
Manually annotated by BRENDA team
Polyporus hispidus UBC 513
strain UBC 513, light-grown cultures yield preparations with an increased activity
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Manually annotated by BRENDA team
aspen
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
two isoforms, 4CL1 and 4CL2
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-
Manually annotated by BRENDA team
hybid poplar, clone H1
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-
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
gene 4CL
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-
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
cv. Cabernet Sauvignon
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-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
malfunction
metabolism
physiological function
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
4-coumarate + MgATP2- + tetrapolyphosphate
adenosine 5'-pentaphosphate + ?
show the reaction diagram
-
CoA omitted from the incubation mixture
-
r
4-coumarate + MgATP2- + tripolyphosphate
adenosine 5'-tetraphosphate + ?
show the reaction diagram
-
CoA omitted from the incubation mixture
-
r
AMP + 3-oxo-2-(2'-[Z]-pentenyl)-cyclopentane-1-butanoic acid + CoA
?
show the reaction diagram
-
weak substrate
-
-
?
AMP + 3-oxo-2-(2'-[Z]-pentenyl)-cyclopentane-1-hexanoic acid + CoA
?
show the reaction diagram
-
weak substrate
-
-
?
AMP + dinor-12-oxo-phytodienoic acid + CoA
?
show the reaction diagram
-
-
-
-
?
ATP + (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid + CoA
?
show the reaction diagram
-
-
-
-
?
ATP + 2-coumarate + CoA
AMP + diphosphate + 2-coumaroyl-CoA
show the reaction diagram
ATP + 3,4,5-trimethoxycinnamate + CoA
AMP + diphosphate + 3,4,5-trimethoxycinnamoyl-CoA
show the reaction diagram
ATP + 3,4-dimethoxycinnamate + CoA
AMP + diphosphate + 3,4-dimethoxycinnamoyl-CoA
show the reaction diagram
ATP + 3-coumarate + CoA
AMP + diphosphate + 3-coumaroyl-CoA
show the reaction diagram
ATP + 4-coumarate + CoA
?
show the reaction diagram
ATP + 4-coumarate + CoA
AMP + diphosphate + 4-coumaroyl-CoA
show the reaction diagram
ATP + 4-methoxycinnamate + CoA
AMP + diphosphate + 4-methoxycinnamoyl-CoA
show the reaction diagram
ATP + 5-hydroxyferulate + CoA
AMP + diphosphate + 5-hydroxyferuloyl-CoA
show the reaction diagram
ATP + acetate + CoA
AMP + diphosphate + acetyl-CoA
show the reaction diagram
-
-
-
-
?
ATP + caffeate + CoA
AMP + diphosphate + caffeoyl-CoA
show the reaction diagram
ATP + caffeic acid + CoA
AMP + diphosphate + 4-caffeoyl-CoA
show the reaction diagram
ATP + cinnamate + CoA
AMP + diphosphate + 4-cinnamoyl-CoA
show the reaction diagram
-
-
-
?
ATP + cinnamate + CoA
AMP + diphosphate + cinnamoyl-CoA
show the reaction diagram
ATP + cinnamic acid + CoA
AMP + diphosphate + cinnamoyl-CoA
show the reaction diagram
-
3-phenyl-2-propenoic acid, 98%
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-
?
ATP + decanoate + CoA
AMP + diphosphate + decanoyl-CoA
show the reaction diagram
-
weak substrate
-
-
?
ATP + ferulate + CoA
AMP + diphosphate + feruloyl-CoA
show the reaction diagram
ATP + ferulate + CoA
AMP + diphosphate + ferulyl-CoA
show the reaction diagram
ATP + ferulic acid + CoA
AMP + diphosphate + 4-feruloyl-CoA
show the reaction diagram
-
4-hydroxy-3-methoxycinnamic acid, 99%
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-
?
ATP + heptanoate + CoA
AMP + diphosphate + heptanoyl-CoA
show the reaction diagram
-
-
-
-
?
ATP + hexadecanoate + CoA
AMP + diphosphate + hexadecanoyl-CoA
show the reaction diagram
-
weak substrate
-
-
?
ATP + hexanoate + CoA
AMP + diphosphate + hexanoyl-CoA
show the reaction diagram
-
-
-
-
?
ATP + indole propanoic acid + CoA
?
show the reaction diagram
-
-
-
-
?
ATP + isoferulate + CoA
AMP + diphosphate + isoferuloyl-CoA
show the reaction diagram
ATP + nonanoate + CoA
AMP + diphosphate + nonanoyl-CoA
show the reaction diagram
-
-
-
-
?
ATP + octadecanoate + CoA
AMP + diphosphate + octadecanoyl-CoA
show the reaction diagram
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weak substrate
-
-
?
ATP + octanoate + CoA
AMP + diphosphate + octanoyl-CoA
show the reaction diagram
-
-
-
-
?
ATP + oleate + CoA
AMP + diphosphate + oleoyl-CoA
show the reaction diagram
-
-
-
-
?
ATP + propanoate + CoA
AMP + diphosphate + propanoyl-CoA
show the reaction diagram
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weak substrate
-
-
?
ATP + sinapate + CoA
AMP + diphosphate + sinapoyl-CoA
show the reaction diagram
ATP + sinapic acid + CoA
AMP + diphosphate + 4-sinapoyl-CoA
show the reaction diagram
-
3,5-dimethoxy-4-hydroxycinnamic acid, 98%, predominantly trans isomer
-
-
?
ATP + sinapoate + CoA
AMP + diphosphate + sinapoyl-CoA
show the reaction diagram
ATP + tetradecanoate + CoA
AMP + diphosphate + tetradecanoyl-CoA
show the reaction diagram
-
-
-
-
?
ATP + trans-cinnamate + CoA
AMP + diphosphate + trans-cinnamoyl-CoA
show the reaction diagram
CTP + ferulate + CoA
CMP + diphosphate + feruloyl-CoA
show the reaction diagram
-
7.7% of the activity relative to ATP
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-
-
GTP + ferulate + CoA
GMP + diphosphate + feruloyl-CoA
show the reaction diagram
-
5.7% of the activity relative to ATP
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-
-
ITP + ferulate + CoA
IMP + diphosphate + feruloyl-CoA
show the reaction diagram
-
20.2% of the activity relative to ATP
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-
MgATP2-
diadenosine 5',5'',P1,P4-tetraphosphate + ?
show the reaction diagram
-
no additional substrate, CoA omitted from the incubation mixture
-
?
UTP + ferulate + CoA
UMP + diphosphate + feruloyl-CoA
show the reaction diagram
-
12.5% of the activity relative to GTP
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-
-
additional information
?
-
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
ATP + 4-coumarate + CoA
?
show the reaction diagram
ATP + 4-coumarate + CoA
AMP + diphosphate + 4-coumaroyl-CoA
show the reaction diagram
ATP + caffeate + CoA
AMP + diphosphate + caffeoyl-CoA
show the reaction diagram
ATP + cinnamate + CoA
AMP + diphosphate + 4-cinnamoyl-CoA
show the reaction diagram
D5LLN7, D5LNB5, D5LNB6
-
-
-
?
ATP + ferulate + CoA
AMP + diphosphate + feruloyl-CoA
show the reaction diagram
ATP + ferulate + CoA
AMP + diphosphate + ferulyl-CoA
show the reaction diagram
-
-
-
-
?
ATP + trans-cinnamate + CoA
AMP + diphosphate + trans-cinnamoyl-CoA
show the reaction diagram
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
K+
strictly K+-dependent. Half-maximal activity is obtained at 6 mM K+
Zn2+
-
can partially substitute for Mg2+, very low activity
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3,4-methylenedioxycinnamic acid
-
potent inhibitor
4-chloromercuribenzoate
-
-
4-coumarate
alachlor
-
slight inhibition
bentazone
-
slight inhibition
butachlor
-
-
caffeate
chlornitrofen
-
-
CoASH
-
above 0.1 mM
coniferin
-
-
dimepiperate
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-
fenoxaprop-ethyl
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-
ferulate
Heat-labile high-molecular-weight factor from tobacco stem extract
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-
-
iodoacetamide
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-
Ionic strength
-
activity of isoenzyme 1 decreases steadily with increasing ionic strength at least in the range from 0.1 to 0.8 M Tris-HCl, highest rate of isoenzyme 2 activity is obtained at concentrations of about 0.3 M Tris-HCl
-
linuron
-
slight inhibition
mefenacet
-
slight inhibition
molinate
-
slight inhibition
naringenin
nitrofen
-
slight inhibition
Pentachlorophenol
-
slight inhibition
pretilachlor
-
slight inhibition
propanil
pyrazosulfuron-ethyl
-
slight inhibition
simazine
-
slight inhibition
simetryn
-
slight inhibition
thenylchlor
-
-
thiobencarb
-
slight inhibition
additional information
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
S-methyl 1,2,3-benzothiadiazole-7-carbothioate
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treatment of fruits
additional information
-
developmental and wound-induced regulation, stress-regulated expression
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.09 - 0.18
2-coumarate
0.23
3,4,5-trimethoxycinnamate
-
isoenzyme 1
0.049 - 0.55
3,4-dimethoxycinnamate
0.028 - 0.03
3-coumarate
0.00166 - 0.282
4-coumarate
0.246
4-coumaric acid
-
-
0.38
4-methoxycinnamate
-
isoenzyme 1
0.5
4-methoxyferulate
-
-
0.012 - 0.34
5-hydroxyferulate
0.064
adenosine 5'-tetraphosphate
-
reverse reaction, M293P/K320L mutant enzyme, pH 7.0, 30C
0.004 - 1.507
ATP
0.0009 - 0.725
caffeate
0.0094 - 6.63
cinnamate
0.0032 - 0.5
CoA
0.004 - 0.007
CoASH
0.0009 - 3.1
ferulate
0.026 - 0.15
isoferulate
0.336
m-methoxycinnamate
-
-
0.69
p-methoxycinnamate
-
-
0.005 - 0.0589
sinapate
0.001 - 0.022
sinapoate
0.02576 - 0.664
trans-cinnamate
additional information
additional information