KEGG   ENZYME: 1.14.13.81Help
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
BRITE hierarchy
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
Porphyrin and chlorophyll metabolism
Metabolic pathways
Biosynthesis of secondary metabolites
Orthology
K04035  
magnesium-protoporphyrin IX monomethyl ester (oxidative) cyclase
Genes
ATH: 
AT3G56940(CRD1)
ALY: 
CRB: 
EUS: 
BRP: 
BNA: 
BOE: 
THJ: 
CIT: 
CIC: 
TCC: 
GRA: 
GHI: 
EGR: 
GMX: 
PVU: 
VRA: 
VAR: 
CCAJ: 
MTR: 
CAM: 
ADU: 
AIP: 
LJA: 
Lj1g3v4058630.1(Lj1g3v4058630.1)
LANG: 
FVE: 
PPER: 
PMUM: 
MDM: 
PXB: 
ZJU: 
CSV: 
CMO: 
RCU: 
JCU: 
POP: 
POPTR_0006s02810g(POPTRDRAFT_761926) POPTR_0016s02570g(POPTRDRAFT_734671)
VVI: 
SLY: 
101257518(at103)
SPEN: 
SOT: 
102600334(at103)
CANN: 
NTA: 
INI: 
109161721(PNIL34)
SIND: 
BVG: 
NNU: 
OSA: 
4326901(P0003H10.2)
DOSA: 
Os01t0279100-01(Os01g0279100)
OBR: 
BDI: 
ATS: 
SBI: 
ZMA: 
SITA: 
PDA: 
EGU: 
MUS: 
DCT: 
ATR: 
SMO: 
PPP: 
CRE: 
VCN: 
MNG: 
OLU: 
OTA: 
BPG: 
MIS: 
MPP: 
CSL: 
CVR: 
APRO: 
PDQ: 
RAC: 
LIM: 
LIH: 
HYR: 
RGE: 
RGE_33550(acsF)
RBN: 
RDP: 
METR: 
BEB: 
AGC: 
BRA: 
BRADO1649(acsF)
BBT: 
BBta_6407(acsF)
BRS: 
S23_19480(acsF)
AOL: 
BRO: 
RPA: 
RPB: 
RPC: 
RPD: 
RPE: 
RPT: 
RPX: 
BOS: 
MEX: 
MEA: 
MDI: 
METDI5863(acsF)
MCH: 
MRD: 
MET: 
MPO: 
MOR: 
MOC_2242(acsF)
META: 
MAQU: 
MPHY: 
MZA: 
MSL: 
BSB: 
BRL: 
RSP: 
RSH: 
RSQ: 
RSK: 
JAN: 
Jann_0151(acsF)
RDE: 
RD1_0129(acsF)
RLI: 
DSH: 
Dshi_3544(acsF)
RED: 
PTP: 
RSU: 
NHU_00221(acsF)
RHM: 
RHC: 
SUAM: 
TOM: 
RMM: 
LVS: 
HBC: 
SPHI: 
SSAN: 
CIJ: 
BLAS: 
ELQ: 
PNS: 
PORL: 
AMV: 
RCE: 
RC1_2105(acsF)
SYN: 
SYZ: 
SYY: 
SYNGTS_0005(sll1214) SYNGTS_1645(chlAII)
SYT: 
SYNGTI_0005(sll1214) SYNGTI_1645(chlAII)
SYS: 
SYNPCCN_0005(sll1214) SYNPCCN_1644(chlAII)
SYQ: 
SYNPCCP_0005(sll1214) SYNPCCP_1644(chlAII)
SYJ: 
D082_08250(AT103) D082_11950(ycf59)
SYW: 
SYNW1198(PNIL34)
SYC: 
syc2188_d(ycf59)
SYF: 
SYD: 
SYE: 
SYG: 
sync_1304(acsF)
SYR: 
SYX: 
SYP: 
CYA: 
CYA_2703(acsF)
CYB: 
CYB_1254(acsF)
SYNE: 
SYNP: 
SYNK: 
SYNR: 
SYND: 
SYU: 
SYH: 
SYNW: 
TEL: 
THN: 
NK55_02575(acsF1) NK55_05260(acsF2)
CGC: 
CYI: 
DSL: 
CMP: 
LEP: 
LEN: 
LET: 
LBO: 
HHG: 
PSEU: 
PMA: 
Pro_0992(acsF)
PMM: 
PMM0844(PNIL34)
PMT: 
PMN: 
PMI: 
PMB: 
A9601_10251(pniL34)
PMC: 
P9515_09201(pnilL34)
PMF: 
P9303_29201(pniL34)
PMG: 
P9301_10241(pniL34)
PMH: 
P9215_10571(pniL34)
PMJ: 
P9211_09191(pniIL34)
PME: 
NATL1_08941(pnil34)
PRC: 
PRM: 
AMR: 
AM1_0465(acsF) AM1_2295(acsF)
MAR: 
MPK: 
CAN: 
CSN: 
HAO: 
CYU: 
GLP: 
GEN: 
GEE: 
CYT: 
CYP: 
CYC: 
CYN: 
CYH: 
CYJ: 
TER: 
MIC: 
ARP: 
GEI: 
OAC: 
ONI: 
MPRO: 
CEP: 
GVI: 
gvip493(ycf59)
GLJ: 
GKIL_2292(acsF)
ANA: 
NPU: 
NOS: 
NOP: 
NON: 
AVA: 
NAZ: 
ANB: 
ACY: 
AWA: 
CSG: 
CALO: 
CALT: 
CALH: 
RIV: 
FIS: 
NCN: 
CTHE: 
PLP: 
SCS: 
RRS: 
RCA: 
CAU: 
CAG: 
CHL: 
CTM: 
GPH: 
 » show all
Taxonomy
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 (1988) 685-92.
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 (1996) 105-114.
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 (2002) 746-53.
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 (2003) 16119-24.
  Sequence
[ath:AT3G56940]
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
92353-62-3

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