KEGG ENZYME: 1.21.98.3

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)

R06268 R06269 R06270 R11494

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 metabolism

Orthology

K04034

anaerobic magnesium-protoporphyrin IX monomethyl ester cyclase

Genes

POJ:	PtoMrB4_37140(bchE)

PTW:	TUM18999_20090(bchE)

PSOA:

PSm6_40820(bchE)

MPSY:

CEK71_10670(bchE)

ALV:	Alvin_2224

ATEP:

Atep_12120

TVI:	Thivi_1709 Thivi_2401

TMB:	Thimo_0493

MPUR:

MARPU_05960

TSY:	THSYN_31385

THIP:

N838_12690(bchE)

CJAP:

GWK36_10120(bchE)

THIM:

KFB96_13230(bchE)

TBOG:

LT988_08950(bchE) LT988_16450(bchE)

TLR:	Thiosp_01350(bchE)

TFRI:

Thiofri_01396(bchE)

TWG:	Thiowin_03640(bchE)

HHA:

Hhal_1625

HHK:	HH1059_06180

HHC:	M911_01050

EBS:	ECTOBSL9_0895

SHAI:

LMH63_10040(bchE)

RAC:	RA876_13215

RHOA:

HZ993_05910(bchE)

DIH:	G7047_15210(bchE)

RGE:	RGE_45840(bchE)

RBN:	RBXJA2T_04628

UND:	UNDKW_5146(bchE)

NOK:	FAY22_03885

ETB:	N7L95_02185(bchE)

METR:

BSY238_974(bchE)

APET:

ToN1_28550

QAU:	KI612_05805(bchE)

AZA:

AZKH_0381

AZI:	AzCIB_0308

MLO:

mll4828

MLN:	A9174_03125

MCI:	Mesci_0620

MCIC:

A4R28_25290

MOP:	Mesop_0630

MAM:	Mesau_00445

MAMO:

A6B35_04645

MESW:

A9K65_003115

MHUA:

MCHK_5908(bchE)

MJR:	EB229_03185(bchE)

MERD:

EB233_03290(bchE)

MMEI:

LRP31_02465(bchE)

RPOD:

E0E05_16695(bchE)

EAH:	FA04_00385

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

RLB:	RLEG3_10320

RLU:	RLEG12_11650

RPHA:

AMC79_CH00466(bchE)

RHK:	Kim5_CH00443(bchE)

RHID:

FFM81_018950(bchE)

RBQ:	J2J99_02325(bchE)

RLN:	J0663_10890(bchE)

RBAN:

J2J98_02090(bchE)

RRG:	J3P73_02510(bchE)

RROS:

D4A92_17255(bchE)

RCT:	PYR68_00335(bchE)

ARO:	B0909_18940

PDES:

FE840_013205(bchE)

BJA:	blr0853(bchE)

BRA:	BRADO1652(bchE)

BBT:	BBta_6404(bchE)

AOL:

S58_58860

BRO:	BRAD285_5749(bchE)

BRK:	CWS35_05020(bchE)

BARH:

WN72_47290(bchE)

BEL:	BE61_10180(bchE)

BSEP:

HAP48_0016685(bchE)

BAUT:

QA635_41440(bchE)

BBRA:

QA636_42505(bchE)

BPAH:

QA639_41595(bchE)

BXN:	I3J27_38880(bchE)

RPA:	TX73_008575(bchE)

RPB:	RPB_2687 RPB_3863

RPC:

RPC_3812

RPD:	RPD_0062 RPD_1487

RPE:

RPE_3935

RPT:

Rpal_1864

RPX:	Rpdx1_3849

MEA:	Mex_1p4454

MDI:	METDI5058(bchE)

MEX:

Mext_4064

MZA:	B2G69_02230

MET:

M446_3585

MTEA:

DK419_25310(bchE)

RVA:

Rvan_2498

RLAC:

QMO75_12165(bchE)

RHZ:	RHPLAN_04470

BVR:

BVIR_1991

BLAG:

BLTE_24540

MROS:

EHO51_17090(bchE)

JAV:	OXU80_08790(bchE)

RUT:	FIU92_09980(rimO1)

RDE:	RD1_1697(bchE)

RLI:	RLO149_c030170(bchE)

DSH:

Dshi_2637

RED:	roselon_00270 roselon_02142

TOM:	BWR18_14025

RMM:	ROSMUCSMR3_02636(hpnR)

ROK:	RAK1035_0539

RID:	RIdsm_01787

ROM:	EI983_06205(bchE)

THAA:

CFI11_06885(bchE)

RMAI:

MACH21_24660(bchE)

RSP:	RSP_0281(bchE)

RSH:	Rsph17029_1924

RSQ:	Rsph17025_1014

RSK:	RSKD131_1607

CAZT:

LV780_04420(bchE)

RCP:	RCAP_rcc00669(bchE)

RBL:	B6K69_03460

RSU:

NHU_03054

RHM:	B5V46_05145

RHC:

RGUI_3999

RBG:	BG454_02940(bchE)

GEH:	HYN69_05435(bchE)

POZ:	I0K15_14110(bchE)

NSM:	JO391_16375(bchE)

PBAE:

P8S53_17135(bchE)

FAQ:	G5B39_14450(bchE)

RBX:	I3V23_02510(bchE)

SSAN:

NX02_24480

SAMI:

SAMIE_1018260

CIJ:	WG74_14565

ELQ:	Ga0102493_11473

PORL:

BG023_11773

PHZ:	CHX26_04410(bchE)

POT:	E2E27_00525(bchE) E2E27_01125(bchE)

ACR:

Acry_2281

AMV:	ACMV_25330(bchE)

RFL:

Rmf_22170

RAP:	RHOA_2420(bchE) RHOA_5253(bchE)

SKT:	IGS68_30885(bchE)

SMUC:

JL100_031485(bchE)

RRU:

Rru_A3548

RRF:

F11_18165

RCE:	RC1_0283(bchE)

RPM:	RSPPHO_00441

GSU:

GSU2888

GSK:	KN400_2831

GME:

Gmet_0597

GPI:	GPICK_03120 GPICK_15885

GAO:	A2G06_13605

GBZ:	JZM60_08595

GEM:	GM21_3533 GM21_3552 GM21_3553

GEB:	GM18_0607 GM18_0608 GM18_0623

GUR:

Gura_0516

GEO:	Geob_0066 Geob_3339

GBM:	Gbem_1165 Gbem_3467

GBN:	GEOBRER4_34000

GER:	KP004_16655 KP004_16725 KP004_16730

GSUB:

KP001_19470 KP001_19475 KP001_19550

GPL:	M1B72_03170 M1B72_03175 M1B72_03235

TAV:	G4V39_05295

AORY:

AMOR_58460

APAU:

AMPC_36870

TJR:	TherJR_1127 TherJR_2216 TherJR_2857

HMO:	HM1_0688(bchE)

HCV:	FTV88_2640(bchE)

CTHM:

CFE_1047 CFE_1694 CFE_2233

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)

CYN:	Cyan7425_4778

TSZ:	OOK60_01705(bchE)

KOV:	K9N68_36275(bchE)

LSC:	KIK02_06935(bchE)

PSER:

ABRG53_d061(bchE)

HAO:	PCC7418_3775

CYJ:	Cyan7822_3999

PPSU:

NO713_02669(bchE)

MIC:	Mic7113_6715

NOP:	Nos7524_0391

NON:	NOS3756_14390

NOE:	CLI64_22875(bchE)

NPZ:	ACX27_11175

RSIN:

B6N60_01337

CALO:

Cal7507_1518

CALH:

IJ00_10585

CALN:

NIES2098_10690

CALS:

NIES3974_42220

FIS:	FIS3754_46380

CCUR:

IAR63_16750(bchE)

CRK:	L3I90_08955(bchE)

TOQ:	HCG51_24180(bchE)

ALAX:

NIES50_12150

RRS:	RoseRS_0942

RCA:

Rcas_1584

CAU:

Caur_3676

CHL:	Chy400_3963

CAG:

Cagg_0316

CTM:	Cabther_B0143

CVL:	J8C06_12290(bchE)

CHLO:

J8C02_13335(bchE)

GPH:	GEMMAAP_19090

CTE:	CT1959(bchE)

CPC:

Cpar_0258

CLZ:	BIU88_10605

CCH:

Cag_0229

CPH:	Cpha266_2315

CPB:	Cphamn1_2209

CLI:

Clim_2158

PVI:

Cvib_0316

PLT:

Plut_0251

PPH:

Ppha_2585

PAA:

Paes_1976

PROC:

Ptc2401_02048

PRS:	B9H02_09905

PROS:

CHL67_10465(bchE)

PROW:

OO006_01880(bchE)

PROI:

OO005_01870(bchE)

CTS:

Ctha_0811

DTP:	JZK55_09430

NVA:	G3M78_00980

» 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

[rcp:RCAP_rcc00669]

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