1.8.5.3: respiratory dimethylsulfoxide reductase
This is an abbreviated version!
For detailed information about respiratory dimethylsulfoxide reductase, go to the full flat file.
Word Map on EC 1.8.5.3
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1.8.5.3
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rhodobacter
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sphaeroides
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molybdoenzyme
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molybdopterin
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capsulatus
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dithiolene
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pyranopterins
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narghi
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tord
-
bismolybdopterin
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mo-containing
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high-g
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menaquinol
-
wiv
-
frdabcd
- 1.8.5.3
- rhodobacter
- sphaeroides
-
molybdoenzyme
- molybdopterin
- capsulatus
-
dithiolene
-
pyranopterins
- narghi
- tord
-
bismolybdopterin
-
mo-containing
-
high-g
- menaquinol
- wiv
- frdabcd
Reaction
Synonyms
dimethyl sulfoxid reductase, dimethyl sulfoxide reductase, dimethyl sulfoxide/trimethylamine N-oxide reductase, dimethyl sulfoxie reductase, dimethylsulfoxide reductase, dms, DmsA, DmsABC, DmsABC sulfoxide reductase, DmsC, DMSO reductase, DMSOR, dorA, More, respiratory dimethyl sulfoxide reductase
ECTree
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Substrates Products
Substrates Products on EC 1.8.5.3 - respiratory dimethylsulfoxide reductase
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REACTION DIAGRAM
(ethylsulfinyl)benzene + reduced benzyl viologen
(ethylsulfanyl)benzene + H2O + oxidized benzyl viologen
(methylsulfinyl)benzene + reduced benzyl viologen
(methylsulfanyl)benzene + H2O + oxidized benzyl viologen
(propan-2-ylsulfinyl)benzene + reduced benzyl viologen
(propan-2-ylsulfanyl)benzene + H2O + oxidized benzyl viologen
(propylsulfanyl)benzene + reduced benzyl viologen
(propylsulfinyl)benzene + H2O + oxidized benzyl viologen
(R)-ethyl 2-pyridyl sulfoxide + reduced methyl viologen + H2O
ethyl 2-pyridyl sulfide + oxidized methyl viologen
(R)-methoxymethyl phenyl sulfoxide + reduced methyl viologen + H2O
methoxymethyl phenyl sulfide + oxidized methyl viologen
(R)-methyl p-tolyl sulfoxide + reduced methyl viologen + H2O
methyl p-tolyl sulfide + oxidized methyl viologen
(R)-methylthiomethyl methyl sulfoxide + reduced methyl viologen + H2O
methylthiomethyl methyl sulfide + oxidized methyl viologen
(S)-ethyl 2-pyridyl sulfoxide + reduced methyl viologen + H2O
ethyl 2-pyridyl sulfide + oxidized methyl viologen
-
-
-
-
?
(S)-methoxymethyl phenyl sulfoxide + reduced methyl viologen + H2O
methoxymethyl phenyl sulfide + oxidized methyl viologen
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-
-
-
?
(S)-methyl p-tolyl sulfoxide + reduced methyl viologen + H2O
methyl p-tolyl sulfide + oxidized methyl viologen
-
catalyses the selective removal of (S)-methyl p-tolyl sulfoxide from a racemic mixture of methyl p-tolyl sulfoxide, resulting in an 88 O/o recovery of enantiomerically pure (R)-methyl p-tolyl sulfoxide
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-
?
(S)-methylthiomethyl methyl sulfoxide + reduced methyl viologen + H2O
methylthiomethyl methyl sulfide + oxidized methyl viologen
-
-
-
-
?
1-bromo-4-(methylsulfinyl)benzene + reduced benzyl viologen
1-bromo-4-(methylsulfanyl)benzene + H2O + oxidized benzyl viologen
-
180% of the rate with dimethysulfoxide
-
-
?
1-methyl-4-(methylsulfinyl)benzene + reduced benzyl viologen
1-methyl-4-(methylsulfanyl)benzene + H2O + oxidized benzyl viologen
-
150% of the rate with dimethysulfoxide
-
-
?
2-carboxypyridine N-oxide + reduced benzyl viologen + H2O
2-carboxypyridine + oxidized benzyl viologen
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-
-
-
?
2-chloropyridine N-oxide + reduced benzyl viologen + H2O
2-chloropyridine + oxidized benzyl viologen
-
-
-
-
?
2-hydroxymethylpyridine N-oxide + reduced benzyl viologen + H2O
2-hydroxymethylpyridine + oxidized benzyl viologen
-
-
-
-
?
2-mercaptopyridine N-oxide + reduced benzyl viologen + H2O
2-mercaptopyridine + oxidized benzyl viologen
-
-
-
-
?
2-methylpyridine N-oxide + reduced benzyl viologen + H2O
2-methylpyridine + oxidized benzyl viologen
-
-
-
-
?
3-amidopyridine N-oxide + reduced benzyl viologen + H2O
3-amidopyridine + oxidized benzyl viologen
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-
-
-
?
3-carboxypyridine N-oxide + reduced benzyl viologen + H2O
3-carboxypyridine + oxidized benzyl viologen
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-
-
-
?
3-hydroxymethylpyridine N-oxide + reduced benzyl viologen + H2O
3-hydroxymethylpyridine + oxidized benzyl viologen
-
-
-
-
?
3-hydroxypyridine N-oxide + reduced benzyl viologen + H2O
3-hydroxypyridine + oxidized benzyl viologen
-
-
-
-
?
3-methylpyridine N-oxide + reduced benzyl viologen + H2O
3-methylpyridine + oxidized benzyl viologen
-
-
-
-
?
3alpha-hydroxybenzylpyridine N-oxide + reduced benzyl viologen + H2O
3alpha-hydroxybenzylpyridine + oxidized benzyl viologen
-
-
-
-
?
4-carboxypyridine N-oxide + reduced benzyl viologen + H2O
4-carboxypyridine + oxidized benzyl viologen
-
-
-
-
?
4-chloropyridine N-oxide + reduced benzyl viologen + H2O
4-chloropyridine + oxidized benzyl viologen
-
-
-
-
?
4-hydroxymethylpyridine N-oxide + reduced benzyl viologen + H2O
4-hydroxymethylpyridine + oxidized benzyl viologen
-
-
-
-
?
4-methylmorpholine N-oxide + reduced benzyl viologen + H2O
4-methylmorpholine + oxidized benzyl viologen
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-
-
-
?
4-methylpyridine N-oxide + reduced benzyl viologen + H2O
4-methylpyridine + oxidized benzyl viologen
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-
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?
4-phenylpyridine N-oxide + reduced benzyl viologen + H2O
4-phenylpyridine + oxidized benzyl viologen
-
-
-
-
?
adenosine-1N-oxide + reduced dichlorophenolindophenol
adenine + H2O + oxidized dichlorophenolindophenol
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-
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r
dimethyl sulfoxide + reduced methyl viologen
dimethyl sulfide + H2O + oxidized methyl viologen
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-
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r
dimethyldodecylamine N-oxide + reduced benzyl viologen + H2O
dimethyldodecylamine + oxidized benzyl viologen
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-
-
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?
dimethylsulfide + H2O + oxidized benzyl viologen
dimethylsulfoxide + reduced benzyl viologen
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-
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r
dimethylsulfide + H2O + oxidized methyl viologen
dimethylsulfoxide + reduced methyl viologen
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-
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r
dimethylsulfide + H2O + pyridine N-oxide
dimethylsulfoxide + pyridine
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-
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?
dimethylsulfide + menaquinone + H2O
dimethylsulfoxide + menaquinol
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-
-
?
dimethylsulfoxide + 2,3-dimethyl-1,4-naphthoquinol
dimethylsulfide + H2O + 2,3-dimethyl-1,4-naphthoquinone
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-
-
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r
dimethylsulfoxide + reduced benzyl viologen
dimethylsulfide + H2O + oxidized benzyl viologen
dimethylsulfoxide + reduced benzyl viologen + H2O
dimethylsulfide + oxidized benzyl viologen
-
-
-
-
?
dimethylsulfoxide + reduced dichlorophenolindophenol
dimethylsulfide + H2O + oxidized dichlorophenolindophenol
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-
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r
dimethylsulfoxide + reduced methyl viologen
dimethylsulfide + H2O + oxidized methyl viologen
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-
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r
dithane 1-oxide + reduced benzyl viologen + H2O
dithane + oxidized benzyl viologen
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-
-
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?
DL-methyl phenyl sulfoxide + reduced benzyl viologen + H2O
DL-methyl phenyl sulfide + oxidized benzyl viologen
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-
-
-
?
methionine sulfoxide + reduced benzyl viologen + H2O
methionine + oxidized benzyl viologen
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-
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-
?
methionine sulfoxide + reduced dichlorophenolindophenol
methionine + H2O + oxidized dichlorophenolindophenol
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-
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-
r
pyridine N-oxide + reduced benzyl viologen + H2O
pyridine + oxidized benzyl viologen
-
-
-
-
?
tetramethylene sulfoxide + reduced benzyl viologen + H2O
tetramethylene sulfide + oxidized benzyl viologen
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-
-
-
?
trimethylamine N-oxide + reduced benzyl viologen
trimethylamine + oxidized benzyl viologen
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-
-
?
trimethylamine N-oxide + reduced benzyl viologen + H2O
trimethylamine + oxidized benzyl viologen
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-
-
-
?
trimethylamine N-oxide + reduced dichlorophenolindophenol
trimethylamine + H2O + oxidized dichlorophenolindophenol
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-
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r
trimethylamine N-oxide + reduced lapachol
trimethylamine + oxidized lapachol
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-
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?
trimethylamine-N-oxide + reduced methyl viologen
trimethylamine + H2O + oxidized methyl viologen
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-
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r
[(methylsulfinyl)methyl]benzene + reduced benzyl viologen
[(methylsulfanyl)methyl]benzene + H2O + oxidized benzyl viologen
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130% of the rate with dimethysulfoxide
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-
?
(ethylsulfanyl)benzene + H2O + oxidized benzyl viologen
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90% of the rate with dimethysulfoxide
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-
?
(ethylsulfinyl)benzene + reduced benzyl viologen
(ethylsulfanyl)benzene + H2O + oxidized benzyl viologen
Cereibacter sphaeroides f.s. denitrificans
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90% of the rate with dimethysulfoxide
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-
?
(methylsulfanyl)benzene + H2O + oxidized benzyl viologen
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150% of the rate with dimethysulfoxide
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-
?
(methylsulfinyl)benzene + reduced benzyl viologen
(methylsulfanyl)benzene + H2O + oxidized benzyl viologen
Cereibacter sphaeroides f.s. denitrificans
-
150% of the rate with dimethysulfoxide
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-
?
(propan-2-ylsulfanyl)benzene + H2O + oxidized benzyl viologen
-
35% of the rate with dimethysulfoxide
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-
?
(propan-2-ylsulfinyl)benzene + reduced benzyl viologen
(propan-2-ylsulfanyl)benzene + H2O + oxidized benzyl viologen
Cereibacter sphaeroides f.s. denitrificans
-
35% of the rate with dimethysulfoxide
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-
?
(propylsulfinyl)benzene + H2O + oxidized benzyl viologen
-
35% of the rate with dimethysulfoxide
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-
?
(propylsulfanyl)benzene + reduced benzyl viologen
(propylsulfinyl)benzene + H2O + oxidized benzyl viologen
Cereibacter sphaeroides f.s. denitrificans
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35% of the rate with dimethysulfoxide
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-
?
ethyl 2-pyridyl sulfide + oxidized methyl viologen
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?
(R)-ethyl 2-pyridyl sulfoxide + reduced methyl viologen + H2O
ethyl 2-pyridyl sulfide + oxidized methyl viologen
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-
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?
(R)-ethyl 2-pyridyl sulfoxide + reduced methyl viologen + H2O
ethyl 2-pyridyl sulfide + oxidized methyl viologen
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-
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?
methoxymethyl phenyl sulfide + oxidized methyl viologen
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?
(R)-methoxymethyl phenyl sulfoxide + reduced methyl viologen + H2O
methoxymethyl phenyl sulfide + oxidized methyl viologen
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-
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?
(R)-methoxymethyl phenyl sulfoxide + reduced methyl viologen + H2O
methoxymethyl phenyl sulfide + oxidized methyl viologen
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-
-
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?
methyl p-tolyl sulfide + oxidized methyl viologen
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-
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?
(R)-methyl p-tolyl sulfoxide + reduced methyl viologen + H2O
methyl p-tolyl sulfide + oxidized methyl viologen
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-
-
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?
(R)-methyl p-tolyl sulfoxide + reduced methyl viologen + H2O
methyl p-tolyl sulfide + oxidized methyl viologen
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-
-
-
?
methylthiomethyl methyl sulfide + oxidized methyl viologen
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-
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-
?
(R)-methylthiomethyl methyl sulfoxide + reduced methyl viologen + H2O
methylthiomethyl methyl sulfide + oxidized methyl viologen
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-
-
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?
(R)-methylthiomethyl methyl sulfoxide + reduced methyl viologen + H2O
methylthiomethyl methyl sulfide + oxidized methyl viologen
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-
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?
dimethylsulfide + menaquinone + H2O
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-
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?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
-
-
?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
-
?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
-
?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
-
?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
-
-
-
?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
-
?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
-
-
-
?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
-
?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
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?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
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?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
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?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
-
?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
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?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
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?
dimethylsulfoxide + menaquinol
dimethylsulfide + menaquinone + H2O
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-
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?
dimethylsulfide + oxidized methyl viologen + H2O
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-
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?
dimethylsulfoxide + methyl viologen
dimethylsulfide + oxidized methyl viologen + H2O
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activity of mutant C176D of periplasmic nitrate reductase NapA (EC 1.9.6.1), no activity with wild-type NapA or C176S/A NapA mutants
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?
dimethylsulfide + H2O + oxidized benzyl viologen
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?
dimethylsulfoxide + reduced benzyl viologen
dimethylsulfide + H2O + oxidized benzyl viologen
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-
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r
dimethylsulfoxide + reduced benzyl viologen
dimethylsulfide + H2O + oxidized benzyl viologen
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-
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r
DL-methionine sulfide + menaquinone + H2O
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-
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?
DL-methionine sulfoxide + menaquinol
DL-methionine sulfide + menaquinone + H2O
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-
-
?
DL-methionine sulfoxide + menaquinol
DL-methionine sulfide + menaquinone + H2O
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-
-
?
DL-methionine sulfoxide + menaquinol
DL-methionine sulfide + menaquinone + H2O
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-
-
?
DL-methionine sulfoxide + menaquinol
DL-methionine sulfide + menaquinone + H2O
-
-
-
?
S-biotin sulfide + menaquinone + H2O
-
-
-
?
S-biotin sulfoxide + menaquinol
S-biotin sulfide + menaquinone + H2O
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-
-
?
S-biotin sulfoxide + menaquinol
S-biotin sulfide + menaquinone + H2O
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-
-
?
S-biotin sulfoxide + menaquinol
S-biotin sulfide + menaquinone + H2O
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-
-
?
S-biotin sulfoxide + menaquinol
S-biotin sulfide + menaquinone + H2O
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-
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?
? + menaquinone + H2O
-
-
-
?
trimethylamine-N-oxide + menaquinol
? + menaquinone + H2O
-
-
-
?
trimethylamine-N-oxide + menaquinol
? + menaquinone + H2O
-
-
-
?
trimethylamine-N-oxide + menaquinol
? + menaquinone + H2O
-
-
-
?
trimethylamine-N-oxide + menaquinol
? + menaquinone + H2O
-
-
-
?
?
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-
for all substrates studied, enzyme catalyzes deoxygenation of (S)-sulfoxides predominantly
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?
additional information
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Cereibacter sphaeroides f.s. denitrificans
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for all substrates studied, enzyme catalyzes deoxygenation of (S)-sulfoxides predominantly
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?
additional information
?
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enzyme catalyses the enantioselective reduction of (R)-sulfoxides
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?
additional information
?
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for the reduction of dimethylsulfoxide, NADH, formate, lactate, reduced benzyl viologen, reduced methyl viologen, and dithionite can serve as electron donors. Menaquinone is involved in electron transport during dimethylsulfoxide reduction
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?
additional information
?
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enzyme catalyses the enantioselective reduction of (R)-sulfoxides
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?
additional information
?
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enzyme catalyses the enantioselective reduction of (R)-sulfoxides
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?
additional information
?
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enzyme catalyses the enantioselective reduction of (S)-sulfoxides
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?
additional information
?
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formation of the intermediate formed by reaction of DMSOR with dimethylsulfide occurs at a redox potential that is 80 mV higher than that required for reduction of Mo(VI) to Mo(IV) in the free enzyme. In the back-assay the Mo(IV) state may at least in part be by-passed via two successive one electron-reactions of the intermediate with the electron-acceptor
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?
additional information
?
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formation of the intermediate formed by reaction of DMSOR with dimethylsulfide occurs at a redox potential that is 80 mV higher than that required for reduction of Mo(VI) to Mo(IV) in the free enzyme. In the back-assay the Mo(IV) state may at least in part be by-passed via two successive one electron-reactions of the intermediate with the electron-acceptor
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?
additional information
?
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Second-order rate constants for the two-electron reduction and reoxidation reactions at pH 5.5 are 190000 and 430 per M and s, respectively, while at pH 8.0, the catalytic step is rate-limiting. Kinetically, for the two-electron reactions, the enzyme is more effective in dimethylsulfide oxidation than in dimethylsulfoxide reduction. Reduction of DMSOR by dimethylsulfide is incomplete below 1 mM dimethylsulfide but complete at higher concentrations. Reoxidation of the dimethylsulfide-reduced state by dimethylsulfoxide is always incomplete
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?
additional information
?
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CymA, a cytoplasmic membrane-bound tetraheme c-type cytochrome, serves as a preferential electron transport protein for the type I and type VI DMSO reductases, in which type VI accepts electrons from CymA in a DmsE and DmsF-independent manner
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additional information
?
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CymA, a cytoplasmic membrane-bound tetraheme c-type cytochrome, serves as a preferential electron transport protein for the type I and type VI DMSO reductases, in which type VI accepts electrons from CymA in a DmsE and DmsF-independent manner
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