Enzyme

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     4. Lyases
        4.2 Carbon-oxygen lyases
            4.2.3 Acting on phosphates
ID:4.2.3.17
Description:Taxadiene synthase.
Alternative Name: Taxadiene cyclase.
Taxa-4(5),11(12)-diene synthase.
Cath: 1.10.600.10; 1.50.10.130; 1.50.10.160;

3D structure

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References

External Links

UniProtKB Enzyme Link: UniProtKB 4.2.3.17
BRENDA Enzyme Link: BRENDA 4.2.3.17
KEGG Enzyme Link: KEGG4.2.3.17
BioCyc Enzyme Link: BioCyc 4.2.3.17
ExPASy Enzyme Link: ExPASy4.2.3.17
EC2PDB Enzyme Link: EC2PDB 4.2.3.17
ExplorEnz Enzyme Link: ExplorEnz 4.2.3.17
PRIAM enzyme-specific profiles Link: PRIAM 4.2.3.17
IntEnz Enzyme Link: IntEnz 4.2.3.17
MEDLINE Enzyme Link: MEDLINE 4.2.3.17
MSA:

4.2.3.17;

Phylogenetic Tree:

4.2.3.17;

Uniprot:
M-CSA:
RHEA:20912 all-trans-geranylgeranyl diphosphate = diphosphate + taxa-4,11-diene
RULE(radius=1) ([*:1]-[C;H0;+0:2](-[CH2;+0:3]-[*:4]-[CH;+0:5]=[C;H0;+0:6](-[*:7])-[*:8]-[*:9]-[CH;+0:10]=[*:11])=[CH;+0:12]-[CH2;+0:13]-[O;H0;+0:14]-[*:15].[*:16]-[CH;+0:17]=[C;H0;+0:18](-[*:19])-[*:20])>>[*:1]-[C;H0;+0:2]1=[CH;+0:3]-[*:4]-[CH2;+0:5]-[C;H0;+0:6]2(-[*:7])-[*:8]-[*:9]-[C;H0;+0:10](=[*:11])-[C;H0;+0:18](-[*:19])(-[*:20])-[CH;+0:17](-[*:16])-[CH2;+0:13]-[CH;+0:12]-1-2.[*:15]-[OH;+0:14]
Reaction
Core-to-Core No scaffolds atoms were exchanged as a result of the reaction

References

TitleAuthorsDatePubMed ID
Taxol production and taxadiene synthase activity in Taxus canadensis cell suspension cultures.Hezari M, Ketchum RE, Gibson DM, Croteau R1997 Jan 159016812
Mechanism of taxadiene synthase, a diterpene cyclase that catalyzes the first step of taxol biosynthesis in Pacific yew.Lin X, Hezari M, Koepp AE, Floss HG, Croteau R1996 Mar 58608134
Cyclization of geranylgeranyl diphosphate to taxa-4(5),11(12)-diene is the committed step of taxol biosynthesis in Pacific yew.Koepp AE, Hezari M, Zajicek J, Vogel BS, LaFever RE, Lewis NG, Croteau R1995 Apr 147721772
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.Hezari M, Lewis NG, Croteau R1995 Oct 17574719
Taxadiene synthase structure and evolution of modular architecture in terpene biosynthesis.Köksal M, Jin Y, Coates RM, Croteau R, Christianson DW2011 Jan 621160477
Intramolecular proton transfer in the cyclization of geranylgeranyl diphosphate to the taxadiene precursor of taxol catalyzed by recombinant taxadiene synthase.Williams DC, Carroll BJ, Jin Q, Rithner CD, Lenger SR, Floss HG, Coates RM, Williams RM, Croteau R2000 Dec11137819
Heterologous expression and characterization of a "Pseudomature" form of taxadiene synthase involved in paclitaxel (Taxol) biosynthesis and evaluation of a potential intermediate and inhibitors of the multistep diterpene cyclization reaction.Williams DC, Wildung MR, Jin AQ, Dalal D, Oliver JS, Coates RM, Croteau R2000 Jul 110864451