KEGG   ORTHOLOGY: K10187Help
Entry
K10187                      KO                                     

Name
cyc2
Definition
germacradienol/geosmin synthase [EC:4.2.3.22 4.2.3.75 4.1.99.16]
Pathway
Sesquiterpenoid and triterpenoid biosynthesis
Brite
KEGG Orthology (KO) [BR:ko00001]
 Metabolism
  Metabolism of terpenoids and polyketides
   00909 Sesquiterpenoid and triterpenoid biosynthesis
    K10187  cyc2; germacradienol/geosmin synthase
Enzymes [BR:ko01000]
 4. Lyases
  4.1  Carbon-carbon lyases
   4.1.99  Other carbon-carbon lyases
    4.1.99.16  geosmin synthase
     K10187  cyc2; germacradienol/geosmin synthase
  4.2  Carbon-oxygen lyases
   4.2.3  Acting on phosphates
    4.2.3.22  germacradienol synthase
     K10187  cyc2; germacradienol/geosmin synthase
    4.2.3.75  (-)-germacrene D synthase
     K10187  cyc2; germacradienol/geosmin synthase
BRITE hierarchy
Other DBs
Genes
CPRA: 
MXA: 
MFU: 
MSD: 
MYM: 
CCX: 
SUR: 
STAUR_1114(geoA2)
AGE: 
SCL: 
SCU: 
CCRO: 
CMC5_068260
MRM: 
A7982_08001
HOH: 
Hoch_1257
NBR: 
O3I_014240
SCO: 
SCO6073(SC9B1.20)
SMA: 
SAV_2163(geoA)
SGR: 
SGR_6839(geoA)
SGB: 
WQO_01005
SCB: 
SCAB_20121(geoA)
SSX: 
SACTE_0245
SVL: 
Strvi_9069
SCT: 
SCAT_2953(cyc)
SCY: 
SCATT_29440
SFA: 
Sfla_6028
SBH: 
SBI_02068
SHY: 
SHJG_7148
SHO: 
SHJGH_6908
SVE: 
SVEN_0269 SVEN_0552
SDV: 
BN159_2274(cyc2)
SALB: 
XNR_1297
SALS: 
SLNWT_0774
STRP: 
F750_0540
SFI: 
SFUL_319
SCI: 
B446_28510
SRC: 
M271_26075
SALU: 
DC74_4443
SALL: 
SAZ_23610
SLV: 
SLIV_07775(cyc2)
SGU: 
SGLAU_26100
SVT: 
SVTN_02895 SVTN_35555
STRE: 
GZL_04447
SCW: 
TU94_25990
SLD: 
T261_3872
SXI: 
SXIM_51240
STRM: 
M444_26920
STRC: 
AA958_01915
SAMB: 
SAM23877_5788(cyc) SAM23877_6746
SPRI: 
SPRI_6965
SCZ: 
ABE83_34050
SCX: 
AS200_11935
SRW: 
TUE45_06695(cyc2)
STRF: 
ASR50_27725
SLE: 
sle_16070(sle_16070)
SRN: 
A4G23_00120(cyc2)
SPAV: 
Spa2297_25605 Spa2297_29830
SLC: 
SL103_34365
STRT: 
A8713_25265
SCLF: 
BB341_26965
SGS: 
AVL59_11955
STSI: 
A4E84_31220
SLS: 
SLINC_6548
SNR: 
SNOUR_19870
SPLU: 
LK06_026700
STRD: 
NI25_09000
SNW: 
BBN63_17575
KSK: 
KSE_46080(geoA)
KFL: 
Kfla_4247
SRO: 
Sros_0075
NOA: 
BKM31_36280 BKM31_47430
FRA: 
Francci3_4231
FRE: 
Franean1_5559
FRI: 
FraEuI1c_3502
FAL: 
FRAAL6507
SEN: 
SACE_3187 SACE_4907
AMD: 
AMED_1325
AMN: 
RAM_06720
AMM: 
AMES_1317
AMZ: 
B737_1318
AOI: 
AORI_7417
AJA: 
AJAP_38785
AMQ: 
AMETH_2636
ALU: 
BB31_06710 BB31_13510
AMI: 
Amir_0977
SESP: 
BN6_11180(geoA)
KAL: 
KALB_676 KALB_677
KPHY: 
AOZ06_40930
LED: 
BBK82_06540 BBK82_28590 BBK82_28595
ALL: 
CRK56063
CAI: 
Caci_6200
SNA: 
Snas_1127
NPU: 
Npun_R2756
CSG: 
Cylst_4391
CALO: 
Cal7507_2995
 » show all
TaxonomyKoalaUniProt
Reference
  Authors
Gust B, Challis GL, Fowler K, Kieser T, Chater KF
  Title
PCR-targeted Streptomyces gene replacement identifies a protein domain needed for biosynthesis of the sesquiterpene soil odor geosmin.
  Journal
Proc Natl Acad Sci U S A 100:1541-6 (2003)
DOI:10.1073/pnas.0337542100
  Sequence
[sco:SCO6073]
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
Sesquiterpenoid and triterpenoid biosynthesis
Biosynthesis of secondary metabolites
Orthology
K10187  
germacradienol/geosmin synthase
Genes
CPRA: 
MXA: 
MFU: 
MSD: 
MYM: 
CCX: 
SUR: 
STAUR_1114(geoA2)
AGE: 
SCL: 
SCU: 
CCRO: 
CMC5_068260
MRM: 
A7982_08001
HOH: 
Hoch_1257
NBR: 
O3I_014240
SCO: 
SCO6073(SC9B1.20)
SMA: 
SAV_2163(geoA)
SGR: 
SGR_6839(geoA)
SGB: 
WQO_01005
SCB: 
SCAB_20121(geoA)
SSX: 
SACTE_0245
SVL: 
Strvi_9069
SCT: 
SCAT_2953(cyc)
SCY: 
SCATT_29440
SFA: 
Sfla_6028
SBH: 
SBI_02068
SHY: 
SHJG_7148
SHO: 
SHJGH_6908
SVE: 
SVEN_0269 SVEN_0552
SDV: 
BN159_2274(cyc2)
SALB: 
XNR_1297
SALS: 
SLNWT_0774
STRP: 
F750_0540
SFI: 
SFUL_319
SCI: 
B446_28510
SRC: 
M271_26075
SALU: 
DC74_4443
SALL: 
SAZ_23610
SLV: 
SLIV_07775(cyc2)
SGU: 
SGLAU_26100
SVT: 
SVTN_02895 SVTN_35555
STRE: 
GZL_04447
SCW: 
TU94_25990
SLD: 
T261_3872
SXI: 
SXIM_51240
STRM: 
M444_26920
STRC: 
AA958_01915
SAMB: 
SAM23877_5788(cyc) SAM23877_6746
SPRI: 
SPRI_6965
SCZ: 
ABE83_34050
SCX: 
AS200_11935
SRW: 
TUE45_06695(cyc2)
STRF: 
ASR50_27725
SLE: 
sle_16070(sle_16070)
SRN: 
A4G23_00120(cyc2)
SPAV: 
Spa2297_25605 Spa2297_29830
SLC: 
SL103_34365
STRT: 
A8713_25265
SCLF: 
BB341_26965
SGS: 
AVL59_11955
STSI: 
A4E84_31220
SLS: 
SLINC_6548
SNR: 
SNOUR_19870
SPLU: 
LK06_026700
STRD: 
NI25_09000
SNW: 
BBN63_17575
KSK: 
KSE_46080(geoA)
KFL: 
Kfla_4247
SRO: 
Sros_0075
NOA: 
BKM31_36280 BKM31_47430
FRA: 
Francci3_4231
FRE: 
Franean1_5559
FRI: 
FraEuI1c_3502
FAL: 
FRAAL6507
SEN: 
SACE_3187 SACE_4907
AMD: 
AMED_1325
AMN: 
RAM_06720
AMM: 
AMES_1317
AMZ: 
B737_1318
AOI: 
AORI_7417
AJA: 
AJAP_38785
AMQ: 
AMETH_2636
ALU: 
BB31_06710 BB31_13510
AMI: 
Amir_0977
SESP: 
BN6_11180(geoA)
KAL: 
KALB_676 KALB_677
KPHY: 
AOZ06_40930
LED: 
BBK82_06540 BBK82_28590 BBK82_28595
ALL: 
CRK56063
CAI: 
Caci_6200
SNA: 
Snas_1127
NPU: 
Npun_R2756
CSG: 
Cylst_4391
CALO: 
Cal7507_2995
 » 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 (2006) 8128-9.
  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 (2006) 471-9.
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 (2007) 711-5.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
KEGG   REACTION: R09487Help
Entry
R09487                      Reaction                               

Name
germacradienol geosmin-lyase (acetone forming)
Definition
(1E,4S,5E,7R)-Germacra-1(10),5-dien-11-ol + H2O <=> Geosmin + Acetone
Equation
Reaction class
C00207_C16143
C16143_C16286
Enzyme
Pathway
Sesquiterpenoid and triterpenoid biosynthesis
Biosynthesis of secondary metabolites
Orthology
K10187  
germacradienol/geosmin synthase [EC:4.2.3.22 4.2.3.75 4.1.99.16]
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