KEGG   ENZYME: 4.1.99.16
Entry
EC 4.1.99.16                Enzyme                                 
Name
geosmin synthase
Class
Lyases;
Carbon-carbon lyases;
Other carbon-carbon lyases
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
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
MXAMXAN_6247
MSDMYSTI_06763
MYMA176_000650
CCXCOCOR_07379(cyc2)
MFULILAB_15255
MMASMYMAC_005982
SURSTAUR_1114(geoA2)
AGEAA314_02305 AA314_08732
AVMJQX13_43635
MBDMEBOL_001975
CFUSCYFUS_002616
SCLsce1440
SCUSCE1572_16350
CCROCMC5_068260
MRMA7982_08001
HOHHoch_1257
NBRO3I_014240
NOZDMB37_34650
NAHF5544_16725
NTCKHQ06_14685
NHUH0264_13605
NYALTV02_19175
SPINKV203_07525
SCOSCO6073(SC9B1.20)
SALBXNR_1297
SMASAVERM_2163(geoA)
SGRSGR_6839(geoA)
SGBWQO_01005
SCBSCAB_20121(geoA)
SSXSACTE_0245
SVLStrvi_9069
SHYSHJG_7148
SHOSHJGH_6908
SRCM271_26075
SMALSMALA_3748
SSOII1A49_22455
SFASfla_6028
SBHSBI_02068
SVESVEN_0269 SVEN_0552
SDVBN159_2274(cyc2)
SALSSLNWT_0774
STRPF750_0540
SFISFUL_319
SCIB446_28510
SALUDC74_4443
SALLSAZ_23610
SLVSLIV_07775(cyc2)
SGUSGLAU_26100
SVTSVTN_02895
STREGZL_04447
SCWTU94_25990
SLDT261_3872
SLCSL103_34365
SXISXIM_51240
STRMM444_26920
STRCAA958_01915
SAMBSAM23877_5788(cyc)
SPRISPRI_6965
SCZABE83_34050
SCXAS200_11935
SRWTUE45_06695(cyc2)
STRFASR50_27725
SLEsle_16070(sle_16070)
SRNA4G23_00120(cyc2)
SPAVSpa2297_25605
STRTA8713_25265
SCLFBB341_26965
SGSAVL59_11955
STSIA4E84_31220
SKYD0C37_08035
SALWCP975_28380 CP975_33095
SGMGCM10017557_17550(cyc2)
SCADDN051_10555
SPHWNFX46_09915
SLSSLINC_6548
SNRSNOUR_19870
SPLULK06_026700
STRDNI25_09000
SNWBBN63_17575
SAUOBV401_22145
SSIAA7J05_08620
SVUB1H20_00605
SPUNBFF78_10710
SGVB1H19_22450
SLAUSLA_0172
SALFSMD44_07198(cyc2)
SALJSMD11_6421(cyc2)
SLXSLAV_09415(cyc1)
STROSTRMOE7_21145
SFKKY5_6300
SNZDC008_27320
SGEDWG14_02009(cyc2)
SRJSRO_1735
SLKSLUN_03000
SDXC4B68_09160
SGDELQ87_08740
SQZFQU76_00840
SCYAEJ357_36215
SASTCD934_06110
SNQCP978_26325
STIRDDW44_29705
SKACP970_09515
SGZC0216_09490
SVNCP980_07125
SNKCP967_32685
SHAWCEB94_31845
SRKFGW37_30680
SFICEIZ62_31190
SGALCP966_28425
SSPODDQ41_30295
SVRCP971_17330
SPADDVK44_16910
SAQUEJC51_36445
SGFHEP81_01918
SCAVCVT27_00465
SSEOD0Z67_23170
SBYH7H31_13965
SRIMCP984_29865
SSUBCP968_07850
SPHVF9278_38075
SCINCP977_03065
SFUGCNQ36_25980
SPACB1H29_08340
STSUB7R87_32680
SCHACP983_09805
SGXH4W23_03680
SCOECP976_33675
SBATG4Z16_14665
SSPBCP982_33700
SNFJYK04_06546(cyc2)
SPLACP981_20875
SBROGQF42_32880
STUIGCM10017668_55740(cyc2)
SATAC5746_02905
SCHFIPT68_28555
SHUNDWB77_03759(cyc2)
SHARHUT13_25895
SCYGS1361_30400(cyc2)
SFEUIM697_32630
SLIAHA039_17755
SDWK7C20_20210
SVDCP969_29395
SCALI6J39_00730
SAUHSU9_018255
SFBCP974_00685
SPRACP972_28320
SPEUCGZ69_02405
SROIIAG44_08725
SGJIAG43_02220
SHKJ2N69_29585
SANUK7396_16690
STRYEQG64_00720
SDDD9753_07640
SACTDMT42_29860
SMAOCAG99_12820
SGOBtest1122_08905 test1122_25330
SINEKI385_24560
SLFJEQ17_12070
SDECL3078_35570
SAOVG3H79_05130
SDURM4V62_08365
SYANNRK68_27210
SCTSCAT_2953(cyc)
SCYSCATT_29440
KSKKSE_46080(geoA)
KABB7C62_00490
KAUB6264_12330
KITCFP65_0675 CFP65_6829
STRIC7M71_007765
YIALO772_26615
STRHGXP74_15410
KFLKfla_4247
NGVCDO52_17055
STRREKD16_02015(cyc2)
ACTWF7P10_28090
AGRAAGRA3207_002480
SROSros_0075
NOABKM31_47430
NOWGBF35_49900
NCXNocox_40695(cyc2)
NGNLCN96_09125 LCN96_54695
FRAFrancci3_4231
FREFranean1_5559
FRIFraEuI1c_3502
FALFRAAL6507
SENSACE_3187 SACE_3977 SACE_4907
SACGFDZ84_36100
AMDAMED_1325
AMNRAM_06720
AMMAMES_1317
AMZB737_1318
AOIAORI_7417
AJAAJAP_38785
AMYCCU254_05185
AMYBBKN51_30485
AABA4R43_38405
AMYYYIM_39645(cyc2)
AORISD37_03385
AACDLWP59_11790
APRTMUY14_30005
AROONQK81_28485
APRECNX65_04920
AMIAmir_0977
SESPBN6_11180(geoA)
SSYIEKG83_05700
KALKALB_676 KALB_677
KPHYAOZ06_40930
LEDBBK82_06540
ALOCRK56063
PMADBAY61_21455
ACTUActkin_00570(cyc2)
PSUUPsuf_085020(cyc2)
CATICS0771_03970(cyc2)
DVCDvina_35855
CAICaci_6200
SNASnas_1127
GLYK3N28_04695
AEYCDG81_12895
NPUNpun_R2756
NEDHUN01_24355
CSGCylst_4391
CALOCal7507_2995
DHTNG743_19380
KBSEPA93_38090
 » show all
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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