KEGG   ENZYME: 1.21.98.3
Entry
EC 1.21.98.3                Enzyme                                 

Name
anaerobic magnesium-protoporphyrin IX monomethyl ester cyclase;
bchE (gene name);
MPE cyclase (ambiguous)
Class
Oxidoreductases;
Catalysing the reaction X-H + Y-H = X-Y;
With other, known, physiological acceptors
Sysname
magnesium-protoporphyrin-IX 13-monomethyl ester,S-adenosyl-L-methionine:H2O oxidoreductase (hydroxylating)
Reaction(IUBMB)
magnesium-protoporphyrin IX 13-monomethyl ester + 3 S-adenosyl-L-methionine + H2O = 3,8-divinyl protochlorophyllide a + 3 5'-deoxyadenosine + 3 L-methionine (overall reaction) [RN:R11494];
(1a) magnesium-protoporphyrin IX 13-monomethyl ester + S-adenosyl-L-methionine + H2O = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + 5'-deoxyadenosine + L-methionine [RN:R06268];
(1b) 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + S-adenosyl-L-methionine = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + 5'-deoxyadenosine + L-methionine [RN:R06269];
(1c) 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + S-adenosyl-L-methionine = 3,8-divinyl protochlorophyllide a + 5'-deoxyadenosine + L-methionine [RN:R06270]
Reaction(KEGG)
Substrate
magnesium-protoporphyrin IX 13-monomethyl ester [CPD:C04536];
S-adenosyl-L-methionine [CPD:C00019];
H2O [CPD:C00001];
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester;
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester
Product
3,8-divinyl protochlorophyllide a [CPD:C11831];
5'-deoxyadenosine [CPD:C05198];
L-methionine [CPD:C00073];
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester;
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester
Comment
This radical AdoMet enzyme participates in the biosynthesis of chlorophyllide a in anaerobic bacteria, catalysing the formation of an isocyclic ring. Contains a [4Fe-4S] cluster and a cobalamin cofactor. The same transformation is achieved in aerobic organisms by the oxygen-dependent EC 1.14.13.81, magnesium-protoporphyrin IX monomethyl ester (oxidative) cyclase. Some facultative phototrophic bacteria, such as Rubrivivax gelatinosus, possess both enzymes.
History
EC 1.21.98.3 created 2016
Pathway
ec00860  Porphyrin and chlorophyll metabolism
Orthology
K04034  anaerobic magnesium-protoporphyrin IX monomethyl ester cyclase
Genes
BRB: EH207_01920
PAY: PAU_00142 PAU_00634
XCC: XCC1683
XCB: XC_2549
XCA: xcc-b100_2577
XCP: XCR_1918
XCV: XCV1735
XAX: XACM_1722
XAC: XAC1702
XCI: XCAW_02370
XOM: XOO2833(XOO2833)
XOO: XOO2983
XOP: PXO_00191
XOR: XOC_2814
XPH: XppCFBP6546_18790(XppCFBP6546P_18790)
PSOS: POS17_2229(PMI36_03889) POS17_3706(mmcD)
POJ: PtoMrB4_37140(bchE)
SDN: Sden_1168
METL: U737_04525
MPSY: CEK71_10670(bchE)
THIP: N838_12690(bchE)
CJAP: GWK36_10120(bchE)
HHA: Hhal_1625
HCH: HCH_02958
HAHE: ENC22_17310(phpK)
TBN: TBH_C2628
CVI: CV_3881
DIH: G7047_15210(bchE)
RGE: RGE_45840(bchE)
METR: BSY238_974(bchE)
SLT: Slit_0376
SNIV: SFSGTM_01770(hpnJ)
SLAC: SKTS_14970
DAR: Daro_4199
AZO: azo0271
AOA: dqs_0284
AMYT: AMYT_2273
DPI: BN4_12073
ADE: Adeh_3883
HOH: Hoch_1302
MLO: mll4828
MHUA: MCHK_5908(bchE)
MJR: EB229_03185(bchE)
MERD: EB233_03290(bchE)
RPOD: E0E05_16695(bchE)
AGC: BSY240_672(bchE)
RET: RHE_CH00422(bchE)
REC: RHECIAT_CH0000465(bchE)
REL: REMIM1_CH00430(bchE)
REP: IE4803_CH00453(bchE)
REI: IE4771_CH00463(bchE)
RLE: RL0441
RPHA: AMC79_CH00466(bchE)
RHK: Kim5_CH00443(bchE)
RHID: FFM81_018950(bchE)
RBQ: J2J99_02325(bchE)
RLN: J0663_10890(bchE)
BJA: blr0853(bchE)
BRA: BRADO1652(bchE)
BBT: BBta_6404(bchE)
AOL: S58_58860
BRAD: BF49_5294
BRK: CWS35_05020(bchE)
BARH: WN72_47290(bchE)
RPA: RPA1668(bchE)
RPE: RPE_3935
RPT: Rpal_1864
MDI: METDI0134 METDI5058(bchE)
MCH: Mchl_0195
MPO: Mpop_1269
MNO: Mnod_0434
BLAG: BLTE_24540
MSC: BN69_3020
MROS: EHO51_17090(bchE)
PLEO: OHA_1_01495(rimO_2)
RUT: FIU92_09980(rimO1)
RSP: RSP_0281(bchE)
RCP: RCAP_rcc00669(bchE)
RDE: RD1_1697(bchE)
RLI: RLO149_c030170(bchE)
DSH: Dshi_2637
RHC: RGUI_3999
RMM: ROSMUCSMR3_02636(hpnR)
ROM: EI983_06205(bchE)
RBG: BG454_02940(bchE)
THAA: CFI11_06885(bchE)
GEH: HYN69_05435(bchE)
POZ: I0K15_14110(bchE)
FAQ: G5B39_14450(bchE)
SSAN: NX02_24480
PHZ: CHX26_04410(bchE)
POT: E2E27_00525(bchE) E2E27_01125(bchE)
ACR: Acry_2281
AMV: ACMV_25330(bchE)
RRU: Rru_A3548
RRF: F11_18165
RCE: RC1_0283(bchE) RC1_0528
TMO: TMO_a0324
BMX: BMS_0719
BACO: OXB_1864
BBEV: BBEV_2078
BMQ: BMQ_1236
BMD: BMD_1220
BMEG: BG04_3535
BEO: BEH_04745
BHA: BH2952
GKA: GK0942
GTN: GTNG_0831
GEA: GARCT_00955(hemN_1)
AFL: Aflv_2016
AAMY: GFC30_1250
ANL: GFC29_137
LSP: Bsph_1289
PASA: BAOM_1444
PSYO: PB01_05300
BSE: Bsel_1499
PPY: PPE_01310
PPM: PPSC2_06765(bchE)
PPO: PPM_1283(bchE)
PPOL: X809_07380
PPOY: RE92_05120
PMW: B2K_03205
PSAB: PSAB_06500
PRI: PRIO_1565
PSWU: SY83_08580
ASOC: CB4_01070
BTS: Btus_0402
SIV: SSIL_3186
JEO: JMA_14670
CPAS: Clopa_3724
CCE: Ccel_2387
CCEL: CCDG5_1904
RUM: CK1_32400
CPY: Cphy_3574
DSY: DSY4847
DHD: Dhaf_4724
HMO: HM1_0688(bchE) HM1_1106
BPRS: CK3_30840
ATE: Athe_1757
TTM: Tthe_0145
TSH: Tsac_0703
VPR: Vpar_0994
MED: MELS_2112
MHAD: B586_15290
NSR: NS506_02632(bchE)
TPR: Tpau_1176
SHY: SHJG_1016
SFA: Sfla_6494
SBH: SBI_01726
SVE: SVEN_0515
STRP: F750_7096
SALU: DC74_7992
SALL: SAZ_41250
SLE: sle_23270(sle_23270) sle_35550(sle_35550)
SFK: KY5_0357
CMS: CMS2241
CMC: CMN_00689
AMYY: YIM_47785
AORI: SD37_16870
SAQ: Sare_2167
ASE: ACPL_6153
ACTN: L083_7324
ACTS: ACWT_6021
CAI: Caci_3422
SYN: slr0905(bchE)
SYZ: MYO_125190(bchE)
SYY: SYNGTS_2494(chlE)
SYT: SYNGTI_2493(chlE)
SYS: SYNPCCN_2492(chlE)
SYQ: SYNPCCP_2492(chlE)
SYJ: D082_08110(bchE)
SYO: C7I86_13060(bchE)
PSER: ABRG53_d061(bchE)
GVI: glr1291
GLJ: GKIL_2755
ANA: alr0030
NOE: CLI64_22875(bchE)
AVA: Ava_2630
CALH: IJ00_10585
CCUR: IAR63_16750(bchE)
TOQ: HCG51_24180(bchE)
DEV: DhcVS_101(rdhI) DhcVS_1338(rdhI) DhcVS_1423(rdhI)
CAU: Caur_3676
ATM: ANT_15780
FTJ: FTUN_5814
FSC: FSU_2751
PDI: BDI_1345
FLN: FLA_1570
FSN: GS03_00332(bchE_1) GS03_00335(bchE_2) GS03_00344
KAN: IMCC3317_34960(fom3_1) IMCC3317_35130(fom3_2) IMCC3317_35160(fom3_3) IMCC3317_35180(hpnR)
CTE: CT1959(bchE)
CPC: Cpar_0258
CCH: Cag_0229
CLI: Clim_2158
PVI: Cvib_0316
PLT: Plut_0251
PPH: Ppha_2585
PAA: Paes_1976
CTS: Ctha_0811
TMA: TM1537
TMW: THMA_1571
TMQ: THMB_1571
TMX: THMC_1571
TPT: Tpet_1255
TRQ: TRQ2_1200
TNA: CTN_1120
TNP: Tnap_1271
DTN: DTL3_0737
MOX: DAMO_0310
MTH: MTH_1784
METC: MTCT_1628
METE: tca_00305(fom3_1) tca_01727(fom3_2)
MRU: mru_1543(bchE)
MSI: Msm_0385
MMIL: sm9_1100
MOL: YLM1_1029
MFV: Mfer_1028
FPL: Ferp_0042
GAC: GACE_0916
GAH: GAH_01870
PHO: PH0819(PH0819)
PYN: PNA2_1692
PYS: Py04_0021
TSI: TSIB_1851
TLT: OCC_11005
MBAR: MSBR2_0291
MTP: Mthe_0201
MHI: Mhar_0896
MPI: Mpet_1389
MEZ: Mtc_0921
RCI: RCIX207
HALH: HTSR_0750
HHSR: HSR6_0776
TVO: TVG0569632(TVG0569632)
FAI: FAD_1067
CDIV: CPM_1795
ABI: Aboo_0689
SMR: Smar_0664
STO: STK_00560
SAI: Saci_1785
MSE: Msed_1243
CMA: Cmaq_1100
VDI: Vdis_0413
VMO: VMUT_1131
ASC: ASAC_0525
ACIA: SE86_04315
CCAI: NAS2_0389
KCR: Kcr_0167
BARC: AOA65_0015
PSYT: DSAG12_00093(miaB_1)
AGW: QT03_C0001G0579(bchE)
 » show all
Reference
1  [PMID:2203738]
  Authors
Yang ZM, Bauer CE
  Title
Rhodobacter capsulatus genes involved in early steps of the bacteriochlorophyll biosynthetic pathway.
  Journal
J Bacteriol 172:5001-10 (1990)
DOI:10.1128/jb.172.9.5001-5010.1990
Reference
2  [PMID:10841582]
  Authors
Gough SP, Petersen BO, Duus JO
  Title
Anaerobic chlorophyll isocyclic ring formation in Rhodobacter capsulatus requires a cobalamin cofactor.
  Journal
Proc Natl Acad Sci U S A 97:6908-13 (2000)
DOI:10.1073/pnas.97.12.6908
  Sequence
Reference
3  [PMID:14617630]
  Authors
Ouchane S, Steunou AS, Picaud M, Astier C
  Title
Aerobic and anaerobic Mg-protoporphyrin monomethyl ester cyclases in purple bacteria: a strategy adopted to bypass the repressive oxygen control system.
  Journal
J Biol Chem 279:6385-94 (2004)
DOI:10.1074/jbc.M309851200
  Sequence
[rge:RGE_45840]
Reference
4  [PMID:19297239]
  Authors
Booker SJ
  Title
Anaerobic functionalization of unactivated C-H bonds.
  Journal
Curr Opin Chem Biol 13:58-73 (2009)
DOI:10.1016/j.cbpa.2009.02.036
Other DBs
ExplorEnz - The Enzyme Database: 1.21.98.3
IUBMB Enzyme Nomenclature: 1.21.98.3
ExPASy - ENZYME nomenclature database: 1.21.98.3
BRENDA, the Enzyme Database: 1.21.98.3

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