Enzymes
UniProtKB help_outline | 3 proteins |
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- Name help_outline (2E,6E)-farnesyl diphosphate Identifier CHEBI:175763 Charge -3 Formula C15H25O7P2 InChIKeyhelp_outline VWFJDQUYCIWHTN-YFVJMOTDSA-K SMILEShelp_outline CC(C)=CCC\C(C)=C\CC\C(C)=C\COP([O-])(=O)OP([O-])([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 170 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline H2O Identifier CHEBI:15377 (Beilstein: 3587155; CAS: 7732-18-5) help_outline Charge 0 Formula H2O InChIKeyhelp_outline XLYOFNOQVPJJNP-UHFFFAOYSA-N SMILEShelp_outline [H]O[H] 2D coordinates Mol file for the small molecule Search links Involved in 6,048 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline diphosphate Identifier CHEBI:33019 (Beilstein: 185088) help_outline Charge -3 Formula HO7P2 InChIKeyhelp_outline XPPKVPWEQAFLFU-UHFFFAOYSA-K SMILEShelp_outline OP([O-])(=O)OP([O-])([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 1,085 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline tau-cadinol Identifier CHEBI:138042 (CAS: 5937-11-1) help_outline Charge 0 Formula C15H26O InChIKeyhelp_outline LHYHMMRYTDARSZ-XQLPTFJDSA-N SMILEShelp_outline O[C@@]1([C@]2([C@]([C@@H](CC1)C(C)C)(C=C(CC2)C)[H])[H])C 2D coordinates Mol file for the small molecule Search links Involved in 1 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
RHEA:54052 | RHEA:54053 | RHEA:54054 | RHEA:54055 | |
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Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
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Publications
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Molecular cloning and functional analysis of a 10-epi-junenol synthase from Inula hupehensis.
Gou J.B., Li Z.Q., Li C.F., Chen F.F., Lv S.Y., Zhang Y.S.
Junenol based-eudesmanolides have been detected in many compositae plant species and were reported to exhibit various pharmacological activities. So far, the gene encoding junenol synthase has never been isolated. Here we report the molecular cloning and functional analysis of a 10-epi-junenol syn ... >> More
Junenol based-eudesmanolides have been detected in many compositae plant species and were reported to exhibit various pharmacological activities. So far, the gene encoding junenol synthase has never been isolated. Here we report the molecular cloning and functional analysis of a 10-epi-junenol synthase from Inula hupehensis (designated IhsTPS1). IhsTPS1 converts the substrate farnesyl diphosphate into multiple sesquiterpenes with the product 10-epi-junenol being predominant. The transcript levels of IhsTPS1 correlate well with the accumulation pattern of 10-epi-junenol in I. hupehensis organs, supporting its biochemical roles in vivo. << Less
Plant Physiol. Biochem. 106:288-294(2016) [PubMed] [EuropePMC]
This publication is cited by 1 other entry.
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Isolation and functional characterization of a tau-cadinol synthase, a new sesquiterpene synthase from Lavandula angustifolia.
Jullien F., Moja S., Bony A., Legrand S., Petit C., Benabdelkader T., Poirot K., Fiorucci S., Guitton Y., Nicole F., Baudino S., Magnard J.L.
In this paper we characterize three sTPSs: a germacrene D (LaGERDS), a (E)-β-caryophyllene (LaCARS) and a τ-cadinol synthase (LaCADS). τ-cadinol synthase is reported here for the first time and its activity was studied in several biological models including transiently or stably transformed tobacc ... >> More
In this paper we characterize three sTPSs: a germacrene D (LaGERDS), a (E)-β-caryophyllene (LaCARS) and a τ-cadinol synthase (LaCADS). τ-cadinol synthase is reported here for the first time and its activity was studied in several biological models including transiently or stably transformed tobacco species. Three dimensional structure models of LaCADS and Ocimum basilicum γ-cadinene synthase were built by homology modeling using the template structure of Gossypium arboreum δ-cadinene synthase. The depiction of their active site organization provides evidence of the global influence of the enzymes on the formation of τ-cadinol: instead of a unique amino-acid, the electrostatic properties and solvent accessibility of the whole active site in LaCADS may explain the stabilization of the cadinyl cation intermediate. Quantitative PCR performed from leaves and inflorescences showed two patterns of expression. LaGERDS and LaCARS were mainly expressed during early stages of flower development and, at these stages, transcript levels paralleled the accumulation of the corresponding terpene products (germacrene D and (E)-β-caryophyllene). By contrast, the expression level of LaCADS was constant in leaves and flowers. Phylogenetic analysis provided informative results on potential duplication process leading to sTPS diversification in lavender. << Less
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Functional characterization of ZmTPS7 reveals a maize tau-cadinol synthase involved in stress response.
Ren F., Mao H., Liang J., Liu J., Shu K., Wang Q.
<h4>Main conclusion</h4>Maize ( Zea mays ) terpene synthase 7 (ZmTPS7) was characterized as a τ-cadinol synthase, which exhibited constitutive and inducible gene expression patterns, suggesting involvement in stress response. Maize produces a variety of terpenoids involved in defense response. Des ... >> More
<h4>Main conclusion</h4>Maize ( Zea mays ) terpene synthase 7 (ZmTPS7) was characterized as a τ-cadinol synthase, which exhibited constitutive and inducible gene expression patterns, suggesting involvement in stress response. Maize produces a variety of terpenoids involved in defense response. Despite some terpene synthases (TPSs) responsible for these terpenoids have been characterized, biosynthesis of many terpenes, particularly sesquiterpenes, which were produced in response to biotic or abiotic stress, remains largely unknown. Here, we characterized ZmTPS7 biochemically through recombinant expression in Escherichia coli and detected that it catalyzed formation of a blend of sesquiterpenes and sesquiterpenoid alcohols as the sesquiterpene synthase through GC-MS analysis. Subsequently, the major product was purified and identified as τ-cadinol through nuclear magnetic resonance spectroscopy (NMR) analysis, which was also detected in maize tissues infected by pathogen fungus for the first time. ZmTPS7 constitutively expressed in aerial tissues while with trace amount of transcript in roots. Fungus spore inoculation and methyl jasmonate (MeJA) treatment induced gene expression of ZmTPS7 in leaves, while exogenous ABA induced ZmTPS7 dramatically in roots, suggesting that ZmTPS7 might be involved in stress response. τ-cadinol was quantified in infected maize tissues with the concentration of ~200 ng/g fresh weight, however, which was much lower than the inhibitory one on two tested necrotrophic fungi. Such evidences indicate that anti-fungal activity of τ-cadinol is not physiologically relevant, and further investigation is needed to clarify its biological functions in maize. Taken together, ZmTPS7 was characterized as the τ-cadinol synthase and suggested to be involved in stress response, which also increased the diversity of maize terpenoid profile. << Less