KEGG   ENZYME: 4.2.3.50Help
Entry
EC 4.2.3.50                 Enzyme                                 

Name
(+)-alpha-santalene synthase [(2Z,6Z)-farnesyl diphosphate cyclizing];
SBS (ambiguous)
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
BRITE hierarchy
Sysname
(2Z,6Z)-farnesyl diphosphate lyase [cyclizing; (+)-alpha-santalene-forming]
Reaction(IUBMB)
(2Z,6Z)-farnesyl diphosphate = (+)-alpha-santalene + diphosphate [RN:R09608]
Reaction(KEGG)
Substrate
(2Z,6Z)-farnesyl diphosphate [CPD:C19760]
Product
(+)-alpha-santalene [CPD:C19736];
diphosphate [CPD:C00013]
Comment
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 (EC 4.2.3.50), while the (6S)-bisabolyl cation will give rise to (+)-endo-beta-bergamotene (see EC 4.2.3.53) as well as (-)-endo-alpha-bergamotene (see EC 4.2.3.54). 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].
History
EC 4.2.3.50 created 2010
Pathway
Sesquiterpenoid and triterpenoid biosynthesis
Orthology
K15798  
santalene and bergamotene synthase
Reference
1  [PMID:19155349]
  Authors
Sallaud C, Rontein D, Onillon S, Jabes F, Duffe P, Giacalone C, Thoraval S, Escoffier C, Herbette G, Leonhardt N, Causse M, Tissier A
  Title
A novel pathway for sesquiterpene biosynthesis from Z,Z-farnesyl pyrophosphate in the wild tomato Solanum habrochaites.
  Journal
Plant. Cell. 21 (2009) 301-17.
  Sequence
[up:B8XA41]
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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