Entry
Name
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylic-acid synthase;
SEPHCHC synthase;
MenD
Class
Transferases;
Transferring aldehyde or ketonic groups;
Transketolases and transaldolases
BRITE hierarchy
Sysname
isochorismate:2-oxoglutarate 4-oxopentanoatetransferase (decarboxylating)
Reaction(IUBMB)
isochorismate + 2-oxoglutarate = 5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2 [RN:
R08165 ]
Reaction(KEGG)
Substrate
Product
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate;
CO2 [CPD:
C00011 ]
Comment
Requires Mg2+ for maximal activity. This enzyme is involved in the biosynthesis of vitamin K2 (menaquinone). In most anaerobes and all Gram-positive aerobes, menaquinone is the sole electron transporter in the respiratory chain and is essential for their survival. It had previously been thought that the products of the reaction were (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate (SHCHC), pyruvate and CO2 but it is now known that two separate enzymes are involved: this enzyme and EC
4.2.99.20 , 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate synthase. Under basic conditions, the product can spontaneously lose pyruvate to form SHCHC.
History
EC 2.2.1.9 created 2008 (EC 2.5.1.64 created 2003, part-incorporated 2008)
Pathway
ec00130 Ubiquinone and other terpenoid-quinone biosynthesis
ec01110 Biosynthesis of secondary metabolites
Orthology
K02551 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase
K14759 isochorismate synthase / 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase / 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate synthase / o-succinylbenzoate synthase
Genes
CSAT : 104704752 104750694 104787948
HSYR : 120173346 120210713
PSOM : 113275718 113281895
TAES : 123127572 123137052 123144651
MFLO : 136466384 136467224
PVIR : 120656211 120706507
SMO : SELMODRAFT_121498 SELMODRAFT_157803
ECOO : ECRM13514_3021(menD)
ECOH : ECRM13516_2966(menD)
ECW : EcE24377A_2560(menD)
EDJ : ECDH1ME8569_2201(menD)
ECOI : ECOPMV1_02426(menD)
REE : electrica_01485(menD)
RTG : NCTC13098_02010(menD)
CLAP : NCTC11466_01325(menD)
KIE : NCTC12125_00419(menD)
AHN : NCTC12129_01546(menD)
METY : MRY16398_16340(menD)
PSHI : SAMEA2665130_2007(menD)
MPHG : MPHASIOC01_002595(menD)
YPG : YpAngola_A1785(menD)
YPI : YpsIP31758_1482(menD)
SMW : SMWW4_v1c33930(menD)
SFJ : SAMEA4384070_3399(menD)
SOF : NCTC11214_03403(menD)
SSAR : SSARUM_003262(menD)
PAQU : DMB82_0014825(menD)
PARL : PEC302110_10910(menD)
DIC : Dpoa569_0002667(menD)
PHEI : NCTC12003_01571(menD)
PRJ : NCTC6933_02323(menD)
LRI : NCTC12151_01275(menD)
HIC : NTHIC486_00705(menD)
HPIT : NCTC13334_01272(menD)
HHZ : NCTC10839_00883(menD)
HAEG : NCTC8502_00938(menD)
PDAG : 4362423_00350(menD)
ADP : NCTC12871_01278(menD)
ALIG : NCTC10568_02126(menD)
ASEG : NCTC10977_00867(menD)
AVT : NCTC3438_01959(menD)
RPNE : NCTC8284_01144(menD)
PAET : NCTC13378_01521(menD)
VAU : VANGNB10_cI1811c(menD)
VMI : AL543_10325 AL543_19145
VAS : GT360_04880 GT360_13435
VPL : SA104470976_01680(menD)
VIB : VspSTUT11_21020(menD)
VIS : VspSTUT16_22080(menD)
SCAA : TUM17387_36800(menD)
TFRI : Thiofri_02988(menD)
TNI : TVNIR_1661(menD_[H])
HAAH : HALA3H3_490053(menD)
AEL : NCTC12917_00433(menD)
CDIZ : CEDIAZO_00456(menD_1) CEDIAZO_02907(menD_2)
OBG : Verru16b_02462(menD)
ABIW : Abiwalacus_21560(menD)
BTHO : Btheta7330_03286(menD)
BXY : BXY_01590 BXY_40130 BXY_43220
BCEL : BcellWH2_01436(menD)
BCAC : CGC64_09495(menD) CGC64_14230
BHF : C3V43_02840(menD) C3V43_12210(menD)
BEG : INE88_03884(menD) INE88_04221
BFE : K6V30_12475(menD) K6V30_18320
BFC : BacF7301_14145(menD)
BSA : Bacsa_0280 Bacsa_2916 Bacsa_3458
BDO : EL88_03860 EL88_05155
BDH : GV66_11460 GV66_12745
PCRE : NCTC12858_01269(menD)
PARC : CI960_02590 CI960_04965 CI960_09395(menD)
TFO : BFO_1952(menD_1) BFO_3200(menD_2)
DUN : FDZ78_05130(menD) FDZ78_14055(menD)
DUQ : E7745_01405(menD) E7745_10595(menD)
COPR : Cop2CBH44_15650(menD)
CFAS : Cfast33896_10010(menD)
PMZ : HMPREF0659_A6049(menD)
PDN : HMPREF9137_1703(menD)
PDT : Prede_1588 Prede_2111
PHER : prwr041_26280(menD)
POC : NCTC13071_01464(menD)
PBY : L6471_04110 L6471_11150(menD)
ALD : GFH31_02385 GFH31_10020
DORI : FH5T_14575 FH5T_20845
EVI : Echvi_2344 Echvi_4413
EST : DN752_05685(menD) DN752_17330
ECHI : FKX85_11070(menD) FKX85_20385(menD)
PSEZ : HME7025_01601(menD)
HQI : H9L05_13300 H9L05_13305(menD)
FOK : KK2020170_23870(menD)
PHG : KCTC32516_02367(menD)
AALG : AREALGSMS7_04205(menD)
AANR : KCTC52924_03761(menD)
KOS : KORDIASMS9_04152(menD)
KAN : IMCC3317_12030(menD)
SPON : HME9304_02952(menD)
OHM : MSHRCOH1_02060(menD)
CGLE : NCTC11432_03158(menD)
CTAI : NCTC12078_02548(menD)
CTAK : 4412677_01633(menD)
CHRJ : CHRYMOREF3P_2753(menD)
CJG : NCTC13459_01943(menD)
CANT : NCTC13489_02007(menD)
KFA : Q73A0000_11800(menD)
PROC : Ptc2401_01966(menD)
BAZ : BAMTA208_15085(menD)
BSON : S101395_01269(menD)
BFD : NCTC4823_01166(menD)
BLEN : NCTC4824_03198(menD)
PARG : PspKH34_06260(menD)
SAX : USA300HOU_0991(menD)
SAUT : SAI1T1_2007370(menD)
SAUJ : SAI2T2_1007390(menD)
SAUK : SAI3T3_1007380(menD)
SAUQ : SAI4T8_1007370(menD)
SAUV : SAI7S6_1007380(menD)
SAUW : SAI5S5_1007340(menD)
SAUX : SAI6T6_1007350(menD)
SAUY : SAI8T7_1007380(menD)
SDP : NCTC12225_02005(menD)
SPIC : SAMEA4384060_1912(menD)
SSH : NCTC13712_00989(menD)
SSIM : SAMEA4384339_0958(menD)
SSTE : SAMEA4384403_1819(menD)
LMOC : LMOSLCC5850_1738(menD)
LMW : LMOSLCC2755_1687(menD)
LMX : LMOSLCC2372_1740(menD)
LMZ : LMOSLCC2482_1739(menD)
LMON : LMOSLCC2376_1634(menD)
LMOS : LMOSLCC7179_1648(menD)
LMOO : LMOSLCC2378_1696(menD)
LMOY : LMOSLCC2479_1738(menD)
LMOT : LMOSLCC2540_1758(menD)
LMOA : LMOATCC19117_1690(menD)
LGZ : NCTC10812_01201(menD)
LLW : kw2_0680(menD) kw2_0910
ECEC : NCTC12421_02104(menD)
VRM : 44547418_00395(menD)
VDN : NCTC11831_00356(menD)
RTS : CE91St31_31160(menD)
MAVM : MAA44156_04030(menD)
MMAE : MMARE11_08510(menD)
MBAI : MB901379_00771(menD)
MHEK : JMUB5695_04087(menD)
MPHL : MPHLCCUG_04397(menD)
MTHN : 4412656_00672(menD)
MAUU : NCTC10437_00780(menD)
MFLV : NCTC10271_04365(menD)
MBUG : MU0053_003931(menD)
MSAL : DSM43276_03743(menD)
MTER : 4434518_00549(menD)
CDIP : ERS451417_00345(menD)
CUN : Cul210932_0357(menD)
CUQ : Cul210931_0345(menD)
CUJ : CUL131002_0342(menD)
CMIN : NCTC10288_02187(menD)
CRL : NCTC7448_01185(menD)
CCYS : SAMEA4530656_2127(menD)
NFR : ERS450000_04754(menD)
NSR : NS506_00082(menD) NS506_05408
NAD : NCTC11293_00048(menD)
NWL : NWFMUON74_65360(menD)
NTC : KHQ06_09355 KHQ06_19650(menD)
NYA : LTV02_20200(menD) LTV02_24415(menD)
NSPU : IFM12276_57020(menD)
RCR : NCTC10994_03610(menD)
TPUL : TPB0596_07370(menD)
AMAU : DSM26151_03360(menD)
AMAV : GCM10025877_19650(menD)
MALK : MalAC0309_2596(menD)
PSEV : USB125703_00878(menD)
LYH : FrondiHNR_02510(menD)
AAGI : NCTC2676_1_02477(menD)
PSNI : NIBR502771_10115(menD)
GCR : GcLGCM259_2161(menD)
KII : KocCE7_02725(menD) KocCE7_07240(menD)
MICK : B1A86_00008855(menD)
RDN : HMPREF0733_10414(menD)
ORD : L0A91_08975 L0A91_08980(menD)
BCAU : I6G59_08485(menD) I6G59_16640(menD)
DCO : SAMEA4475696_2136(menD)
DSS : GCM25873_25350(menD)
PAK : HMPREF0675_3960(menD)
CGRN : 4412665_01023(menD)
PAUS : NCTC13651_00934(menD)
PPC : HMPREF9154_2422(menD)
RAIN : Rai3103_02965(menD)
BROO : brsh051_21170(menD)
NAQU : ENKNEFLB_04137(menD)
AGRA : AGRA3207_000128(menD)
AMYY : YIM_23005(menD1) YIM_45170(menD2)
ABAR : AMYBAR_000457(menD)
PAUT : Pdca_37480(menD_1) Pdca_60140(menD_2)
KPHY : AOZ06_22330 AOZ06_50330
TBW : NCTC13354_01414(menD)
ATIM : CYJ17_0008520(menD)
AHW : NCTC11636_02290(menD)
ASLA : NCTC11923_02639(menD)
AVC : NCTC10951_01605(menD)
ACAP : MANAM107_06120(menD)
AEY : CDG81_12730(menD) CDG81_20540
ABAM : B1s21122_00590(menD)
BALA : DSM104299_02590(menD)
PARQ : DSM112329_02361(menD)
SYR : SynRCC307_1140(menD)
SYX : SynWH7803_1021(menD)
SYH : Syncc8109_1566(menD)
SYNW : SynWH8103_01128(menD)
TVN : NIES2134_124030(menD)
LET : O77CONTIG1_04847(menD)
SYP : SYNPCC7002_A1531(menD)
SYNN : NIES970_22540(menD)
MVZ : myaer102_03400(menD)
PRUN : PCC7821_04139(menD)
NSPH : BDGGKGIB_00611(menD)
CALS : NIES3974_00510(menD)
HALA : Hrd1104_06615(menD)
HALQ : Hrr1229_014885(menD)
HACB : Hbl1158_11580(menD)
» show all
Taxonomy
Reference
Authors
Jiang M, Cao Y, Guo ZF, Chen M, Chen X, Guo Z.
Title
Menaquinone biosynthesis in Escherichia coli: identification of 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate as a novel intermediate and re-evaluation of MenD activity.
Journal
Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.2.1.9
ExPASy - ENZYME nomenclature database: 2.2.1.9
BRENDA, the Enzyme Database: 2.2.1.9
LinkDB
All DBs