Reaction: geranylgeranyl diphosphate = hydropyrene + diphosphate
For diagram of reaction click here or mechanism click here.
Glossary: hydropyrene = (1R,3aR,3a1S,5aR,5a1S,8aS,10aS)-1,5a,8a-trimethyl-4-methylidenehexadecahydropyrene
Other name(s): HpS
Systematic name: geranylgeranyl-diphosphate diphosphate-lyase (cyclizing, hydropyrene-forming)
Comments: Isolated from the bacterium Streptomyces clavuligerus. The 1-proR hydrogen atom of geranylgeranyl diphosphate is lost in the reaction. The enzyme also produces hydropyrenol, isoelisabethatriene and traces of other diterpenoids. cf. EC 18.104.22.168, hydropyrenol synthase, and EC 22.214.171.124, isoelisabethatriene synthase.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number:
1. Rinkel, J., Rabe, P., Chen, X., Kollner, T.G., Chen, F. and Dickschat, J.S. Mechanisms of the diterpene cyclases β-pinacene synthase from Dictyostelium discoideum and hydropyrene synthase from Streptomyces clavuligerus. Chem. Eur. J. 23 (2017) 10501-10505. [PMID: 28696553]