KEGG   ENZYME: 4.2.3.75
Entry
EC 4.2.3.75                 Enzyme                                 
Name
(-)-germacrene D synthase
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
Sysname
(2E,6E)-farnesyl-diphosphate diphosphate-lyase [(-)-germacrene-D-forming]
Reaction(IUBMB)
(2E,6E)-farnesyl diphosphate = (-)-germacrene D + diphosphate [RN:R07648]
Reaction(KEGG)
R07648
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
CRB17895797
CSAT104723556
BRP103842000 108870167
BNA106348970
CPAP110817191 110819947 110820697 110825305
CIT102577959(TPS1) 102606641 102606948 102610978 102613731 102614035 102614827 102616874 102622256 102627944 102631432
PVY116105518 116108254 116114296 116114297 116122629 116122670 116123875 116123919 116128727 116129547 116129645 116139294 116139296 116141520 116142915 116142928 116144138
MINC123214941 123217276 123218944 123219032 123219039 123219083 123219099 123219113 123226772 123226781 123226790 123226799
TCC18593679 18593703 18593710 18593711
GRA105776241 105786735 105801286
GHI107916720 107925056 107925058 107929750 107929751 107929756 107940014
GAB108471338 108472067 108472334 108472792 108472971 108473109 108480662 108488612 108488744 108489065
HSYR120127805 120154684 120160262 120163398 120178222
DZI111276463 111276468 111276470 111276473 111276474 111288018 111288045 111288053 111288160 111297740 111302305
EGR104417793 104422073 104423654 104423657 104426794 104431307 104431518 104434741 104434742 104435118 104438521 104438522 104438524 104439699 104439741 104442836 104443666 104443676 104443681 104445174 104447221 104448991 104450191 104450193 104450195 104452103 108956993 108957023 108957191 108958990 120289312 120293350 120293361 120296133
GMX100781367(TPS19) 100794444(TPS16) 100802427
GSJ114375760 114378070 114378163 114379503 114379554 114379670
PVUPHAVU_011G142600g PHAVU_011G142700g PHAVU_011G142900g PHAVU_011G143100g PHAVU_011G143500g PHAVU_011G143600g PHAVU_011G143700g PHAVU_011G143900g PHAVU_011G144200g
VRA106753038 106753988 106755584 106761535 106778564 106778567 106778768 106778773
VAR108319866 108322104 108333550 108333638 108339051 108339263
VUN114170246 114170247 114170254 114170534 114170536 114170648 114181668 114183647 114185022 114185023
VUM124835823 124842047
CCAJ109790254 109791106 109792064 109792455 109793071 109793809 109794211 109807319 109809806 109810292 109818105
APRC113854954 113855470 113864462 113864625 113864676 113865170 113865523 113865933 113865939
MTR11407907 11411115 11416693 11426332 11432484 120575864 120575865 120575943 120575944 120576871 120576874 120576876 120576878 120576881 120576884 120580864 25491517 25492939 25496253 25498399
TPRA123882931 123912955 123915196 123918126 123918870 123919508
CAM101490280 101490596 101492126 101492760 101494014 101513674
PSAT127104189 127106453 127106455 127106717
VVO131602444 131607291 131607295 131607302 131611133 131617338 131631667
LJALj0g3v0102559.1(Lj0g3v0102559.1) Lj0g3v0221889.1(Lj0g3v0221889.1)
ADU107462299 107462309 107462311 107462316 107462321 107463346 107478240 107489181 107495385 127741258
AIP107610590 107610595 107610600 107610605 107610614 107610617 107610622 107610668 107611639 107611935 107612684 107613526 107614173 107614528 107641830 110265247
AHF112697507 112705327 112705328 112705428 112705430 112707273 112707277 112707844 112708424 112708425 112708427 112737713 112750199 112755731 112769094 112769113 112769656 112769662 112770513 112770650 112770960 112770961 112771646 112771648 112771671 112771908 112772214 112773068 112773080 112773092 112773156 112773332 112789842 112804125 114924357
PCIN129286409 129286410 129286412 129296640 129299333 129300307 129312473 129316829 129317414 129317727
QSAO6P43_000871 O6P43_000872 O6P43_000878 O6P43_000879 O6P43_000882 O6P43_000883 O6P43_001572 O6P43_028974 O6P43_028975
FVE101290764 101291476 101295187 101295554 101298810(FVPINS) 101302282 101302497 101303103 101306242 101307161 101310304 101310428 101310591 101311088 101311104 101312536 101312825 101314066 105351835
RCN112164470 112166504 112167094 112167493 112167522 112167657 112168229 112169075 112169351 112169746 112169799 112170354 112171168 112177729 112178110 112180170 112181985 112182152 112182576 112182805 112187154 112191281 112191374 112192946 112193616 112194272 112194996 112199362 112201756 112202444 112202768 112203648
PPER109946381 109948434 109948455 109948513 109948613 109948626 109948856 109948858 109948872 109948893 109948901 109948960 109949028 18779209 18779436 18779487
PMUM103326302 103326362 103326366 103326370 103326375 103326584 103331330 103339449 103342479 103342737 103343924
PAVI110745631 110745929 110746130 110752195 110752199 110754995 110757058 110763937 110768307 110772942
PDUL117612877 117624233 117624732 117625162 117625373 117625380 117625391 117625394 117625865 117625883 117625886
MDM103410286 103416516 103429783 103429813 103448570(PIN/CAM) 103450609 103450622 114819100
MSYL126589806 126589807 126590900 126592357 126592358 126592855 126594209 126594210 126594211 126594212 126616057 126616070 126628927
PXB103927426 103931167 103931173 103931174 103931185 103934435 103936608 103936614 103938208 103941312 103941383 103946649 103949467
ZJU107416144 107416156 107421982 107430474 107431218 107431225 107431236 107431377 107435184 112490604 125418759 125421109 125422115 125422118 125422177 125423950
MNT21384665 21392126 21395542 21404011 21404017
CSAV115694741 115695419 115695567 115695575 115707304 115724563 115725506
CSV101202882 101203434 101207046 101207286 101209789 101210313 101211452 101211540 101211697 101219443
CMO103490898 103490985 103491130 103491131 103491132 103493386(TPS) 103493390 103493391(TPS) 103501122 107990967 127150038
BHJ120069970 120089925 120090131 120090154 120090543 120090544 120091699 120091719
MCHA111012779 111013331 111013399 111013401 111013402 111013811 111021373 111021377 111021378
CMAX111483232 111483269 111483273
CMOS111435879 111438481 111440345 111449935
CPEP111783836 111800136 111809865 111809866
RCU8282483
JCU105629034 105633233 105633241 105634372 105635753 105640128
HBR110640909 110643120 110643161 110645764 110651556 110657408 110657854 110662165 110670038
MESC110601592 110602218 110602220 110603527 110603551 110603788 110603796 110607983 110607984 110608853 110609961 110618172 122721908
POP18105590 18108164 7454979 7457783 7480434
PEU105111852 105111854 105111856 105115913 105119083 105123975 105130095 105133294 105142363
PALZ118037045 118037046 118045274 118048703 118049485 118050597 118051015 118051346 118054074 118057068 118057069 118057419 118057420 118058199 118058202 118058367 118058646 118063017 118063018
JRE108992229 108999402 109010554 109012609 109013556 109013565 109013659 109013675 109013682 109013691 109013694 109014299 109018572 109021034 118344170
CILL122278833 122280511 122280555 122280578 122280632 122281942 122281950 122281968 122282515 122289164 122289401 122301969 122309364 122309390 122309462 122310297 122311326 122311477 122311497 122311621
CAVE132161853 132161868 132173750 132174525 132174528 132175956 132176104
QSU111985113 111989641 111997266 111997267 111999375 112008800 112011621 112012919 112015023 112016932 112016934 112020915 112020917 112020918 112020927 112031747 112031753 112039852 112040020
QLO115954963 115957445 115957462 115957520 115957757 115957857 115958014 115958046 115958093 115964182 115966472 115968176 115968547 115968552 115972803 115989132
TWL119985450 119988676 119990402 120002543 120002686 120002687 120003135 120003763 120004609 120011814 120012671
VVI100232954 100241381 100241480 100241877 100243606 100252140 100255553 100257265 100258596 100260629 100260714 100261959 100261963 100264159 100267551
VRI117905779 117906290 117907643 117908513 117908514 117908693 117908702 117908705 117908721 117908731 117909329 117909404 117909418 117909420 117909463 117909516 117909603
SLY100820702(TPS17) 100820703(TPS16) 101245838 101257190 101258081 104648118 104648119
SPEN107005350 107017446 107025225 107025236 107025497 107026541
SOT102580832 102583484 102590669 102594847 102597519 102598796 102599254 102603252 107059086
SSTN125849957 125850664 125856297 125863111 125866312 125875946 125877063 125877065
SDUL129871513 129871595 129887112 129892373 129899397 129899657 129900321 129901532
CANN107841877 107846955 107848672 107851706 107861170 107863283 107878220
LBB132615476 132615560 132620353 132625200 132636736 132641672
NTA107787471 107803155 107803193 107805520 107812685 107817699 107819330 107821449 107822502 107828058
NSY104210535 104211489 104217721 104219427 104228270 104231187 104233427 104233429 104233433 104240367 104241247 104248559 104249323
NTO104087276 104088582 104091009 104103043 104110062 104112006 104115014 104120197
NAU109209614 109216542 109222280 109227187 109228645 109229925 109241639 109241781 109243139 109243156 109244294
INI109147636 109168993 109175352 109175365 109176145 109176147 109176148 109176149 109176150 109184694 109184695 109184757 109188040
ITR115997391 116001494 116001595 116001596 116001597 116002466 116002613 116002793 116003034 116003176 116003177 116003179 116005891 116011349 116019445 116020288 116020289 116021233 116029930
SIND105163620 105163683 105171201 105174803 105175135 105175138 105180301
OEU111371938 111379384 111379520 111395024 111395052 111395070 111395074 111395633 111395675
EGT105948712 105970559
SSPL121741308 121743928 121754351 121755182 121755258 121757275 121757277 121757303 121758279 121758409 121775128 121775717 121775718 121804437
SMIL130999951 130999952 131009350 131009351 131009352 131020593
SHIS125188628 125188692 125192260 125195278 125196686 125196895 125207428 125207881 125219623 125223724
APAN127255342 127265926 127266054 127266188
HAN110864314 110864605 110864635 110882043 110885547 110890026 110891932 110912423 110914415 110916903 110917082 110917103 110917200 110921325 110922989 110925663 110925783 110929769 110936945 110937991 110943018
ECAD122581610
LSV111876002 111879199 111881062 111882369 111891777 111897586 111899251 111899252 111899253 111911440 111917144 111921435 111921883
CCAV112504089 112505103 112505327 112517783 112517997 112518419 112527555 112527588 112527994 112528199
DCR108192917 108194958 108200646 108200937 108202782 108202783 108202786 108205231 108208403 108210657 108211322 108211910 108213517 108216912 108217562
CSIN114256887 114266949 114269604 114277960 114294446 114295984 114300069 114309638 114311276 114321578 114321586
RVL131307431 131311909 131312061 131323517 131324753 131325996 131327934 131328723 131328740 131328741 131330400 131330401 131330402 131330404 131330556 131330899 131330900 131330901 131330902 131330903 131330904 131330927 131330928 131330930 131330940 131331521
AEW130750997 130751352 130751698 130789465 130790210 130792838
BVG104896149 104907100 104907120
SOE110795055 110797872 110802256
CQI110684438 110690773 110690774 110693149 110693172 110693173 110693174 110693176 110696082 110712950 110720079 110720102 110720187 110722126 110729050 110733209
ATRI130805421 130807259 130807280 130808267 130817590 130825389 130825527 130828955
MOF131143510 131143519 131143525 131153999 131157294 131157857 131157860 131157867
NNU104585729 104586487 104590893 104590986 104599064
MING122059710 122063872 122078115 122089650
TSS122640585 122640965 122652020
OBR102717612
BDI100842044
ATS109777990 109785129 109785753
TDC119266613 119279416 119332759 119345243 119358730 119366677
SITA101753142 101755633 101777640
PVIR120662396 120663935 120663952 120667092 120693440 120700500 120700550 120711729
PDA103714132
EGU105032396 105035625
MUS103974971 103992313
ZOF121976856 121989430 121989444 121989994 121990030 121990055 121990068 121990205 121992250 121992308 121992309 121992471 121992474 121992478 121992479 121993824 121993830 121993850 121993885 121993999 121996195 122000228 122001961 122013680 122013691 122013701 122015451 122018980 122033361 122036371 122036690 122038822
DCT110093810 110094034 110094036 110094071 110098562 110098584 110100221 110105573 110109817 110110315 110110317 110110327 110110328
PEQ110023080 110027151 110027154 110036369 110037117 110038042
AOF109837481
MSIN131221661 131221662 131221669 131221670 131221692 131229709 131235067 131235377 131235502 131235511 131236080 131238839 131238854 131238893 131240408 131241040 131245475 131245483 131246392 131248564
ATR18448295
MXAMXAN_6247
MSDMYSTI_06763
MYMA176_000650
MYXQEG98_34370
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
NANNO0S08_24410 O0S08_35550
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
SFISFUL_319
SANLKZO11_00565
SGRFSGFS_033720
SCYER2B67_35190
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
SCIB446_28510
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
SALUDC74_4443
SALLSAZ_23610
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
SRUGF0345_21565
SAKBK1J60_10395
STAALDH80_05320
SNIGHEK616_67550(cyc2)
SVIOHWN34_07160
SCAEIHE65_09900
STUBMMF93_09085
SSPNLXH13_30640
SCIRSTRCI_006311
SXTKPP03845_105794(cyc2_1)
SLONLGI35_33135
SDRZNEH16_29520
STUDSTRTU_003254
STEEF3L20_12610
SGKPET44_25485
SANTQR300_22810
SYUNMOV08_19910
SARGHKX69_07350
SJNRI060_08975
SCYNN8I84_30570
SOVQZH56_33735
SFIYF0344_33695
SHAUK9S39_12905
SKGKJK29_07040
SCOAQU709_08660
SLAIP8A22_36895
SFPQUY26_06250
SCHGNRO40_01380
STTNBSL84_26640
SINNABB07_08020
STRZOYE22_13780
SCTSCAT_2953(cyc)
SCYSCATT_29440
KSKKSE_46080(geoA)
KABB7C62_00490
KAUB6264_12330
KITCFP65_0675 CFP65_6829
KISHUT16_21240
STRIC7M71_007765
YIALO772_26615
STRHGXP74_15410
AGLAOIE69_19960
KFLKfla_4247
NGVCDO52_17055
STRREKD16_02015(cyc2)
ACTWF7P10_28090
AGRAAGRA3207_002480
AMAZLUW76_35960
ACIROG979_26335
SPIQOHA34_15550 OHA34_15730
ACTQOG417_01085
SROSros_0075
NOABKM31_47430
NOWGBF35_49900
NCXNocox_40695(cyc2)
NGNLCN96_09125 LCN96_54695
NFSOIE67_45720
MHAIOHB01_00735
FRAFrancci3_4231
FREFranean1_5559
FALFRAAL6507
FRIFraEuI1c_3502
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
ATHML1857_15985
ARHDVSH64_44360
APRECNX65_04920
AMIAmir_0977
SESPBN6_11180(geoA)
SSYIEKG83_05700
KALKALB_676 KALB_677
KUTJJ691_71460
KBUQ4V64_40395
KPHYAOZ06_40930
LEDBBK82_06540
ALOCRK56063
PMADBAY61_21455
ACTUActkin_00570(cyc2)
CROSN8J89_23320
PSUUPsuf_085020(cyc2)
CATICS0771_03970(cyc2)
DVCDvina_35855
DMATDmats_30680
CAICaci_6200
SNASnas_1127
GLYK3N28_04695
AEYCDG81_12895
NPUNpun_R2756
NEDHUN01_24355
CSGCylst_4391
CALOCal7507_2995
DHTNG743_19380
ALAXNIES50_53430
KBSEPA93_38090
 » show all
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

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