KEGG   ENZYME: 4.1.99.16Help
Entry
EC 4.1.99.16                Enzyme                                 

Name
geosmin synthase
Class
Lyases;
Carbon-carbon lyases;
Other carbon-carbon lyases
BRITE hierarchy
Sysname
germacradienol geosmin-lyase (acetone forming)
Reaction(IUBMB)
(1E,4S,5E,7R)-germacra-1(10),5-dien-11-ol + H2O = (-)-geosmin + acetone [RN:R09487]
Reaction(KEGG)
R09487;
(other) R08543
Show
Substrate
(1E,4S,5E,7R)-germacra-1(10),5-dien-11-ol [CPD:C16143];
H2O [CPD:C00001]
Product
(-)-geosmin [CPD:C16286];
acetone [CPD:C00207]
Comment
Requires Mg2+. Geosmin is the cause of the characteristic smell of moist soil. It is a bifunctional enzyme. The N-terminal part of the enzyme is EC 4.2.3.22, germacradienol synthase, and forms germacradienol from FPP. The C-terminal part of the enzyme catalyses the conversion of germacradienol to geosmin via (1S,4aS,8aS)-1,4a-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalene.
History
EC 4.1.99.16 created 2011
Pathway
ec00909  Sesquiterpenoid and triterpenoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K10187  germacradienol/geosmin synthase
Genes
CPRA: CPter91_2617
MXA: MXAN_6247
MFU: LILAB_15255
MSD: MYSTI_06763
MYM: A176_000650
MMAS: MYMAC_005982
CCX: COCOR_07379(cyc2)
SUR: STAUR_1114(geoA2)
AGE: AA314_02305 AA314_08732
MBD: MEBOL_001975
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  [PMID:16787064]
  Authors
Jiang J, He X, Cane DE.
  Title
Geosmin biosynthesis. Streptomyces coelicolor germacradienol/germacrene D synthase converts farnesyl diphosphate to geosmin.
  Journal
J Am Chem Soc 128:8128-9 (2006)
DOI:10.1021/ja062669x
  Sequence
[sco:SCO6073]
Reference
2  [PMID:17080683]
  Authors
Cane DE, He X, Kobayashi S, Omura S, Ikeda H
  Title
Geosmin biosynthesis in Streptomyces avermitilis. Molecular cloning, expression,  and mechanistic study of the germacradienol/geosmin synthase.
  Journal
J Antibiot (Tokyo) 59:471-9 (2006)
DOI:10.1038/ja.2006.66
Reference
3  [PMID:17873868]
  Authors
Jiang J, He X, Cane DE
  Title
Biosynthesis of the earthy odorant geosmin by a bifunctional Streptomyces coelicolor enzyme.
  Journal
Nat Chem Biol 3:711-5 (2007)
DOI:10.1038/nchembio.2007.29
Other DBs
ExplorEnz - The Enzyme Database: 4.1.99.16
IUBMB Enzyme Nomenclature: 4.1.99.16
ExPASy - ENZYME nomenclature database: 4.1.99.16
BRENDA, the Enzyme Database: 4.1.99.16

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