KEGG   ENZYME: 4.2.3.61
Entry
EC 4.2.3.61                 Enzyme                                 
Name
5-epiaristolochene synthase;
5-epi-aristolochene synthase;
tobacco epiaristolochene synthase;
farnesyl pyrophosphate cyclase (ambiguous);
EAS;
TEAS
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
Sysname
(2E,6E)-farnesyl-diphosphate diphosphate-lyase [(+)-5-epiaristolochene-forming]
Reaction(IUBMB)
(2E,6E)-farnesyl diphosphate = (+)-5-epiaristolochene + diphosphate [RN:R09574]
Reaction(KEGG)
R09574
Substrate
(2E,6E)-farnesyl diphosphate [CPD:C00448]
Product
(+)-5-epiaristolochene [CPD:C19708];
diphosphate [CPD:C00013]
Comment
Initial cyclization gives (+)-germacrene A in an enzyme bound form which is not released to the medium.
History
EC 4.2.3.61 created 2011
Pathway
ec00909  Sesquiterpenoid and triterpenoid biosynthesis
Orthology
K15804  5-epiaristolochene/(+)-2-epi-prezizaene/(-)-alpha-cedrene synthase
Genes
SSTN: 125843948 125843949 125844385 125844595
SDUL: 129886310 129886325
LBB: 132615708 132615734 132615770 132615849
NTA: 107821548
NSY: 104229039
NTO: 104091728
NAU: 109214804
EGT: 105951625
SSPL: 121781268
SMIL: 130986755 130986770 130986772
SHIS: 125194568 125194572 125197460
APAN: 127258817
DLT: 127812843 127813191
 » show all
Reference
1  [PMID:7986100]
  Authors
Back K, Yin S, Chappell J
  Title
Expression of a plant sesquiterpene cyclase gene in Escherichia coli.
  Journal
Arch Biochem Biophys 315:527-32 (1994)
DOI:10.1006/abbi.1994.1533
Reference
2  [PMID:9295271]
  Authors
Starks CM, Back K, Chappell J, Noel JP
  Title
Structural basis for cyclic terpene biosynthesis by tobacco 5-epi-aristolochene synthase.
  Journal
Science 277:1815-20 (1997)
DOI:10.1126/science.277.5333.1815
  Sequence
[ag:AAA19216]
Reference
3  [PMID:9816674]
  Authors
Back K, He S, Kim KU, Shin DH
  Title
Cloning and bacterial expression of sesquiterpene cyclase, a key branch point enzyme for the synthesis of sesquiterpenoid phytoalexin capsidiol in UV-challenged leaves of Capsicum annuum.
  Journal
Plant Cell Physiol 39:899-904 (1998)
DOI:10.1093/oxfordjournals.pcp.a029452
Reference
4
  Authors
Rising KA, Starks CM, Noel JP, Chappell J.
  Title
Demonstration of germacrene A as an intermediate in 5-epi-aristolochene synthase catalysis.
  Journal
J Am Chem Soc 122:1861-1866 (2000)
Reference
5  [PMID:12009313]
  Authors
Bohlmann J, Stauber EJ, Krock B, Oldham NJ, Gershenzon J, Baldwin IT
  Title
Gene expression of 5-epi-aristolochene synthase and formation of capsidiol in roots of Nicotiana attenuata and N. sylvestris.
  Journal
Phytochemistry 60:109-16 (2002)
DOI:10.1016/S0031-9422(02)00080-8
  Sequence
[ag:AAP05761]
Reference
6  [PMID:16375847]
  Authors
O'Maille PE, Chappell J, Noel JP
  Title
Biosynthetic potential of sesquiterpene synthases: alternative products of tobacco 5-epi-aristolochene synthase.
  Journal
Arch Biochem Biophys 448:73-82 (2006)
DOI:10.1016/j.abb.2005.10.028
Other DBs
ExplorEnz - The Enzyme Database: 4.2.3.61
IUBMB Enzyme Nomenclature: 4.2.3.61
ExPASy - ENZYME nomenclature database: 4.2.3.61
BRENDA, the Enzyme Database: 4.2.3.61
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