ENZYME entry: EC 4.2.3.54

Accepted Name
(-)-endo-alpha-bergamotene synthase ((2Z,6Z)-farnesyl diphosphate cyclizing).
Reaction catalysed
(2Z,6Z)-farnesyl diphosphate <=> (-)-endo-alpha-bergamotene
Comment(s)
  • The enzyme synthesizes a mixture of sesquiterpenoids from (2Z,6Z)- farnesyl diphosphate.
  • Following dephosphorylation of (2Z,6Z)-farnesyl diphosphate, the (2Z,6Z)-farnesyl carbocation is converted to either the (6R)- or the (6S)-bisabolyl cations depending on the stereochemistry of the 6,1 closure.
  • The (6R)-bisabolyl cation will then lead to the formation of (+)- alpha-santalene (see EC 4.2.3.50), while the (6S)-bisabolyl cation will give rise to (+)-endo-beta-bergamotene (EC 4.2.3.53) as well as (-)-endo-alpha-bergamotene.
  • Small amounts of (-)-epi-beta-santalene are also formed from the (6R)-bisabolyl cation and small amounts of (-)-exo-alpha-bergamotene are formed from the (6S)-bisabolyl cation (1).
Cross-references
BRENDA4.2.3.54
EC2PDB4.2.3.54
ExplorEnz4.2.3.54
PRIAM enzyme-specific profiles4.2.3.54
KEGG Ligand Database for Enzyme Nomenclature4.2.3.54
IUBMB Enzyme Nomenclature4.2.3.54
IntEnz4.2.3.54
MEDLINEFind literature relating to 4.2.3.54
MetaCyc4.2.3.54
UniProtKB/Swiss-Prot
B8XA41, SBS_SOLHA

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