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EC Tree
The expected taxonomic range for this enzyme is: Arabidopsis thaliana
Synonyms
opc-8:coa ligase, opc-8:0 coa ligase1,
more
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4-coumarate--CoA ligase-like 5
UniProt
4-coumarate-CoA ligase-like 5
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3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoic acid + CoA + ATP = 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoyl-CoA + AMP + diphosphate
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12-oxo-phytodienoate + CoA + ATP
12-oxo-phytodienoyl-CoA + AMP + diphosphate
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-
?
12-oxo-phytodienoic acid + CoA + ATP
12-oxo-phytodienoyl-CoA + AMP + diphosphate
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-
?
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoic acid + CoA + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoyl-CoA + AMP + diphosphate
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid + CoA + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate
decanoic acid + CoA + ATP
decanoyl-CoA + AMP + diphosphate
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-
?
dinor-12-oxo-phytodienoic acid + CoA + ATP
dinor-12-oxo-phytodienoyl-CoA + AMP + diphosphate
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?
dodecanoic acid + CoA + ATP
dodecanoyl-CoA + AMP + diphosphate
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-
-
?
hexadecanoic acid + CoA + ATP
hexadecanoyl-CoA + AMP + diphosphate
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-
-
?
myristate + CoA + ATP
myristoyl-CoA + AMP + diphosphate
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-
?
octadecanoic acid + CoA + ATP
octadecanoyl-CoA + AMP + diphosphate
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-
-
?
oleate + CoA + ATP
oleoyl-CoA + AMP + diphosphate
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-
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?
oleic acid + CoA + ATP
oleoyl-CoA + AMP + diphosphate
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-
?
tetradecanoic acid + CoA + ATP
tetradecanoyl-CoA + AMP + diphosphate
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-
?
additional information
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3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoic acid + CoA + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoyl-CoA + AMP + diphosphate
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-
?
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoic acid + CoA + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoyl-CoA + AMP + diphosphate
i.e. OPC-6:0
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?
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate
i.e. OPC-8:0
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3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate
i.e. OPC-8:0
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA is subsequently converted to jasmonic acid via three beta-oxidation steps in the plant metabolism
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?
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate
i.e. OPC-8:0. In leaf peroxisomes, 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate is a physiological substrate for the activation of jasmonic acid biosynthetic precursors
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3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid + CoA + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate
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?
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid + CoA + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate
i.e. OPC-8:0
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?
additional information
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enzyme is involved in conversion of the C18 jasmonic acid precursor 12-oxo-phytodienoic acid to 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid, i.e. OPC-8:0, which subsequently undergoes three rounds of beta-oxidation to yield jasmonic acid. Enzyme readily accepts 14:0 and 18:1 fatty acid substrates but has little or no activity with shorter chain substrates such as hexanoic and octanoic acids
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additional information
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recombinant OPCL1 is active against both 12-oxo-phytodienoic acid and 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid, as well as medium-to-long straight-chain fatty acids. OPCL1 readily accepts 14:0 and 18:1 fatty acid substrates, cf. EC 6.2.1.3, but has little or no activity with shorter chain substrates such as hexanoic and octanoic acids
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12-oxo-phytodienoate + CoA + ATP
12-oxo-phytodienoyl-CoA + AMP + diphosphate
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-
-
?
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoic acid + CoA + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoyl-CoA + AMP + diphosphate
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?
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate
i.e. OPC-8:0
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA is subsequently converted to jasmonic acid via three beta-oxidation steps in the plant metabolism
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?
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate + ATP
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate
i.e. OPC-8:0. In leaf peroxisomes, 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate is a physiological substrate for the activation of jasmonic acid biosynthetic precursors
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?
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Infections
Jasmonates meet fatty acids: functional analysis of a new acyl-coenzyme A synthetase family from Arabidopsis thaliana.
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0.024
12-oxo-phytodienoate
pH 7.5, temperature not specified in the publication, recombinant enzyme
0.024 - 0.027
12-oxo-phytodienoic acid
0.094
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoic acid
pH not specified in the publication, temperature not specified in the publication
0.045
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate
pH 7.5, temperature not specified in the publication, recombinant enzyme
0.019 - 0.045
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid
0.076
dinor-12-oxo-phytodienoic acid
pH not specified in the publication, temperature not specified in the publication
0.036
tetradecanoic acid
pH not specified in the publication, temperature not specified in the publication
0.024
12-oxo-phytodienoic acid
temperature not specified in the publication, pH 7.5
0.027
12-oxo-phytodienoic acid
pH not specified in the publication, temperature not specified in the publication
0.019
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid
pH not specified in the publication, temperature not specified in the publication
0.045
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid
temperature not specified in the publication, pH 7.5
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1.56
12-oxo-phytodienoic acid
pH not specified in the publication, temperature not specified in the publication
1.49
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoic acid
pH not specified in the publication, temperature not specified in the publication
1.27
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid
pH not specified in the publication, temperature not specified in the publication
1.78
dinor-12-oxo-phytodienoic acid
pH not specified in the publication, temperature not specified in the publication
0.96
tetradecanoic acid
pH not specified in the publication, temperature not specified in the publication
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56.2
12-oxo-phytodienoic acid
pH not specified in the publication, temperature not specified in the publication
15.2
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoic acid
pH not specified in the publication, temperature not specified in the publication
65.4
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid
pH not specified in the publication, temperature not specified in the publication
23.4
dinor-12-oxo-phytodienoic acid
pH not specified in the publication, temperature not specified in the publication
26.4
tetradecanoic acid
pH not specified in the publication, temperature not specified in the publication
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UniProt
brenda
gene opcl1
UniProt
brenda
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wounded leaf and jasmonic acid-treated leaf
brenda
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brenda
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brenda
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evolution
the 4-coumarate-CoA ligase-like enzyme is a member of the acyl-activating enzyme (AAE) gene family
malfunction
in response to wounding, opcl1 null mutants exhibit reduced levels of jasmonic acid and hyperaccumulation of OPC-8:0
metabolism
the enzyme catalyzes the formation of 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA, which is subsequently converted to jasmonic acid via three beta-oxidation steps
physiological function
in response to wounding, null mutants exhibit reduced levels of jasmonic acid and hyperaccumulation of 3-oxo-2-(2-[Z]-pentenyl)cyclopentane-1-octanoic acid. Physiological role for the enzyme in the activation of jasmonic acid biosynthetic precursors in leaf peroxisomes, 3-oxo-2-(2-[Z]-pentenyl)cyclopentane-1-octanoic acid is a physiological substrate for the activation step
physiological function
mutants exhibit 3-oxo-2(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid accumulation and reduced levels of jasmonic acid. Enzyme catalyzes an essential step in jasmonic acid biosynthesis by initiating the beta-oxidative chain shortening of the carboxylic acid side chain of its precursors
physiological function
physiological role for the enzyme in the activation of jasmonic acid biosynthetic precursors in leaf peroxisomes, 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate is a physiological substrate for the activation step. Coordinated expression of OPCL1, OPR3, and specific beta-oxidation isozymes (e.g., ACX1) in wounded leaves may enhance jasmonate biosynthetic capacity of plants faced with biotic stress
physiological function
physiological role for the enzyme in the activation of jasmonic acid biosynthetic precursors in leaf peroxisomes, 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate is a physiological substrate for the activation step. Wound-induced expression of OPCL1 and OPR3, EC 1.3.1.42, is coregulated by the jasmonate signaling pathway. The inability of OPCL1 to discriminate between 12-oxo-phytodienoate and 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate suggests that specificity in the biosynthetic pathway is achieved by other mechanisms
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4CLL5_ARATH
546
0
59375
Swiss-Prot
-
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59375
x * 59375, calculated
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recombinant N-terminally His6-tagged OPCL1 from Escherichia coli strain M15 by nickel affinity chromatography
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expression in Escherichia coli
gene opcl1, DNA and amino acid sequence determination and analysis, expression of YFP-tagged OPCL1 in Arabidopsis thaliana via Agrobacterium tumefaciens strain C58C1 transfection, and coexpression with GFP-tagged 12-oxophytodienoate reductase 3, EC 1.3.1.42, the proteins are targeted to peroxisomes, expression of N-terminally His6-tagged OPCL1 in Escherichia coli strain M15
gene opcl1, expression of YFP-tagged OPCL1 in Arabidopsis thaliana, coexpression with GFP-tagged 12-oxophytodienoate reductase 3, EC 1.3.1.42
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expression is activated in response to wounding or infection
induction by mechanical wounding
the expression of enzyme gene OPCL1 is tightly coordinated with that of the peroxisomal enzyme OPDA reductase via the jasmonate signaling pathway
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Kienow, L.; Schneider, K.; Bartsch, M.; Stuible, H.P.; Weng, H.; Miersch, O.; Wasternack, C.; Kombrink, E.
Jasmonates meet fatty acids: functional analysis of a new acyl-coenzyme A synthetase family from Arabidopsis thaliana
J. Exp. Bot.
59
403-419
2008
Arabidopsis thaliana (Q84P21), Arabidopsis thaliana
brenda
Koo, A.; Hoo, S.; Kobayashi, Y.; Howe, G.
Identification of a peroxisomal acyl-activating enzyme involved in the biosynthesis of jasmonic acid in Arabidopsis
J. Biol. Chem.
281
33511-33520
2006
Arabidopsis thaliana (Q84P21)
brenda
Koo, A.J.K.; Howe, G.A.
Role of peroxisomal beta-oxidation in the production of plant signaling compounds
Plant Signal. Behav.
2
20-22
2007
Arabidopsis thaliana (Q84P21)
brenda
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