Reaction: (S)-β-bisabolene = (S)-β-macrocarpene
For diagram of reaction click here and mechanism click here.
Other name(s): TPS6; TPS11; (S)-β-macrocarpene lyase (decyclizing)
Systematic name: (S)-β-macrocarpene lyase (ring-opening)
Comment:The synthesis of (S)-β-macrocarpene from (2E,6E)-farnesyl diphosphate proceeds in two steps. The first step is the cyclization to (S)-β-bisabolene (cf. EC 4.2.3.55, (S)-β-bisabolene synthase). The second step is the isomerization to (S)-β-macrocarpene. Links to other databases: BRENDA, EXPASY, KEGG, Metacyc, CAS registry number:
References:
1. Kollner, T.G., Schnee, C., Li, S., Svatos, A., Schneider, B., Gershenzon, J. and Degenhardt, J. Protonation of a neutral (S)-β-bisabolene intermediate is involved in (S)-β-macrocarpene formation by the maize sesquiterpene synthases TPS6 and TPS11. J. Biol. Chem. 283 (2008) 20779-20788. [PMID: 18524777]