KEGG   ENZYME: 1.21.98.3Help
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
BRITE hierarchy
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
XCC: XCC1683
XCB: XC_2549
XCA: xcc-b100_2577
XCP: XCR_1918
XCV: XCV1735
XAX: XACM_1722
XAC: XAC1702
XCI: XCAW_02370
XCT: J151_01856
XCJ: J158_01844
XOO: XOO2983
XOM: XOO2833(XOO2833)
XOP: PXO_00191
XOR: XOC_2814
MPSY: CEK71_10670(bchE)
HHA: Hhal_1625
RGE: RGE_45840(bchE)
METR: BSY238_974(bchE)
AZA: AZKH_0381
GSU: GSU2888
GME: Gmet_0597
PCA: Pcar_0494
PPD: Ppro_0614
DAL: Dalk_5114
MLO: mll4828
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)
BJA: blr0853(bchE)
BRA: BRADO1652(bchE)
BBT: BBta_6404(bchE)
AOL: S58_58860
BRO: BRAD285_5749(bchE)
BRK: CWS35_05020(bchE)
RPA: RPA1668(bchE)
RPE: RPE_3935
RPT: Rpal_1864
MEX: Mext_4064
MDI: METDI5058(bchE)
MET: M446_3585
RVA: Rvan_2498
BVR: BVIR_1991
BLAG: BLTE_24540
MROS: EHO51_17090(bchE)
RSP: RSP_0281(bchE)
RCP: RCAP_rcc00669(bchE)
RDE: RD1_1697(bchE)
RLI: RLO149_c030170(bchE)
DSH: Dshi_2637
RSU: NHU_03054
RHC: RGUI_3999
RMM: ROSMUCSMR3_02636(hpnR)
RBG: BG454_02940(bchE)
THAA: CFI11_06885(bchE)
GEH: HYN69_05435(bchE)
SSAN: NX02_24480
PHZ: CHX26_04410(bchE)
POT: E2E27_00525(bchE)
ACR: Acry_2281
AMV: ACMV_25330(bchE)
RRU: Rru_A3548
RRF: F11_18165
RCE: RC1_0283(bchE)
BHA: BH2952
GKA: GK0942
GTN: GTNG_0831
CPE: CPE1645
CPF: CPF_1897
CPR: CPR_1616
CTC: CTC_00992
DSY: DSY4847
HMO: HM1_0688(bchE)
CTHM: CFE_1694
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
ANA: alr0030
NOE: CLI64_22875(bchE)
CALH: IJ00_10585
RCA: Rcas_1584
CAU: Caur_3676
CAG: Cagg_0316
CTE: CT1959(bchE)
CPC: Cpar_0258
CCH: Cag_0229
CLI: Clim_2158
PVI: Cvib_0316
PLT: Plut_0251
PPH: Ppha_2585
PAA: Paes_1976
PROS: CHL67_10465(bchE)
CTS: Ctha_0811
TMA: TM1537
MTH: MTH_1784
TVO: TVG0569632(TVG0569632)
STO: STK_00560
SAI: Saci_1785
MSE: Msed_1243
 » show all
Taxonomy
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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