EC 4.2.3.202

Reaction: geranylgeranyl diphosphate + H₂O = hydropyrenol + diphosphate

For diagram of reaction click here or mechanism click here.

Glossary: hydropyrenol = (1R,3aR,3a¹R,4S,5aR,5a¹S,8aS,10aS)-1,4,5a,8a-tetramethylhexadecahydropyren-4-ol

Other name(s): HpS

Systematic name: geranylgeranyl-diphosphate diphosphate-lyase (cyclizing, hydropyrenol-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 hydropyrene, isoelisabethatriene and traces of other diterpenoids. cf. EC 4.2.3.201, hydropyrene synthase, and EC 4.2.3.203, isoelisabethatriene synthase.

Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number:

References:

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]