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Literature summary for 1.14.14.58 extracted from
- Characterization of biosynthetic pathways for the production of the volatile homoterpenes DMNT and TMTT in Zea mays (2016), Plant Cell, 28, 2651-2665 .
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| expression in Saccharomyces cerevisiae | Zea mays |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.0056 | - |
(6E,10E)-geranyllinalool | pH 6.8, 30°C | Zea mays |  |
| 0.0056 | - |
(3S)-(E,E)-geranyllinalool | pH and temperature not specified in the publication | Zea mays | |
| 0.0104 | - |
(6E,10E)-geranyllinalool | pH 6.8, 30°C | Zea mays | |
| 0.0104 | - |
(3S)-(E,E)-geranyllinalool | pH and temperature not specified in the publication | Zea mays | |
| 0.0142 | - |
(3S,6E)-nerolidol | pH and temperature not specified in the publication | Zea mays | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| (3S)-(E,E)-geranyllinalool + [reduced NADPH-hemoprotein reductase] + O2 | Zea mays | - |
(E,E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene + but-1-en-3-one + [oxidized NADPH-hemoprotein reductase] + 2 H2O | - |
? | |
| (3S,6E)-nerolidol + [reduced NADPH-hemoprotein reductase] + O2 | Zea mays | - |
(3E)-4,8-dimethylnona-1,3,7-triene + but-1-en-3-one + [oxidized NADPH-hemoprotein reductase] + 2 H2O | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Zea mays | - |
26 Zea mays inbred lines | - |
| Zea mays | B6ST66 | 26 Zea mays inbred lines | - |
| Zea mays | B6ST66 | enzyme catalyzes reactions of EC 1.14.14.58 and of EC 1.14.14.59 | - |
| Zea mays | B8A110 | - |
- |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| leaf | - |
Zea mays | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| (3S)-(E,E)-geranyllinalool + [reduced NADPH-hemoprotein reductase] + O2 | - |
Zea mays | (E,E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene + but-1-en-3-one + [oxidized NADPH-hemoprotein reductase] + 2 H2O | - |
? | |
| (3S,6E)-nerolidol + [reduced NADPH-hemoprotein reductase] + O2 | - |
Zea mays | (3E)-4,8-dimethylnona-1,3,7-triene + but-1-en-3-one + [oxidized NADPH-hemoprotein reductase] + 2 H2O | - |
? | |
| (3S,6E)-nerolidol + [reduced NADPH-hemoprotein reductase] + O2 | major substrate | Zea mays | (3E)-4,8-dimethylnona-1,3,7-triene + but-1-en-3-one + [oxidized NADPH-hemoprotein reductase] + 2 H2O | - |
? | |
| (6E,10E)-geranyllinalool + [reduced NADPH-hemoprotein reductase] + O2 | - |
Zea mays | (3E,7E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene + [oxidized NADPH-hemoprotein reductase] + but-3-en-2-one + 2 H2O | - |
? | |
| additional information | no substrate: linalool | Zea mays | ? | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| CYP92C5 | - |
Zea mays |
| CYP92C6 | - |
Zea mays |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| cytochrome P450 | - |
Zea mays |
Expression
| Organism | Comment | Expression |
|---|---|---|
| Zea mays | low transcript levels in undamaged leaves, expression is strongly induced in response to simulated herbivory | additional information |
General Information
| General Information | Comment | Organism |
|---|---|---|
| evolution | the DMNT biosynthetic pathway and both (DMNT and TMTT) monooxygenases are distinct from those previously characterized for (E)-4,8-dimethyl-1,3,7-nonatriene, DMNT, and (E,E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene, TMTT, synthesis in Arabidopsis thaliana, suggesting independent evolution of these enzymatic activities. The amino acid identity between the maize and Arabidopsis enzymes is below 30% | Zea mays |
| metabolism | the C11 homoterpene (E)-4,8-dimethyl-1,3,7-nonatriene (DMNT) is formed by the oxidative degradation of (E)-nerolidol. (E,E)-4,8,12-Trimethyltrideca-1,3,7,11-tetraene (TMTT) is produced via oxidative degradation of (E,E)-geranyllinalool. The first step of both pathways, the formation of the tertiary terpene alcohols (E,E)-geranyllinalool and (E)-nerolidol, is catalyzed by the terpene synthase, TPS2, whereas the subsequent oxidative degradation to DMNT and TMTT is catalyzed by two specific P450 monooxygenases, CYP92C5 and CYP92C6. Pathway mapping of 26 parent lines of US-NAM population for pathways and enzymes contributing to volatile terpene biosynthesis in maize leaves. TPS2 is the regulatory key enzyme | Zea mays |
| physiological function | gene disruption of CYP92C5 results in loss of (3E)-4,8-dimethylnona-1,3,7-triene production and reduced levels of (3E,7E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene after simulated herbivory. In planta (3E)-4,8-dimethylnona-1,3,7-triene is primarily produced by isoform CYP92C5, whereas the majority of (3E,7E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene is produced by cytochrome P450 monooxygenase, CYP92C6 | Zea mays |
| physiological function | while enzyme CYP92C5 converts (E)-nerolidol and (E,E)-geranyllinalool to (3E)-4,8-dimethyl-1,3,7,-nonatriene (DMNT) and (E,E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene, respectively, enzyme CYP92C6 only converts (E,E)-geranyllinalool to (E,E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene, TMTT. (E)-4,8-Dimethyl-1,3,7-nonatriene, DMNT, and (E,E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene, TMTT, are volatile homoterpenes. Many such volatiles are assigned functions in the defense against pathogens like lepidopteran larvae, aphids, fungi,and bacteria. Maize volatiles released after herbivore damage display high levels of quantitative and qualitative variation. In planta, DMNT is primarily produced by CYP92C5, whereas the majority of TMTT is produced by a related cytochrome P450 monooxygenase, CYP92C6, which is specific for the conversion of (E,E)-geranyllinalool to TMTT | Zea mays |
| physiological function | while enzyme CYP92C5 converts (E)-nerolidol and (E,E)-geranyllinalool to DMNT and (E,E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene, respectively, enzyme CYP92C6 only converts (E,E)-geranyllinalool to (E,E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene, TMTT. (E)-4,8-Dimethyl-1,3,7-nonatriene, DMNT, and (E,E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene, TMTT, are volatile homoterpenes. Many such volatiles are assigned functions in the defense against pathogens like lepidopteran larvae, aphids, fungi,and bacteria. Maize volatiles released after herbivore damage display high levels of quantitative and qualitative variation. In planta, DMNT is primarily produced by CYP92C5, whereas the majority of TMTT is produced by a related cytochrome P450 monooxygenase, CYP92C6, which is specific for the conversion of (E,E)-geranyllinalool to TMTT | Zea mays |
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