KEGG ENZYME: 4.2.3.23

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 synthase

Genes

DFR:

124500479

TVS:	TRAVEDRAFT_75578

DSQ:	DICSQDRAFT_124305

SHS:	STEHIDRAFT_45387

HIR:	HETIRDRAFT_167573

FME:	FOMMEDRAFT_109318

GTR:	GLOTRDRAFT_103889

MPR:	MPER_06109

MRR:	Moror_15644 Moror_7733

CCI:	CC1G_12294

ABP:	AGABI1DRAFT46681(AGABI1DRAFT_46681)

ABV:	AGABI2DRAFT73543(AGABI2DRAFT_73543)

» 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

[ag:AAM21658 AAM21659]

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

[ag:AAM21658]

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

DBGET integrated database retrieval system