Information on EC 1.14.13.131 - dimethyl-sulfide monooxygenase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.13.131
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RECOMMENDED NAME
GeneOntology No.
dimethyl-sulfide monooxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
dimethyl sulfide + O2 + NADH + H+ = methanethiol + formaldehyde + NAD+ + H2O
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
dimethyl sulfide degradation I
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Sulfur metabolism
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SYSTEMATIC NAME
IUBMB Comments
dimethyl sulfide,NADH:oxygen oxidoreductase
The enzyme has lower activity with diethyl sulfide and other short-chain alkyl methyl sulfides. Its activity is stimulated by combined addition of FMN, and, after depletion of cations, of Mg2+ and Fe2+. The enzyme from Hyphomicrobium is a two component system that includes an FMN-dependent reductase subunit and a monooxygenase subunit.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
component dsoA
UniProt
Manually annotated by BRENDA team
component dsoA
UniProt
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
large subunit DmoA; enzyme belongs to flavin-linked monooxygenases of the luciferase family
UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
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pathway of dimethyl sulfoxide metabolism involves an initial reduction to dimethyl sulfide, which is subsequently oxidized by the NADH-dependent mono-oxygenase to formaldehyde and methanethiol. Further oxidation of methanethiol is by a hydrogen peroxide-producing oxidase, again resulting in the production of formaldehyde
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1,1-dichloro-1-propene + O2 + NADH + H+
? + NAD+ + H2O
show the reaction diagram
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high rate of oxidation
no detection of oxidation products, but detection of chloride ions released stoichiometrically in the process of oxidation
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?
1,1-dichloroethylene + O2 + NADH + H+
? + NAD+ + H2O
show the reaction diagram
1,3-dichloro-1-propene + O2 + NADH + H+
? + NAD+ + H2O
show the reaction diagram
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high rate of oxidation
no detection of oxidation products, but detection of chloride ions released stoichiometrically in the process of oxidation
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?
1-butene + O2 + NADH + H+
1,2-butylene oxide + NAD+ + H2O
show the reaction diagram
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?
2,3-dichloro-1-propene + O2 + NADH + H+
? + NAD+ + H2O
show the reaction diagram
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high rate of oxidation
no detection of oxidation products, but detection of chloride ions released stoichiometrically in the process of oxidation
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?
3,4-dichloro-1-butene + O2 + NADH + H+
3,4-dichloro-1,2-butylene oxide + NAD+ + H2O
show the reaction diagram
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diastereomeric product
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?
cis-1,2-dichloroethylene + O2 + NADH + H+
cis-1,2-dichlorooxirane + NAD+ + H2O
show the reaction diagram
cis-1,4-dichloro-2-butene + O2 + NADH + H+
cis-1,4-dichloro-2,3-butylene oxide + NAD+ + H2O
show the reaction diagram
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?
cis-2,3-butene + O2 + NADH + H+
2,3-butylene oxide + NAD+ + H2O
show the reaction diagram
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?
cis-dichloroethylene + O2 + NADH + H+
cis-dichlorooxirane + NAD+ + H2O
show the reaction diagram
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?
diethyl sulfide + O2 + NADH
ethanethiol + acetaldehyde + NAD+ + H2O
show the reaction diagram
about 35% of the activity with dimethyl sulfide
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?
dimethyl sulfide + O2 + NADH
methanethiol + formaldehyde + NAD+ + H2O
show the reaction diagram
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?
dimethyl sulfide + O2 + NADH + H+
methanethiol + formaldehyde + NAD+ + H2O
show the reaction diagram
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?
ethylmethyl sulfide + O2 + NADH
? + NAD+ + H2O
show the reaction diagram
about 50% of the activity with dimethyl sulfide
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?
isobutene + O2 + NADH + H+
isobutylene oxide + NAD+ + H2O
show the reaction diagram
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?
propene + O2 + NADH + H+
propylene oxide + NAD+ + H2O
show the reaction diagram
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?
propylmethyl sulfide + O2 + NADH
? + NAD+ + H2O
show the reaction diagram
about 35% of the activity with dimethyl sulfide
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?
trans-1,2-dichloroethylene + O2 + NADH + H+
2,3-dichlorooxirane + NAD+ + H2O
show the reaction diagram
trans-1,4-dichloro-2-butene + O2 + NADH + H+
trans-1,4-dichloro-2,3-butylene oxide + NAD+ + H2O
show the reaction diagram
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?
trans-dichloroethylene + O2 + NADH + H+
trans-dichlorooxirane + NAD+ + H2O
show the reaction diagram
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?
trichloroethylene + O2 + NADH + H+
? + NAD+ + H2O
show the reaction diagram
additional information
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
FMN
highest activity with cofactors FMN and NADH
NADH
highest activity with cofactors FMN and NADH. NADH plus FAD show 64% of the activity with NADH and FMN
NADPH
plus FMN, 4% of the activity with cofactors FMN and NADH
additional information
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Fe2+
18% restauration of activity in preparations previously depleted of cations, Mg2+ and Fe2+ together lead to 63% restauration
Mg2+
10% restauration of activity in preparations previously depleted of cations, Mg2+ and Fe2+ together lead to 63% restauration
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
8-anilinonaphthalenesulfonate
1 mM, almost complete inhibition
Cd2+
1 mM, about 15% residual activity
Hg2+
1 mM, about 5% residual activity
Pb2+
1 mM, about 10% residual activity
umbelliferone
1 mM, almost complete inhibition
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0172
Dimethyl sulfide
pH 7.4, 30°C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
5.45
Dimethyl sulfide
Hyphomicrobium sulfonivorans
E9JFX9
pH 7.4, 30°C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
1 * 53000 + 1 * 19000, SDS-PAGE. DmoA, 53-kDa FMNH2-dependent monooxygenase, and DmoB, 19-kDa NAD(P)H-dependent flavin oxidoreductase subunit
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
unstable, more than 50% of the activity is lost when cell-free extracts are stored in ice for 2 h
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression of DMS monooxygenase genes dsoABCDEF in Escherichia coli
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
environmental protection