Ligand dimethyl sulfide

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Basic Ligand Information

Molecular Structure
Picture of dimethyl sulfide (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C2H6S
dimethyl sulfide
QMMFVYPAHWMCMS-UHFFFAOYSA-N
Synonyms:
Dimethylsulfide

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dimethyl sulfide + NADH + H+ + O2 = dimethyl sulfoxide + NAD+ + H2O
show the reaction diagram
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dimethyl sulfide + ferricytochrome c2 + H2O = dimethyl sulfoxide + ferrocytochrome c2
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dimethylsulfide + menaquinone + H2O = dimethylsulfoxide + menaquinol
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dimethylsulfide + coenzyme M = methyl-CoM + methanethiol
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In Vivo Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + methanethiol = S-adenosyl-L-homocysteine + dimethyl sulfide
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S-methyl-L-methionine = alpha-ketobutyrate + ammonia + dimethylsulfide
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S,S-dimethyl-beta-propiothetin = dimethyl sulfide + acrylate
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Substrate in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dimethylsulfide + NADPH + H+ + O2 = ?
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dimethyl sulfide + NADH + H+ + O2 = dimethyl sulfoxide + NAD+ + H2O
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dimethylsulfide + thioredoxin disulfide + H2O = dimethylsulfoxide + thioredoxin
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dimethylsulfide + coenzyme M = methyl-CoM + methanethiol
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S-adenosyl-L-methionine + dimethyl sulfide = S-adenosyl-L-homocysteine + trimethylsulfonium
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Product in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dimethylsulfoxide + oxidized antraquinone-2,6-disulfonate = dimethylsulfide + reduced antraquinone-2,6-disulfonate
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dimethylsulfoxide + (ferrocytochrome c)-subunit + 2 H+ = dimethylsulfide + (ferricytochrome c)-subunit + H2O
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dimethyl sulfoxide + reduced benzyl viologen = dimethyl sulfide + oxidized benzyl viologen + H2O
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trimethylsulfonium + tetrahydrofolate = dimethylsulfide + 5-methyltetrahydrofolate
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S-adenosyl-L-methionine + methanethiol = S-adenosyl-L-homocysteine + dimethyl sulfide
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methylmercaptan + S-adenosyl-L-methionine = dimethylsulfide + S-adenosyl-L-homocysteine
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S-methylmethionine + H2O = L-homoserine + dimethylsulfide
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S-methyl-L-methionine = alpha-ketobutyrate + ammonia + dimethylsulfide
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Inhibitor in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
weak inhibitors of ammonia oxidation. Depletion of dimethylsulfide requires O2 and is prevented with either acetylene or allylthiourea
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inhibits methylcobalamin:coenzyme methyl transfer by MtsA. Inhibition by dimethylsulfide is mixed with respect to methylcobalamin, but competitive with coenzyme M
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about 5% inhibition at 0.1 mM
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5% v/v, complete inhibition; complete inhibition at 5% (v/v)
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
5.45
-
pH 7.4, 30°C
8
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pH 8.0, 25°C

KM Value (5 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0172
-
pH 7.4, 30°C
0.0103
-
recombinant enzyme, in 80 mM PIPES buffer (pH 7.6), at 22°C
0.053
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in 220 mM Tris-HCl pH 8.0, 22°C
33
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recombinant enzyme, pH 7.0, 37°C
0.001
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References & Links

Links to other databases for dimethyl sulfide

ChEBI
PubChem
ChEBI
PubChem