MetaCyc Reaction:

Superclasses: Reactions Classified By Conversion Type Simple Reactions Chemical Reactions
Reactions Classified By Substrate Small-Molecule Reactions

EC Number:

Enzymes and Genes:
terpentedienyl-diphosphate synthase Inferred from experiment : cyc1 ( Kitasatosporia griseola MF730-N6 )

In Pathway: terpentecin biosynthesis

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

Mass balance status: Balanced.

Enzyme Commission Primary Name: terpentedienyl-diphosphate synthase

Enzyme Commission Synonyms: terpentedienol diphosphate synthase, Cyc1, clerodadienyl diphosphate synthase

Standard Gibbs Free Energy (ΔrG in kcal/mol): -56.66 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
Requires Mg2+. Contains a DXDD motif, which is a characteristic of diterpene cylases whose reactions are initiated by protonation at the 14,15-double bond of geranylgeranyl diphosphate (GGDP) [Hamano02]. The triggering proton is lost at the end of the cyclization reaction [Eguchi03a]. The product of the reaction, terpentedienyl diphosphate, is the substrate for EC, terpentetriene synthase and is a precursor of the diterpenoid antibiotic terpentecin.

Citations: [Dairi01]

Gene-Reaction Schematic: ?

Gene-Reaction Schematic

Unification Links: Rhea:25616

Relationship Links: BRENDA:EC: , ENZYME:EC: , IUBMB-ExplorEnz:EC:


Dairi01: Dairi T, Hamano Y, Kuzuyama T, Itoh N, Furihata K, Seto H (2001). "Eubacterial diterpene cyclase genes essential for production of the isoprenoid antibiotic terpentecin." J Bacteriol 183(20);6085-94. PMID: 11567009

Eguchi03a: Eguchi T, Dekishima Y, Hamano Y, Dairi T, Seto H, Kakinuma K (2003). "A new approach for the investigation of isoprenoid biosynthesis featuring pathway switching, deuterium hyperlabeling, and 1H NMR spectroscopy. The reaction mechanism of a novel streptomyces diterpene cyclase." J Org Chem 68(14);5433-8. PMID: 12839434

Hamano02: Hamano Y, Kuzuyama T, Itoh N, Furihata K, Seto H, Dairi T (2002). "Functional analysis of eubacterial diterpene cyclases responsible for biosynthesis of a diterpene antibiotic, terpentecin." J Biol Chem 277(40);37098-104. PMID: 12138123

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 19.0 on Mon Mar 30, 2015, BIOCYC14B.