KEGG   ENZYME: 1.14.13.81
Entry
EC 1.14.13.81               Enzyme                                 
Name
magnesium-protoporphyrin IX monomethyl ester (oxidative) cyclase;
Mg-protoporphyrin IX monomethyl ester (oxidative) cyclase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
magnesium-protoporphyrin-IX 13-monomethyl ester,NADPH:oxygen oxidoreductase (hydroxylating)
Reaction(IUBMB)
magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2 = 3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O (overall reaction) [RN:R10068];
(1a) magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O [RN:R06265];
(1b) 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O [RN:R06266];
(1c) 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 3,8-divinyl protochlorophyllide a + NADP+ + 2 H2O [RN:R06267]
Reaction(KEGG)
Substrate
magnesium-protoporphyrin IX 13-monomethyl ester [CPD:C04536];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007];
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester;
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester
Product
3,8-divinyl protochlorophyllide a [CPD:C11831];
NADP+ [CPD:C00006];
H2O [CPD:C00001];
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester;
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester
Comment
Requires Fe(II) for activity. The enzyme participates in the biosynthesis of chlorophyllide a in aerobic organisms. The same transformation is achieved in anaerobic organisms by EC 1.21.98.3, anaerobic magnesium-protoporphyrin IX monomethyl ester cyclase. Some facultative phototrophic bacteria, such as Rubrivivax gelatinosus, possess both enzymes.
History
EC 1.14.13.81 created 2003, modified 2017
Pathway
ec00860  Porphyrin metabolism
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K04035  magnesium-protoporphyrin IX monomethyl ester (oxidative) cyclase
Genes
AJM119061104
ATHAT3G56940(CRD1)
ALY9312457
CRB17887096
CSAT104712356 104781590 104791984
EUSEUTSA_v10006009mg
BRP103830076 103841596
BNA106368040 106405693 106445907 111208747
BOE106299791 106312794
RSZ108817888 108862743
THJ104803235 104824384
CPAP110811309
CIT102612985
CICCICLE_v10011842mg
PVY116138854
MINC123225599
TCC18598690
GRA105786192
GHI107922564 107922571
GAB108460633
DZI111294139 111311164
EGR104443639
GMX100527925 100805393
GSJ114400696 114406571
PVUPHAVU_001G108700g
VRA106753941
VAR108329545
VUN114173988
CCAJ109802482
APRC113860587
MTRMTR_7g088340
CAM101494559
LJALj1g3v4058630.1(Lj1g3v4058630.1)
ADU107494229
AIP107604718
AHF112696804 112754670
LANG109337037 109357310 109358322
FVE101306835
RCN112193460
PPER18770050
PMUM103339106
PAVI110763662
PDUL117634068
MDM114822994
PXB103938877 103938880
ZJU107423584
MNT21410579
CSV101219179
CMO103502893
BHJ120073932
MCHA111021778
CMAX111466024 111478142
CMOS111432321 111453398
CPEP111781371 111803339
RCU8289525
JCU105648924
HBR110655527
MESC110623376
POP7458885 7495664
PEU105136883 105137316
PALZ118033159 118052967
JRE108995356
QSU112034337
QLO115952758
TWL119998506 120013452
VVI100241461
VRI117919975
SLY101257518
SPEN107002129
SOT102600334(at103)
CANN107844048
NTA107777980 107786828
NSY104227011
NTO104089135
NAU109242165
INI109161721(PNIL34)
ITR116001283
SIND105155783 105162815
OEU111369306 111399586
EGT105976616
SSPL121749452 121752943 121795794 121799459
HAN110884853
ECAD122609572
LSV111879482
CCAV112518108
DCR108219528 108223184
CSIN114272420
BVG104889639
SOE110780654
CQI110711517 110714855
NNU104593560
MING122084975
TSS122641146
PSOM113309376 113322506
NCOL116259868 116264152
OSA4326901
DOSAOs01t0279100-01(Os01g0279100)
OBR102712668
BDI100828682
ATS109776579
TDC119268022 119275877
TAES100037649 123061131 123078196
SBI8074544
ZMA103634652 103650025
SITA101773118
SVS117859246
PVIR120706558
PHAI112894302
PDA103698135
EGU105036097
MUS103978869 103999618
DCT110113521
PEQ110028095
AOF109848727
ATR18426189
SMOSELMODRAFT_267431 SELMODRAFT_89989
PPP112284193 112288601
CRECHLRE_07g346050v5 CHLRE_12g510050v5
VCNVOLCADRAFT_80084 VOLCADRAFT_81575
MNGMNEG_2725
CSLCOCSUDRAFT_35563
CVRCHLNCDRAFT_144710 CHLNCDRAFT_48731
APROF751_5195
OLUOSTLU_47501
OTAOT_ostta15g02680
BPGBathy08g00340
MISMICPUN_107081
MPPMICPUCDRAFT_49742
CMECymeCp123(ycf59)
PDQCL55_00013320
RACRA876_06085
LIML103DPR2_00993
LIHL63ED372_00649
HYRBSY239_1293(acsF)
METPC1M51_03515(acsF)
RGERGE_33550(acsF)
RBNRBXJA2T_09517
RDPRD2015_1005
ATERMW290_02730(acsF)
METRBSY238_2458(acsF)
BEBAEM42_07535
RPODE0E05_11850(acsF)
AGCBSY240_3656(acsF)
ABAWD5400_04995(acsF)
PDESFE840_002385(acsF)
BRABRADO1649(acsF)
BBTBBta_6407(acsF)
BRSS23_19480(acsF)
AOLS58_58890
BROBRAD285_5752(acsF)
BRQCIT40_23790(acsF)
BGZXH91_02790(acsF)
BBETF8237_24825(acsF)
RPARPA1552
RPBRPB_3971
RPCRPC_1323
RPDRPD_3726
RPERPE_1357
RPTRpal_1740
RPXRpdx1_3968
BOSBSY19_4045(acsF)
MEAMex_1p5263(acsF)
MDIMETDI5863(acsF)
MEXMext_4806
MCHMchl_5273
MPOMpop_5351
MZAB2G69_06015
MRDMrad2831_1838
METM446_3728
MORMOC_2242(acsF)
METAY590_24560
MAQUMaq22A_c01730
MPHYMCBMB27_01460
MEEDA075_04100(acsF)
METDC0214_26300(acsF)
METXA3862_21735
METSDK389_01020(acsF)
METIDK427_17970(acsF)
MMESMMSR116_22300(acsF)
MTEADK419_05060(acsF)
MINDmvi_09270(acsF)
MOGMMB17_13905(acsF)
MSLMsil_2032
BBARRHAL1_00849(acsF)
MROSEHO51_17220(acsF)
CMETK6K41_01590(acsF)
AUBLXB15_06330(acsF)
BSBBresu_3074
BRLBZG35_15590
RUTFIU92_10090
JANJann_0151(acsF)
RDERD1_0129(acsF)
RLIRLO149_p940810(acsF)
RPONG3256_19035(acsF)
DSHDshi_3544(acsF)
REDroselon_01108
SUAMBOO69_19140
TOMBWR18_20125
RMMROSMUCSMR3_00891
ROKRAK1035_3761
RIDRIdsm_01769
ROMEI983_05500(acsF)
ROHFIU89_14155
THAACFI11_23890(acsF)
MARUFIU81_16415
ROTFIV09_18205
MALUKU6B_16560(acsF)
RSPRSP_0294
RSHRsph17029_1938
RSQRsph17025_1000
RSKRSKD131_1621
CAZTLV780_04345(acsF)
RBLB6K69_03530
PTPRCA23_c29820(acsF)
RSUNHU_00221(acsF)
RHMB5V46_02505
RHCRGUI_1977
LVSLOKVESSMR4R_03614
RBGBG454_02870(acsF)
GEHHYN69_05365(acsF)
TAWEI545_18785(acsF)
POZI0K15_16950(acsF)
NSMJO391_16305(acsF)
FAQG5B39_10045(acsF)
HBCAEM38_14670
NOTC7W88_00610(acsF)
NGFFRF71_09275(acsF)
NOGGKE62_08565(acsF)
SPHITS85_22955
SSANNX02_18395
SCHYGVO57_11575(acsF)
CIJWG74_05165
BLASBSY18_2698(acsF)
BFWB5J99_04440
PALGHFP57_06820(acsF)
PARJJ4G78_07405(acsF)
SANDH3309_10305(acsF)
POQKZX46_18655(acsF)
ALHG6N82_11565(acsF)
ELQGa0102493_111813
ERKCD351_14000(acsF)
ERFFIU90_13955
PNSA9D12_01410
PORLBG023_112695
PHZCHX26_14625(acsF)
POTE2E27_07210(acsF)
AMVACMV_19060(acsF)
SRFLHU95_13930(acsF)
RAPRHOA_2408(acsF)
NCBC0V82_18105(acsF)
SKTIGS68_17055(acsF)
SMUCJL100_008990(acsF)
SROEJL101_015225(acsF)
RCERC1_2105(acsF)
ELIOKO353_02845(acsF)
SYNsll1214 sll1874(AT103)
SYZMYO_116600(at103) MYO_150
SYYSYNGTS_0005(sll1214) SYNGTS_1645(chlAII)
SYTSYNGTI_0005(sll1214) SYNGTI_1645(chlAII)
SYSSYNPCCN_0005(sll1214) SYNPCCN_1644(chlAII)
SYQSYNPCCP_0005(sll1214) SYNPCCP_1644(chlAII)
SYJD082_08250(AT103) D082_11950(ycf59)
SYOC7I86_00025(acsF) C7I86_08535(acsF)
SYCsyc2188_d(ycf59)
SYUM744_06900
SYFSynpcc7942_1907
SYDSyncc9605_1310
SYESyncc9902_1165
SYGsync_1304(acsF)
SYRSynRCC307_1476(acsF)
SYXSynWH7803_1102(acsF)
SYPSYNPCC7002_A0707(acsF) SYNPCC7002_A1992(acsF)
CYACYA_2703(acsF)
CYBCYB_1254(acsF)
SYNESyn6312_2481
SYNPSyn7502_00420 Syn7502_03308
SYNKKR100_08475
SYNRKR49_02360
SYNDKR52_09945
SYHSyncc8109_1357
SYNWSynWH8103_01332(acsF)
SYVAWQ23_03685 AWQ23_09990
SYLAWQ21_03545 AWQ21_08625
SYNCCB0101_00325(acsF) CB0101_01670(acsF)
DSLDacsa_1976 Dacsa_3627
SYWSYNW1198(PNIL34)
CGCCyagr_0706 Cyagr_1039
CYICBM981_0231(acsF) CBM981_1951(acsF)
PMAPro_0992(acsF)
PMMPMM0844(PNIL34)
PMTPMT_2196
PMNPMN2A_0227
PMIPMT9312_0956
PMBA9601_10251(pniL34)
PMCP9515_09201(pnilL34)
PMFP9303_29201(pniL34)
PMGP9301_10241(pniL34)
PMHP9215_10571(pniL34)
PMJP9211_09191(pniIL34)
PMENATL1_08941(pnil34)
PRCEW14_1059
PRMEW15_0910
CMPCha6605_2406
AMRAM1_0465(acsF) AM1_2295(acsF)
TVNNIES2134_111220(ycf59) NIES2134_116400
SLWBRW62_05965
TELtlr1426(ycf59) tlr1722
THNNK55_02575(acsF1) NK55_05260(acsF2)
THECFFX45_07110(acsF) FFX45_08845(acsF)
LEPLepto7376_1355 Lepto7376_4048
LENLEP3755_29800
LETO77CONTIG1_03690
LBOLBWT_34030 LBWT_42950
KOVK9N68_02375(acsF) K9N68_36290(acsF)
LSCKIK02_06920(acsF) KIK02_21825(acsF)
LSKJ5X98_15830(acsF) J5X98_19820(acsF)
HHGXM38_022230(acsF3)
PSEUPse7367_3159
PSERABRG53_0108(acsF) ABRG53_3949(acsF)
THEUHPC62_08165(acsF)
GLPGlo7428_0168
GENGM3709_1534 GM3709_1815
GEEGM3708_585 GM3708_779
CHONNIES4102_11510 NIES4102_38690
MARMAE_39240 MAE_46620
MPKVL20_3790 VL20_5937
MIQB5D77_05165
MVZmyaer102_13940 myaer102_20250
CANCyan10605_1422 Cyan10605_2707
CSNCyast_0064 Cyast_2869
CYLAA637_00120(acsF) AA637_14735(acsF-2)
HAOPCC7418_1706 PCC7418_3522
ENNFRE64_04905(acsF) FRE64_09065(acsF)
CYUUCYN_08810 UCYN_11800
CYTcce_2967 cce_4412
CWACwatDRAFT_3460 CwatDRAFT_6122
CYPPCC8801_2261 PCC8801_3705
CYHCyan8802_2312 Cyan8802_3758
CYCPCC7424_2605 PCC7424_3134
CYJCyan7822_4263 Cyan7822_5395
CYNCyan7425_4340 Cyan7425_4781
TERTery_0728
ARPNIES39_B00770(acsF)
PAGHNIES204_10470
OXYHCG48_01810(acsF) HCG48_10825(acsF)
MVAGD0A34_17970(acsF)
LFSHFV01_07170(acsF)
MICMic7113_1589 Mic7113_5321
GEIGEI7407_1972 GEI7407_2883
OACOscil6304_5538 Oscil6304_5882
ONIOsc7112_1426 Osc7112_2921
MPROBJP34_03660
PHORJWS08_05890(acsF) JWS08_18920(acsF)
CEPCri9333_1679
GVIgll3625(ycf59)
GLJGKIL_2292(acsF)
GMLISF26_02875(acsF)
ANAall1880 alr1358 alr3300
NPUNpun_F1653 Npun_F6446
NOSNos7107_1361 Nos7107_5431
NOPNos7524_0896 Nos7524_3425 Nos7524_3949
NONNOS3756_16090 NOS3756_44890
NFLCOO91_01779 COO91_03121
NOECLI64_10670(acsF) CLI64_21635(acsF) CLI64_28005(acsF)
NSHGXM_02364 GXM_06469
NEDHUN01_03560(acsF) HUN01_10900(acsF)
AVAAva_4776 Ava_4958
NAZAazo_2963 Aazo_3391
ANBANA_C10475(acsF) ANA_C11197(acsF)
ACYAnacy_0238 Anacy_3447 Anacy_5348
AWAAA650_00580 AA650_05545
ANNEH233_00590(acsF) EH233_12300(acsF)
CSGCylst_1264 Cylst_3224
RSINB6N60_00143 B6N60_03087 B6N60_05088
CALOCal7507_4415
CALTCal6303_0508 Cal6303_0540 Cal6303_3632
CALHIJ00_00755 IJ00_01475
RIVRiv7116_2518 Riv7116_3605
FISFIS3754_05810 FIS3754_12410
NSPBMF81_00211(acsF) BMF81_04265(acsF_2)
NSPHBDGGKGIB_01525 BDGGKGIB_03679 BDGGKGIB_04480
DOUBMF77_02276 BMF77_02422
DFSHGD76_05435(acsF) HGD76_06245(acsF)
CCURIAR63_09695(acsF)
AFLOHEQ12_04350(acsF) HEQ12_08955(acsF)
TOQHCG51_06915(acsF) HCG51_14440(acsF) HCG51_32660(acsF)
NCNBZZ01_00630 BZZ01_14365
CTHEChro_1308
PLPPle7327_2340 Ple7327_3805
SCSSta7437_4309
STANSTA3757_30850 STA3757_37100
CERRGRSB_0189
RRSRoseRS_1905
RCARcas_1541
CAUCaur_2590
CHLChy400_2799
CAGCagg_1285
CTMCabther_A1379
CVLJ8C06_02545(acsF)
CHLOJ8C02_06675(acsF)
GPHGEMMAAP_06425
GGRHKW67_08865(acsF)
 » show all
Reference
1  [PMID:3202840]
  Authors
Walker CJ, Mansfield KE, Rezzano IN, Hanamoto CM, Smith KM, Castelfranco PA
  Title
The magnesium-protoporphyrin IX (oxidative) cyclase system. Studies on the mechanism and specificity of the reaction sequence.
  Journal
Biochem J 255:685-92 (1988)
Reference
2  [PMID:12226378]
  Authors
Bollivar DW, Beale SI.
  Title
The Chlorophyll Biosynthetic Enzyme Mg-Protoporphyrin IX Monomethyl Ester (Oxidative) Cyclase (Characterization and Partial Purification from Chlamydomonas reinhardtii and Synechocystis sp. PCC 6803).
  Journal
Plant Physiol 112:105-114 (1996)
DOI:10.1104/pp.112.1.105
Reference
3  [PMID:11790744]
  Authors
Pinta V, Picaud M, Reiss-Husson F, Astier C
  Title
Rubrivivax gelatinosus acsF (previously orf358) codes for a conserved, putative binuclear-iron-cluster-containing protein involved in aerobic oxidative cyclization of Mg-protoporphyrin IX monomethylester.
  Journal
J Bacteriol 184:746-53 (2002)
DOI:10.1128/JB.184.3.746-753.2002
Reference
4  [PMID:14673103]
  Authors
Tottey S, Block MA, Allen M, Westergren T, Albrieux C, Scheller HV, Merchant S, Jensen PE
  Title
Arabidopsis CHL27, located in both envelope and thylakoid membranes, is required for the synthesis of protochlorophyllide.
  Journal
Proc Natl Acad Sci U S A 100:16119-24 (2003)
DOI:10.1073/pnas.2136793100
  Sequence
[ath:AT3G56940]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.81
IUBMB Enzyme Nomenclature: 1.14.13.81
ExPASy - ENZYME nomenclature database: 1.14.13.81
BRENDA, the Enzyme Database: 1.14.13.81
CAS: 92353-62-3
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