Information on EC 1.14.14.42 - homomethionine N-monooxygenase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.14.42
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RECOMMENDED NAME
GeneOntology No.
homomethionine N-monooxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
L-isoleucine + 2 [reduced NADPH-hemoprotein reductase] + 2 O2 = (1E,2S)-2-methylbutanal oxime + 2 [oxidized NADPH-hemoprotein reductase] + CO2 + 3 H2O
show the reaction diagram
overall reaction
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L-isoleucine + [reduced NADPH-hemoprotein reductase] + O2 = N-hydroxy-L-isoleucine + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
(1a)
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N,N-dihydroxy-L-isoleucine = (1E,2S)-2-methylbutanal oxime + CO2 + H2O
show the reaction diagram
(1c)
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N-hydroxy-L-isoleucine + [reduced NADPH-hemoprotein reductase] + O2 = N,N-dihydroxy-L-isoleucine + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
(1b)
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
glucosinolate biosynthesis from dihomomethionine
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glucosinolate biosynthesis from hexahomomethionine
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glucosinolate biosynthesis from homomethionine
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glucosinolate biosynthesis from pentahomomethionine
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glucosinolate biosynthesis from tetrahomomethionine
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glucosinolate biosynthesis from trihomomethionine
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Glucosinolate biosynthesis
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Biosynthesis of secondary metabolites
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SYSTEMATIC NAME
IUBMB Comments
L-homomethionine,[NADPH-hemoprotein reductase]:oxygen oxidoreductase
This plant cytochrome P-450 (heme thiolate) enzyme is involved in methionine-derived aliphatic glucosinolates biosynthesis. It catalyses two successive N-hydroxylations, which are followed by dehydration and decarboxylation. CYP79F1 from Arabidopsis thaliana can metabolize mono-, di-, tri-, tetra-, penta-, and hexahomomethionine to their corresponding aldoximes, while CYP79F2 from the same plant can only metabolize penta- and hexahomomethionine.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
L-dihomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
4-methylthiopentanaldoxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
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-
-
?
L-dihomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
omega-(methylthio)-(E)-pentanaldehyde oxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
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overall reaction, product is the precursor of the major glucosinolates in leaves of Arabidopsis thaliana
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?
L-hexahomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
4-methylthiononanaldoxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
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overall reaction
-
?
L-homomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
4-methylthiobutanaldoxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
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-
-
?
L-pentahomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
4-methylthiooctanaldoxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
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overall reaction
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?
L-tetrahomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
4-methylthioheptanaldoxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
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overall reaction
-
?
L-trihomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
4-methylthiohexanaldoxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
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overall reaction
-
?
L-trihomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
omega-(methylthio)-(E)-hexanaldehyde oxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
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overall reaction
-
?
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
L-dihomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
4-methylthiopentanaldoxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
Q9FUY7
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-
-
?
L-dihomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
omega-(methylthio)-(E)-pentanaldehyde oxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
Q949U1
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overall reaction, product is the precursor of the major glucosinolates in leaves of Arabidopsis thaliana
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?
L-hexahomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
4-methylthiononanaldoxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
Q9FUY7
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overall reaction
-
?
L-homomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
4-methylthiobutanaldoxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
Q9FUY7
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?
L-pentahomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
4-methylthiooctanaldoxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
Q9FUY7
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overall reaction
-
?
L-tetrahomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
4-methylthioheptanaldoxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
Q9FUY7
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overall reaction
-
?
L-trihomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
4-methylthiohexanaldoxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
Q9FUY7
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overall reaction
-
?
L-trihomomethionine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
omega-(methylthio)-(E)-hexanaldehyde oxime + CO2 + 3 H2O + 2 [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
Q949U1
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overall reaction
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?
additional information
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P450
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.034
L-dihomomethionine
pH 7.5, 25°C
0.026 - 0.074
L-hexahomomethionine
0.216 - 0.374
L-pentahomomethionine
0.194
L-tetrahomomethionine
pH 7.5, 25°C
0.037
L-trihomomethionine
pH 7.5, 25°C
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
the transcript levels are higher in cotyledon, leaf and stem compared with flower and silique
Manually annotated by BRENDA team
strongly expressed in hypocotyl and root
Manually annotated by BRENDA team
strongly expressed in hypocotyl and root
Manually annotated by BRENDA team
additional information
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
modeling of structure, CYP79F1 contains a transmembrane domain at residues 13-35 and has two possible transmembrane helices
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
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expression in Escherichia coli; expression in Saccharomyces cerevisiae