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Literature summary for 6.2.1.B3 extracted from
- Identification of a peroxisomal acyl-activating enzyme involved in the biosynthesis of jasmonic acid in Arabidopsis (2006), J. Biol. Chem., 281, 33511-33520.
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| expression in Escherichia coli | Arabidopsis thaliana |
| 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 | Arabidopsis thaliana |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.024 | - |
12-oxo-phytodienoate | pH 7.5, temperature not specified in the publication, recombinant enzyme | Arabidopsis thaliana |  |
| 0.024 | - |
12-oxo-phytodienoic acid | temperature not specified in the publication, pH 7.5 | Arabidopsis thaliana | |
| 0.045 | - |
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate | pH 7.5, temperature not specified in the publication, recombinant enzyme | Arabidopsis thaliana | |
| 0.045 | - |
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid | temperature not specified in the publication, pH 7.5 | Arabidopsis thaliana | |
Localization
| Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|
| peroxisome | - |
Arabidopsis thaliana | 5777 | - |
Metals/Ions
| Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|
| Mg2+ | required | Arabidopsis thaliana | |
Molecular Weight [Da]
| Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|
| 59375 | - |
x * 59375, calculated | Arabidopsis thaliana |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 12-oxo-phytodienoate + CoA + ATP | Arabidopsis thaliana | - |
12-oxo-phytodienoyl-CoA + AMP + diphosphate | - |
? | |
| 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoic acid + CoA + ATP | Arabidopsis thaliana | - |
3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoyl-CoA + AMP + diphosphate | - |
? | |
| 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate + ATP | Arabidopsis thaliana | i.e. OPC-8:0 | 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate | 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 | ? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Arabidopsis thaliana | Q84P21 | - |
- |
| Arabidopsis thaliana | Q84P21 | gene opcl1 | - |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| recombinant N-terminally His6-tagged OPCL1 from Escherichia coli strain M15 by nickel affinity chromatography | Arabidopsis thaliana |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| leaf | wounded leaf and jasmonic acid-treated leaf | Arabidopsis thaliana | - |
| rosette leaf | - |
Arabidopsis thaliana | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 12-oxo-phytodienoate + CoA + ATP | - |
Arabidopsis thaliana | 12-oxo-phytodienoyl-CoA + AMP + diphosphate | - |
? | |
| 12-oxo-phytodienoic acid + CoA + ATP | - |
Arabidopsis thaliana | 12-oxo-phytodienoyl-CoA + AMP + diphosphate | - |
? | |
| 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoic acid + CoA + ATP | - |
Arabidopsis thaliana | 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-hexanoyl-CoA + AMP + diphosphate | - |
? | |
| 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate + ATP | i.e. OPC-8:0 | Arabidopsis thaliana | 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate | - |
? | |
| 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoate + ATP | i.e. OPC-8:0 | Arabidopsis thaliana | 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate | 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 | ? | |
| 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoic acid + CoA + ATP | - |
Arabidopsis thaliana | 3-oxo-2-(2'-[Z]-pentenyl)cyclopentane-1-octanoyl-CoA + AMP + diphosphate | - |
? | |
| additional information | 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 | Arabidopsis thaliana | ? | - |
? | |
| additional information | 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 | Arabidopsis thaliana | ? | - |
? | |
| myristate + CoA + ATP | - |
Arabidopsis thaliana | myristoyl-CoA + AMP + diphosphate | - |
? | |
| oleate + CoA + ATP | - |
Arabidopsis thaliana | oleoyl-CoA + AMP + diphosphate | - |
? | |
Subunits
| Subunits | Comment | Organism |
|---|---|---|
| ? | x * 59375, calculated | Arabidopsis thaliana |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| 4-coumarate--CoA ligase-like 5 | UniProt | Arabidopsis thaliana |
| 4-coumarate-CoA ligase-like 5 | - |
Arabidopsis thaliana |
| OPC-8:0 CoA ligase 1 | - |
Arabidopsis thaliana |
| OPC-8:0 CoA ligase1 | - |
Arabidopsis thaliana |
| OPCL1 | - |
Arabidopsis thaliana |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.5 | - |
assay at | Arabidopsis thaliana |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| ATP | - |
Arabidopsis thaliana | |
Expression
| Organism | Comment | Expression |
|---|---|---|
| Arabidopsis thaliana | the expression of enzyme gene OPCL1 is tightly coordinated with that of the peroxisomal enzyme OPDA reductase via the jasmonate signaling pathway | additional information |
| Arabidopsis thaliana | induction by mechanical wounding | up |
General Information
| General Information | Comment | Organism |
|---|---|---|
| evolution | the 4-coumarate-CoA ligase-like enzyme is a member of the acyl-activating enzyme (AAE) gene family | Arabidopsis thaliana |
| malfunction | in response to wounding, opcl1 null mutants exhibit reduced levels of jasmonic acid and hyperaccumulation of OPC-8:0 | Arabidopsis thaliana |
| 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 | Arabidopsis thaliana |
| 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 | Arabidopsis thaliana |
| 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 | Arabidopsis thaliana |
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