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Information on EC 1.14.13.81 - magnesium-protoporphyrin IX monomethyl ester (oxidative) cyclase
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EC Tree
1.14.13.81 magnesium-protoporphyrin IX monomethyl ester (oxidative) cyclaseIUBMB Comments
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.
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Word Map
- 1.14.13.81
- chlorophyll
- chloroplast
- protochlorophyllide
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isocyclic
- tetrapyrrole
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photosystems
- chelatase
- bacteriochlorophyll
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light-harvesting
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chlorotic
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pchlide
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diiron
- lhcii
- aureum
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rubrivivax
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anoxygenic
- gelatinosus
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epipremnum
- synthesis
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
Synonyms
chl27, mg-protoporphyrin ix monomethyl ester cyclase, xantha-l, pempec, mg-protoporphyrin ix monomethyl ester (oxidative) cyclase, sll1214, mg protoporphyrin monomethylester cyclase, oscrd1, mpe-cyclase, magnesium-protoporphyrin ix monomethyl ester cyclase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
AcsF
AcsF protein
aerobic Mg-protoporphyrin IX monomethyl ester cyclase
BChE
CHL27
CHL27 protein
CRD1
Crd1 protein
Chlamydomonas reinhardtii, first identified as gene in response to copper deficiency, one of two isozymes
cyclase, magnesium protoporphyrin IX monomethyl ester
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LCAA
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a subunit of the Mg protoporphyrin monomethylester cyclase which is required for the stability of the enzyme
magnesium-protoporphyrin IX monomethyl ester (oxidative) cyclase
magnesium-protoporphyrin IX monomethyl ester cyclase
magnesium-protoporphyrin-IX monomethyl ester cyclase
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magnesium-protoporphyrin-IX monomethyl ester oxidative cyclase
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Mg protoporphyrin monomethylester cyclase
Mg-protoporphyrin IX monomethyl ester (oxidative) cyclase
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Mg-protoporphyrin IX monomethyl ester cyclase
Mg-protoporphyrin monomethylester cyclase
MgPME cyclase
MPEC
MPEC gene product
oxygen-dependent Mg-protoporphyrin IX monomethylester cyclase system
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oxygen-independent Mg-protoporphyrin IX monomethylester cyclase system
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rice copper response defect 1
i.e. OsCRD1, a putative subunit of enzyme MPEC
AcsF
gammaproteobacteria NOR51-B
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CHL27
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a subunit of the Mg protoporphyrin monomethylester cyclase which is required for the enzyme reaction
magnesium-protoporphyrin IX monomethyl ester (oxidative) cyclase
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magnesium-protoporphyrin IX monomethyl ester (oxidative) cyclase
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magnesium-protoporphyrin IX monomethyl ester cyclase
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Mg-protoporphyrin monomethylester cyclase
gammaproteobacteria NOR51-B
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Mg-protoporphyrin monomethylester cyclase
Methylorubrum extorquens ATCC 14718 / DSM 1338 / JCM 2805 / NCIMB 9133 / AM1
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O
(1b)
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131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 3,8-divinyl protochlorophyllide a + NADP+ + 2 H2O
(1c)
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magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2 = 3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O
magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O
(1a)
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magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2 = 3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O
overall reaction
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magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2 = 3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O
mass spectrometry identified 131-hydroxy-MgPME and 131-keto-MgPME are intermediates in the formation of the isocyclic ring, revealing the reaction chemistry that converts porphyrins to chlorins. Reaction mechanism, identification of proposed reaction intermediates in the progress of the reaction by mass spectrometry, overview
magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2 = 3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O
overall reaction, reaction mechanism of the aerobic cyclase reaction, overview. The cyclase reaction is a six-electron redox reaction suggested to proceed via beta-hydroxy and beta-keto intermediates. The electrons are provided by Fd. NADPH can be used as the source of electrons transferred to ferredoxin (Fd) via ferredoxin-NADPH oxidoreductase (FNR). In green tissue, Fd can also be reduced by photosystem I
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
cyclization
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oxidation
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redox reaction
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reduction
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PATHWAY SOURCE
PATHWAYS
BRENDA
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SYSTEMATIC NAME
IUBMB Comments
magnesium-protoporphyrin-IX 13-monomethyl ester,NADPH:oxygen oxidoreductase (hydroxylating)
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.
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CAS REGISTRY NUMBER
COMMENTARY
92353-62-3
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + O2
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2
divinylprotochlorophyllide + NADP+ + 2 H2O
magnesium-mesoporphyrin IX + NADPH + O2
diethyl protochlorophyllide + NADP+ + H2O
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?
magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2
3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O
magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O
magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2
magnesium-protochlorophyllide + NADP+ + H2O
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
magnesium-protoporphyrin monomethyl ester + NADPH + H+ + O2
magnesium-divinyl-protochlorophyllide a + NADP+ + H2O
Mg-protoporphyrin IX monomethyl ester + O2 + NADPH + H+
Mg-protochlorophyllide + NADP+ + H2O
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + O2
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O
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?
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + O2
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O
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?
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + O2
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O
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?
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2
divinylprotochlorophyllide + NADP+ + 2 H2O
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?
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2
divinylprotochlorophyllide + NADP+ + 2 H2O
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?
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2
divinylprotochlorophyllide + NADP+ + 2 H2O
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?
magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2
3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O
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?
magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2
3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O
overall reaction
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?
magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2
3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O
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?
magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2
3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O
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?
magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2
3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O
overall reaction
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-
?
magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2
3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O
overall reaction
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?
magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2
3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O
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?
magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O
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?
magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O
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?
magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O
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?
magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O
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?
magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2
magnesium-protochlorophyllide + NADP+ + H2O
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ir
magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2
magnesium-protochlorophyllide + NADP+ + H2O
the enzyme is involved in the chlorophyll biosynthesis
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ir
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + H+ + O2
protochlorophyllide a + NADP+ + H2O
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intermediates are 6-beta-hydroxy analogue and 6-beta-oxo analogue of protochlorophyllide a
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
-
?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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-
-
?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
-
?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
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-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
gammaproteobacteria NOR51-B
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
-
?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
-
?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
-
-
-
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?
magnesium-protoporphyrin IX monomethyl ester + NADPH + O2
magnesium-divinyl-protochlorophyllide + NADP+ + H2O
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?