| Entry |
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| Name |
taxadiene synthase;
geranylgeranyl-diphosphate diphosphate-lyase (cyclizing, taxadiene-forming)
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| Class |
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
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| Sysname |
geranylgeranyl-diphosphate diphosphate-lyase (cyclizing; taxa-4,11-diene-forming)
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| Reaction(IUBMB) |
geranylgeranyl diphosphate = taxa-4,11-diene + diphosphate [RN: R06305]
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| Reaction(KEGG) |
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| Substrate |
geranylgeranyl diphosphate [CPD: C00353]
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| Product |
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| Comment |
This is the committed step in the biosynthesis of the diterpenoid antineoplastic drug Taxol (paclitaxel). The cyclization involves a 1,5-hydride shift.
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| Pathway |
| Diterpenoid biosynthesis | | Metabolic pathways | | Biosynthesis of secondary metabolites |
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| Orthology |
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| Reference |
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| Authors |
Koepp AE, Hezari M, Zajicek J, Vogel BS, LaFever RE, Lewis NG, Croteau R. |
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| Title |
Cyclization of geranylgeranyl diphosphate to taxa-4(5),11(12)-diene is the committed step of taxol biosynthesis in Pacific yew. |
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| Journal |
J. Biol. Chem. 270 (1995) 8686-90. |
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| Organism |
Taxus brevifolia |
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| Reference |
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| Authors |
Hezari M, Lewis NG, Croteau R. |
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| Title |
Purification and characterization of taxa-4(5),11(12)-diene synthase from Pacific yew (Taxus brevifolia) that catalyzes the first committed step of taxol biosynthesis. |
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| Journal |
Arch. Biochem. Biophys. 322 (1995) 437-44. |
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| Organism |
Taxus brevifolia |
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| Reference |
|
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| Authors |
Lin X, Hezari M, Koepp AE, Floss HG, Croteau R. |
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| Title |
Mechanism of taxadiene synthase, a diterpene cyclase that catalyzes the first step of taxol biosynthesis in Pacific yew. |
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| Journal |
Biochemistry. 35 (1996) 2968-77. |
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| Organism |
Taxus brevifolia |
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| Reference |
|
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| Authors |
Hezari M, Ketchum RE, Gibson DM, Croteau R. |
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| Title |
Taxol production and taxadiene synthase activity in Taxus canadensis cell suspension cultures. |
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| Journal |
Arch. Biochem. Biophys. 337 (1997) 185-90. |
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| Organism |
Taxus canadensis |
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| Reference |
|
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| Authors |
Williams DC, Carroll BJ, Jin Q, Rithner CD, Lenger SR, Floss HG, Coates RM, Williams RM, Croteau R. |
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| Title |
Intramolecular proton transfer in the cyclization of geranylgeranyl diphosphate to the taxadiene precursor of taxol catalyzed by recombinant taxadiene synthase. |
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| Journal |
Chem. Biol. 7 (2000) 969-77. |
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| Organism |
Taxus brevifolia |
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| Other DBs |
ExplorEnz - The Enzyme Database: IUBMB Enzyme Nomenclature: ExPASy - ENZYME nomenclature database: BRENDA, the Enzyme Database: CAS: 169277-52-5 |
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