KEGG   ENZYME: 4.2.3.23
Entry
EC 4.2.3.23                 Enzyme                                 
Name
germacrene-A synthase;
germacrene A synthase;
(+)-germacrene A synthase;
(+)-(10R)-germacrene A synthase;
GAS;
2-trans,6-trans-farnesyl-diphosphate diphosphate-lyase (germacrene-A-forming)
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
Sysname
(2E,6E)-farnesyl-diphosphate diphosphate-lyase [(+)-(R)-germacrene-A-forming]
Reaction(IUBMB)
(2E,6E)-farnesyl diphosphate = (+)-(R)-gemacrene A + diphosphate [RN:R07649]
Reaction(KEGG)
R07649
Substrate
(2E,6E)-farnesyl diphosphate [CPD:C00448]
Product
(+)-(R)-gemacrene A;
diphosphate [CPD:C00013]
Comment
Requires Mg2+ for activity. While germacrene A is an enzyme-bound intermediate in the biosynthesis of a number of phytoalexins, e.g. EC 4.2.3.9 (aristolochene synthase) from some species and EC 4.2.3.21 (vetispiradiene synthase), it is the sole sesquiterpenoid product formed in chicory [1].
History
EC 4.2.3.23 created 2006
Pathway
ec00909  Sesquiterpenoid and triterpenoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K14179  germacrene-A synthase
K21927  alpha-muurolene/germacrene-A/gamma-muurolene/(+)-delta-cadinol synthase
Genes
DFR124500479
TVSTRAVEDRAFT_75578
DSQDICSQDRAFT_124305
SHSSTEHIDRAFT_45387
HIRHETIRDRAFT_167573
FMEFOMMEDRAFT_109318
GTRGLOTRDRAFT_103889
CCICC1G_12294
ABPAGABI1DRAFT46681(AGABI1DRAFT_46681)
ABVAGABI2DRAFT73543(AGABI2DRAFT_73543)
PCUBJR316_0003914
MPRMPER_06109
MRRMoror_15644 Moror_7733
MOREE1B28_009287(COP3)
 » show all
Reference
1  [PMID:12011345]
  Authors
Bouwmeester HJ, Kodde J, Verstappen FW, Altug IG, de Kraker JW, Wallaart TE
  Title
Isolation and characterization of two germacrene A synthase cDNA clones from chicory.
  Journal
Plant Physiol 129:134-44 (2002)
DOI:10.1104/pp.001024
  Sequence
Reference
2  [PMID:12127586]
  Authors
Prosser I, Phillips AL, Gittings S, Lewis MJ, Hooper AM, Pickett JA, Beale MH.
  Title
(+)-(10R)-Germacrene A synthase from goldenrod, Solidago canadensis; cDNA isolation, bacterial expression and functional analysis.
  Journal
Phytochemistry 60:691-702 (2002)
DOI:10.1016/S0031-9422(02)00165-6
Reference
3  [PMID:9701594]
  Authors
de Kraker JW, Franssen MC, de Groot A, Konig WA, Bouwmeester HJ
  Title
(+)-Germacrene A biosynthesis . The committed step in the biosynthesis of bitter sesquiterpene lactones in chicory
  Journal
Plant Physiol 117:1381-92 (1998)
DOI:10.1104/pp.117.4.1381
  Sequence
Reference
4  [PMID:12296728]
  Authors
Calvert MJ, Ashton PR, Allemann RK.
  Title
Germacrene A is a product of the aristolochene synthase-mediated conversion of farnesylpyrophosphate to aristolochene.
  Journal
J Am Chem Soc 124:11636-41 (2002)
DOI:10.1021/ja020762p
Reference
5  [PMID:15834787]
  Authors
Chang YJ, Jin J, Nam HY, Kim SU.
  Title
Point mutation of (+)-germacrene A synthase from Ixeris dentata.
  Journal
Biotechnol Lett 27:285-8 (2005)
DOI:10.1007/s10529-005-0681-9
Other DBs
ExplorEnz - The Enzyme Database: 4.2.3.23
IUBMB Enzyme Nomenclature: 4.2.3.23
ExPASy - ENZYME nomenclature database: 4.2.3.23
BRENDA, the Enzyme Database: 4.2.3.23
CAS: 213763-55-4
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