KEGG   ENZYME: 4.2.3.75Help
Entry
EC 4.2.3.75                 Enzyme                                 

Name
(-)-germacrene D synthase
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
BRITE hierarchy
Sysname
(2E,6E)-farnesyl-diphosphate diphosphate-lyase [(-)-germacrene-D-forming]
Reaction(IUBMB)
(2E,6E)-farnesyl diphosphate = (-)-germacrene D + diphosphate [RN:R07648]
Reaction(KEGG)
Substrate
(2E,6E)-farnesyl diphosphate [CPD:C00448]
Product
(-)-germacrene D [CPD:C16142];
diphosphate [CPD:C00013]
Comment
In Solidago canadensis the biosynthesis results in the pro-R hydrogen at C-1 of the farnesy diphosphate ending up at C-11 of the (-)-germacrene D [1]. With Streptomyces coelicolor the pro-S hydrogen at C-1 ends up at C-11 of the (-)-germacrene D [2].
History
EC 4.2.3.75 created 2011
Pathway
ec00909  Sesquiterpenoid and triterpenoid biosynthesis
Orthology
K10187  germacradienol/geosmin synthase
K15803  (-)-germacrene D synthase
Genes
ALY: ARALYDRAFT_890956
CRB: 17889156 17895797 17897474
CSAT: 104713763 104718290 104723556 104731513 104751958
BNA: 106364091 106373506 106421057
BOE: 106314146 106323413 106333737
CPAP: 110817191 110819947 110820697 110825305 110825369
CIT: 102577959(TPS1) 102606641 102606948 102608621 102610978 102612857 102613731 102614035 102614827 102616874 102622256 102623066 102623643 102624557 102627944 102631432 107176312
TCC: 18593679 18593703 18593710 18593711
GRA: 105761219 105780013 105786735 105801282 105801283 105801286 105801287
GHI: 107916720 107925056 107925058 107926785 107929750 107929751 107929756 107939941 107940014 107942232 107942233 107944375
GMX: 100781367(GMTPS19) 100802427
LJA: Lj0g3v0102559.1(Lj0g3v0102559.1) Lj0g3v0116739.1(Lj0g3v0116739.1) Lj0g3v0168849.1(Lj0g3v0168849.1) Lj0g3v0221889.1(Lj0g3v0221889.1)
DOSA: Os07t0218200-00(Os07g0218200)
OBR: 102717612
BDI: 100826509
ATS: 109732008(LOC109732008) 109750167(LOC109750167) 109751709(LOC109751709) 109760189(LOC109760189) 109760190(LOC109760190) 109760191(LOC109760191) 109768109(LOC109768109) 109770897(LOC109770897) 109774711(LOC109774711) 109777990(LOC109777990) 109779437(LOC109779437) 109785129(LOC109785129) 109785753(LOC109785753) 109786027(LOC109786027)
SBI: 8068660
ZMA: 109943031 732834(umc2217)
AOF: 109837481
MXA: MXAN_6247
CCX: COCOR_07379(cyc2)
SUR: STAUR_1114(geoA2)
SCL: sce1440
HOH: Hoch_1257
SCO: SCO6073(SC9B1.20)
SMA: SAVERM_2163(geoA)
SGR: SGR_6839(geoA)
SGB: WQO_01005
SCB: SCAB_20121(geoA)
SCT: SCAT_2953(cyc)
SFA: Sfla_6028
SBH: SBI_02068
SHY: SHJG_7148
SDV: BN159_2274(cyc2)
SALB: XNR_1297
SALS: SLNWT_0774
STRP: F750_0540
SFI: SFUL_319
SALU: DC74_4443
SALL: SAZ_23610
SLV: SLIV_07775(cyc2)
STRE: GZL_04447
SLD: T261_3872
STRM: M444_26920
SAMB: SAM23877_5788(cyc)
SPRI: SPRI_6965
SRW: TUE45_06695(cyc2)
SLE: sle_16070(sle_16070)
SRN: A4G23_00120(cyc2)
STRD: NI25_09000
SMAL: SMALA_3748
SLAU: SLA_0172
SALF: SMD44_07198(cyc2)
SALJ: SMD11_6421(cyc2)
SLX: SLAV_09415(cyc1)
SFK: KY5_6300
KSK: KSE_46080(geoA)
KFL: Kfla_4247
SRO: Sros_0075
FAL: FRAAL6507
AMD: AMED_1325
AMN: RAM_06720
AMM: AMES_1317
AMZ: B737_1318
AOI: AORI_7417
AMI: Amir_0977
SESP: BN6_11180(geoA)
ALL: CRK56063
CAI: Caci_6200
SNA: Snas_1127
 » show all
Taxonomy
Reference
1
  Authors
Schmidt, C.O., Bouwmeester, H.J., Franke, S. and Konig, W.A.
  Title
Mechanisms of the biosynthesis of sesquiterpene enantiomers (+)- and (-)-germacrene D in Solidago canadensis.
  Journal
Chirality 11:353-362 (1999)
Reference
2  [PMID:14995166]
  Authors
He X, Cane DE.
  Title
Mechanism and stereochemistry of the germacradienol/germacrene D synthase of Streptomyces coelicolor A3(2).
  Journal
J Am Chem Soc 126:2678-9 (2004)
DOI:10.1021/ja039929k
  Sequence
[sco:SCO6073]
Reference
3  [PMID:15464152]
  Authors
Lucker J, Bowen P, Bohlmann J.
  Title
Vitis vinifera terpenoid cyclases: functional identification of two sesquiterpene synthase cDNAs encoding (+)-valencene synthase and (-)-germacrene D synthase and expression of mono- and sesquiterpene synthases in grapevine flowers and berries.
  Journal
Phytochemistry 65:2649-59 (2004)
DOI:10.1016/j.phytochem.2004.08.017
  Sequence
[vvi:100232954]
Reference
4  [PMID:15542052]
  Authors
Prosser I, Altug IG, Phillips AL, Konig WA, Bouwmeester HJ, Beale MH
  Title
Enantiospecific (+)- and (-)-germacrene D synthases, cloned from goldenrod, reveal a functionally active variant of the universal isoprenoid-biosynthesis aspartate-rich motif.
  Journal
Arch Biochem Biophys 432:136-44 (2004)
DOI:10.1016/j.abb.2004.06.030
Other DBs
ExplorEnz - The Enzyme Database: 4.2.3.75
IUBMB Enzyme Nomenclature: 4.2.3.75
ExPASy - ENZYME nomenclature database: 4.2.3.75
BRENDA, the Enzyme Database: 4.2.3.75

DBGET integrated database retrieval system