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(2Z)-[(4R)-1-[(1S)-1-(2-chlorophenyl)-2-methoxy-2-oxoethyl]-4-sulfanylpiperidin-3-ylidene]acetic acid + S-adenosyl-L-methionine
(2Z)-[(4R)-1-[(1S)-1-(2-chlorophenyl)-2-methoxy-2-oxoethyl]-4-(methylsulfanyl)piperidin-3-ylidene]acetic acid + S-adenosyl-L-homocysteine
-
thiol metabolite H4 of prodrug clopidogrel. The intrinsic clearance value for the S-methylation of metabolite H3 in microsomes is 98.1fold higher than that for H4
-
-
?
(2Z)-[(4S)-1-[(1S)-1-(2-chlorophenyl)-2-methoxy-2-oxoethyl]-4-sulfanylpiperidin-3-ylidene]acetic acid + S-adenosyl-L-methionine
(2Z)-[(4S)-1-[(1S)-1-(2-chlorophenyl)-2-methoxy-2-oxoethyl]-4-(methylsulfanyl)piperidin-3-ylidene]acetic acid + S-adenosyl-L-homocysteine
-
thiol metabolite H3 of prodrug clopidogrel. The intrinsic clearance value for the S-methylation of metabolite H3 in microsomes is 98.1fold higher than that for H4
-
-
?
1,3-hexanediol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
1-methylimidazole-2-thiol + S-adenosyl-L-methionine
1-methyl-2-(methylthio)-1H-imidazole + S-adenosyl-L-homocysteine
-
-
-
-
?
2,3-dimercaptopropanol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
2-benzimidazole thiol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
2-mercaptoacetic acid + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
2-mercaptobenzothiazole + S-adenosyl-L-methionine
S-methyl-2-mercaptobenzothiazole + S-adenosyl-L-homocysteine
-
-
-
?
2-mercaptoethanol + S-adenosyl-L-methionine
S-methyl-2-mercaptoethanol + S-adenosyl-L-homocysteine
2-mercaptopropanoic acid + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
2-mercaptopropionic acid + S-adenosyl-L-methionine
S-methyl-2-mercaptopropionic acid + S-adenosyl-L-homocysteine
2-thioacetanilide + S-adenosyl-L-methionine
S-methyl-2-thioacetanilide + S-adenosyl-L-homocysteine
-
-
-
-
?
3-mercaptohexan-1-ol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
3-mercaptopropanoic acid + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
3-mercaptopropionic acid methyl ester + S-adenosyl-L-methionine
S-methyl-3-mercaptopropionic acid methyl ester + S-adenosyl-L-homocysteine
-
-
-
-
?
4,4'-thiobisbenzenethiol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
4-chlorothiophenol + S-adenosyl-L-methionine
4-chloro-S-methylphenylmercaptan + S-adenosyl-L-homocysteine
-
-
-
-
?
4-nitrothiophenol + S-adenosyl-L-methionine
4-nitro-S-methylphenylmercaptan + S-adenosyl-L-homocysteine
-
-
-
-
?
6-mercaptohexan-1-ol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
6-propyl-2-thiouracil + S-adenosyl-L-methionine
6-propyl-S-methyl-2-thiouracil + S-adenosyl-L-homocysteine
-
-
-
-
?
6-thiopurine + S-adenosyl-L-methionine
S-methyl-6-thiopurine + S-adenosyl-L-homocysteine
-
-
-
?
benzene thiol + S-adenosyl-L-methionine
methyl phenyl sulfide + S-adenosyl-L-homocysteine
-
-
-
-
?
benzylmercaptan + S-adenosyl-L-methionine
benzylmethylsulfide + S-adenosyl-L-homocysteine
-
-
-
?
bisulfide + S-adenosyl-L-methionine
methanethiol + S-adenosyl-L-homocysteine
highest activity
-
-
?
diethylthiocarbamoyl sulfide + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
dihydroziprasidone + S-adenosyl-L-methionine
S-methyldihydroziprasidone + S-adenosyl-L-homocysteine
-
-
-
-
?
dithiothreitol + S-adenosyl-L-methionine
?
-
-
-
-
?
dithiothreitol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
ethanethioic S-acid + S-adenosyl-L-methionine
S-methylethanethioate + S-adenosyl-L-homocysteine
-
-
-
-
?
furfuryl thiol + S-adenosyl-L-methionine
2-[(methylsulfanyl)methyl]furan + S-adenosyl-L-homocysteine
-
-
-
-
?
furfuryl thiol + S-adenosyl-L-methionine
?
-
-
-
-
?
guaiacol + S-adenosyl-L-methionine
1,2-dimethoxybenzene + S-adenosyl-L-homocysteine
-
-
-
-
?
H2S + S-adenosyl-L-methionine
methanethiol + S-adenosyl-L-homocysteine
L-cysteine methyl ester + S-adenosyl-L-methionine
S-methyl-L-cysteine methyl ester + S-adenosyl-L-homocysteine
-
-
-
-
?
mercaptoacetic acid + S-adenosyl-L-methionine
S-methylmercaptoacetic acid + S-adenosyl-L-homocysteine
methylmercaptan + S-adenosyl-L-methionine
dimethylsulfide + S-adenosyl-L-homocysteine
-
i.e. methanethiol
-
-
?
N-acetyl-L-cysteine + S-adenosyl-L-methionine
N-acetyl-S-methyl-L-cysteine + S-adenosyl-L-homocysteine
-
-
-
-
?
O-methylmercaptoethanol + S-adenosyl-L-methionine
2-methoxy-S-methyl-1-thioethane + S-adenosyl-L-homocysteine
pentachlorobenzenethiol + S-adenosyl-L-methionine
1,2,3,4,5-pentachloro-6-(methylthio)benzene + S-adenosyl-L-homocysteine
-
-
-
-
?
phenol + S-adenosyl-L-methionine
methoxybenzene + S-adenosyl-L-homocysteine
-
-
-
-
?
phenyl sulfide + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
S-3'-deoxyadenosyl-L-methionine + 2-mercaptoethanol
S-3'-deoxyadenosyl-L-homocysteine + S-methyl-2-mercaptoethanol
-
-
-
-
?
S-3-deazaadenosyl-L-methionine + 2-mercaptoethanol
S-3-deazaadenosyl-L-homocysteine + S-methyl-2-mercaptoethanol
-
-
-
-
?
S-8-azaadenosyl-L-methionine + 2-mercaptoethanol
S-8-azaadenosyl-L-homocysteine + S-methyl-2-mercaptoethanol
-
-
-
-
?
S-adenosyl-L-methionine + a thiol
S-adenosyl-L-homocysteine + a thioether
S-adenosyl-L-methionine + BI 187004
S-adenosyl-L-homocysteine + 1-(1-methyl-1H-benzimidazole-5-carbonyl)-1,2,3,4,5,5a,10,10a-octahydroindeno[2,1-b]azepine-7-carbonitrile
-
BI 187004,i.e. an 11beta-hydroxysteroid dehydrogenase 1 inhibitor
-
-
?
S-adenosyl-L-methionine + bromide
S-adenosyl-L-homocysteine + bromomethane
-
-
-
?
S-adenosyl-L-methionine + chloride
S-adenosyl-L-homocysteine + chloromethane
very low activity
-
-
?
S-adenosyl-L-methionine + HS-
?
-
-
-
?
S-adenosyl-L-methionine + HS-
S-adenosyl-L-homocysteine + CH3SH
S-adenosyl-L-methionine + iodide
S-adenosyl-L-homocysteine + iodomethane
-
-
-
?
S-adenosyl-L-methionine + thiocyanate
S-adenosyl-L-homocysteine + methyl thiocyanate
S-aristeromycinyl-L-methionine + 2-mercaptoethanol
S-aristeromycinyl-L-homocysteine + S-methyl-2-mercaptoethanol
-
-
-
-
?
S-N6-methyladenosyl-L-methionine + 2-mercaptoethanol
S-N6-methyladenosyl-L-homocysteine + S-methyl-2-mercaptoethanol
-
-
-
-
?
S-tubercidinyl-L-methionine + 2-mercaptoethanol
S-tubercidinyl-L-homocysteine + S-methyl-2-mercaptoethanol
-
-
-
-
?
SH- + S-adenosyl-L-methionine
CH3SH + S-adenosyl-L-homocysteine
thiobenzoic acid + S-adenosyl-L-methionine
methylthiobenzoate + S-adenosyl-L-homocysteine + H+
-
-
-
-
?
thiocyanate + S-adenosyl-L-methionine
?
thiocyanate + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
thiocyanate + S-adenosyl-L-methionine
methyl thiocyanate + S-adenosyl-L-homocysteine
thiophenol + S-adenosyl-L-methionine
?
-
-
-
-
?
thiophenol + S-adenosyl-L-methionine
S-methylphenylmercaptan + S-adenosyl-L-homocysteine
additional information
?
-
2-mercaptoethanol + S-adenosyl-L-methionine
S-methyl-2-mercaptoethanol + S-adenosyl-L-homocysteine
-
-
-
-
?
2-mercaptoethanol + S-adenosyl-L-methionine
S-methyl-2-mercaptoethanol + S-adenosyl-L-homocysteine
-
-
-
-
?
2-mercaptoethanol + S-adenosyl-L-methionine
S-methyl-2-mercaptoethanol + S-adenosyl-L-homocysteine
-
-
i.e. 2-hydroxy-S-methyl-1-thioethane
?
2-mercaptopropionic acid + S-adenosyl-L-methionine
S-methyl-2-mercaptopropionic acid + S-adenosyl-L-homocysteine
-
-
-
-
?
2-mercaptopropionic acid + S-adenosyl-L-methionine
S-methyl-2-mercaptopropionic acid + S-adenosyl-L-homocysteine
-
-
-
-
?
dithiothreitol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
dithiothreitol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
-
?
H2S + S-adenosyl-L-methionine
methanethiol + S-adenosyl-L-homocysteine
-
-
-
-
?
H2S + S-adenosyl-L-methionine
methanethiol + S-adenosyl-L-homocysteine
-
-
-
?
mercaptoacetic acid + S-adenosyl-L-methionine
S-methylmercaptoacetic acid + S-adenosyl-L-homocysteine
-
-
-
-
?
mercaptoacetic acid + S-adenosyl-L-methionine
S-methylmercaptoacetic acid + S-adenosyl-L-homocysteine
-
i.e. thioglycolic acid
-
-
?
O-methylmercaptoethanol + S-adenosyl-L-methionine
2-methoxy-S-methyl-1-thioethane + S-adenosyl-L-homocysteine
-
-
-
-
?
O-methylmercaptoethanol + S-adenosyl-L-methionine
2-methoxy-S-methyl-1-thioethane + S-adenosyl-L-homocysteine
-
-
-
-
?
O-methylmercaptoethanol + S-adenosyl-L-methionine
2-methoxy-S-methyl-1-thioethane + S-adenosyl-L-homocysteine
-
-
-
-
?
O-methylmercaptoethanol + S-adenosyl-L-methionine
2-methoxy-S-methyl-1-thioethane + S-adenosyl-L-homocysteine
-
-
-
-
?
O-methylmercaptoethanol + S-adenosyl-L-methionine
2-methoxy-S-methyl-1-thioethane + S-adenosyl-L-homocysteine
-
-
-
-
?
O-methylmercaptoethanol + S-adenosyl-L-methionine
2-methoxy-S-methyl-1-thioethane + S-adenosyl-L-homocysteine
-
-
-
-
?
O-methylmercaptoethanol + S-adenosyl-L-methionine
2-methoxy-S-methyl-1-thioethane + S-adenosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-methionine + a thiol
S-adenosyl-L-homocysteine + a thioether
-
-
-
-
?
S-adenosyl-L-methionine + a thiol
S-adenosyl-L-homocysteine + a thioether
-
enzyme is not essential as methyl donor or as sulfur transport form, enzyme is involved in regulation of the free Met pool and the S-adenosyl-L-methionine level, SMM cycle, overview
-
-
?
S-adenosyl-L-methionine + a thiol
S-adenosyl-L-homocysteine + a thioether
-
high specificity for S-adenosyl-L-methionine
-
-
?
S-adenosyl-L-methionine + a thiol
S-adenosyl-L-homocysteine + a thioether
-
-
-
-
?
S-adenosyl-L-methionine + a thiol
S-adenosyl-L-homocysteine + a thioether
-
enzyme is not essential as methyl donor or as sulfur transport form, enzyme is involved in regulation of the free Met pool and the S-adenosyl-L-methionine level, SMM cycle, overview
-
-
?
S-adenosyl-L-methionine + HS-
S-adenosyl-L-homocysteine + CH3SH
-
-
-
-
?
S-adenosyl-L-methionine + HS-
S-adenosyl-L-homocysteine + CH3SH
-
the enzyme is strictly dependent on S-adenosyl-L-methionine as a methyl donor
-
-
?
S-adenosyl-L-methionine + thiocyanate
S-adenosyl-L-homocysteine + methyl thiocyanate
-
-
-
-
?
S-adenosyl-L-methionine + thiocyanate
S-adenosyl-L-homocysteine + methyl thiocyanate
-
-
-
?
S-adenosyl-L-methionine + thiocyanate
S-adenosyl-L-homocysteine + methyl thiocyanate
-
-
-
?
SH- + S-adenosyl-L-methionine
CH3SH + S-adenosyl-L-homocysteine
-
-
-
?
SH- + S-adenosyl-L-methionine
CH3SH + S-adenosyl-L-homocysteine
-
-
-
?
thiocyanate + S-adenosyl-L-methionine
?
-
-
-
?
thiocyanate + S-adenosyl-L-methionine
?
AtHOL1 is involved in glucosinolate metabolism and defense against phytopathogens. CH3Cl synthesized by AtHOL1 could be considered a byproduct of NCS- metabolism
-
-
?
thiocyanate + S-adenosyl-L-methionine
?
-
-
-
?
thiocyanate + S-adenosyl-L-methionine
methyl thiocyanate + S-adenosyl-L-homocysteine
-
-
-
?
thiocyanate + S-adenosyl-L-methionine
methyl thiocyanate + S-adenosyl-L-homocysteine
-
-
-
-
?
thiocyanate + S-adenosyl-L-methionine
methyl thiocyanate + S-adenosyl-L-homocysteine
-
-
-
?
thiocyanate + S-adenosyl-L-methionine
methyl thiocyanate + S-adenosyl-L-homocysteine
-
-
-
?
thiocyanate + S-adenosyl-L-methionine
methyl thiocyanate + S-adenosyl-L-homocysteine
-
-
-
?
thiophenol + S-adenosyl-L-methionine
S-methylphenylmercaptan + S-adenosyl-L-homocysteine
-
-
-
-
?
thiophenol + S-adenosyl-L-methionine
S-methylphenylmercaptan + S-adenosyl-L-homocysteine
-
-
-
?
additional information
?
-
-
also methylates iodide at a rate comparable to that for HS-
-
-
?
additional information
?
-
-
no activity with flavonoids and hydroxyl group-containing compounds, inactive with Na2S and 3-mercaptobenzoic acid, presence of carboxyl groups abolishes CrSMT1 activity, threitol, furfuryl alcohol, benzoic acid, 1,3-propandiol, 1,6-hexanediol and pyrocatechol possess negligible activity
-
-
?
additional information
?
-
-
not: cysteine
-
-
?
additional information
?
-
-
detoxification of xenobiotic thiols
-
-
?
additional information
?
-
-
not: glutathione
-
-
?
additional information
?
-
-
not: cysteine
-
-
?
additional information
?
-
-
the bifunctional enzyme also catalyzes the methylation of iodide and to a lesser extent bromide and chloride
-
-
?
additional information
?
-
the enzyme may be involved in the detoxification of sulfur compounds produced by the degradation of glucosinolates to release them as volatile compounds. The volatile sulfur compounds, including CH3SH and CH3SCN and methyl halides, are believed to act as insecticidal or anti-pathogenic agents. Therefore, it is speculated that the enzyme plays a role in controlling the levels of anions that can inhibit metabolic enzymes in the leaves and also to protect them from damage caused by insects or pathogens
-
-
?
additional information
?
-
-
the enzyme may be involved in the detoxification of sulfur compounds produced by the degradation of glucosinolates to release them as volatile compounds. The volatile sulfur compounds, including CH3SH and CH3SCN and methyl halides, are believed to act as insecticidal or anti-pathogenic agents. Therefore, it is speculated that the enzyme plays a role in controlling the levels of anions that can inhibit metabolic enzymes in the leaves and also to protect them from damage caused by insects or pathogens
-
-
?
additional information
?
-
the enzyme also shows halide methyltransferase activity
-
-
?
additional information
?
-
-
the enzyme also shows halide methyltransferase activity
-
-
?
additional information
?
-
the enzyme shows no activity towards CN-
-
-
?
additional information
?
-
-
the enzyme shows no activity towards CN-
-
-
?
additional information
?
-
-
not: glutathione
-
-
?
additional information
?
-
-
not: glutathione
-
-
?
additional information
?
-
-
not: cysteine
-
-
?
additional information
?
-
-
not: cysteine
-
-
?
additional information
?
-
-
not: homocysteine
-
-
?
additional information
?
-
-
role in detoxification of hydrogen sulfide that is generated by the colonic flora
-
-
?
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Kim, Y.H.; Joo, I.
Arylamine N-methyltransferase and thiol methyltransferase activities in cholestatic rat liver induced by common bile duct ligation
Exp. Mol. Med.
33
23-28
2001
Rattus norvegicus
brenda
Borchardt, R.T.; Cheng, C.F.
Purification and characterization of rat liver microsomal thiol methyltransferase
Biochim. Biophys. Acta
522
340-353
1978
Rattus norvegicus
brenda
Weisiger, R.A.; Jakoby, W.B.
Thiol S-methyltransferase from rat liver
Arch. Biochem. Biophys.
196
631-637
1979
Rattus norvegicus
brenda
Bremer, J.; Greenberg, D.M.
Enzymic methylation of foreign sulfhydryl compounds
Biochim. Biophys. Acta
46
217-224
1961
Bos taurus, Cavia porcellus, Gallus gallus, Oryctolagus cuniculus, Ovis aries, Mus musculus, Rattus norvegicus
-
brenda
Weisiger, R.A.; Jakoby, W.B.
Thiol S-methyltransferase
Methods Enzymol.
77
257-262
1981
Rattus norvegicus
brenda
Holloway, C.J.; Tegtmeier, F.; Brunner, G.; Trautschold, I.
Gas chromatographic method for the quantitative assay of alkane thiol S-methyltransferase
J. Chromatogr.
202
423-429
1980
Oryctolagus cuniculus
brenda
Glauser, T.A.; Kerremans, A.L.; Weinshilboum, R.M.
Human hepatic microsomal thiol methyltransferase. Assay conditions, biochemical properties, and correlation studies
Drug Metab. Dispos.
20
247-255
1992
Homo sapiens
brenda
Otterness, D.M.; Keith, R.A.; Kerremans, A.L.; Weinshilboum, R.M.
Mouse liver thiol methyltransferase. Assay conditions, biochemical properties, and strain variation
Drug Metab. Dispos.
14
680-688
1986
Mus musculus
brenda
Drotar, A.M.; Fall, R.
Methylation of xenobiotic thiols by Euglena gracilis: Characterization of a cytoplasmic thiol methyltransferase
Plant Cell Physiol.
26
847-854
1985
Euglena gracilis
-
brenda
Weisiger, R.A.; Pinkus, L.M.; Jakoby, W.B.
Thiol S-methyltransferase: Suggested role in detoxication of intestinal hydrogen sulfide
Biochem. Pharmacol.
29
2885-2887
1980
Rattus norvegicus
brenda
Weinshilboum, R.M.; Sladek, S.; Klumpp, S.
Human erythrocyte thiol methyltransferase: Radiochemical microassay and biochemical properties
Clin. Chim. Acta
97
59-71
1979
Homo sapiens
brenda
Attieh, J.; Sparace, S.A.; Saini, H.S.
Purification and properties of multiple isoforms of a novel thiol methyltransferase involved in the production of volatile sulfur compounds from Brassica oleracea
Arch. Biochem. Biophys.
380
257-266
2000
Brassica oleracea
brenda
Roediger, W.E.; Babidge, W.J.
Thiol methyltransferase activity in inflammatory bowel disease
Gut
47
206-210
2000
Homo sapiens
brenda
Attieh, J.; Djiana, R.; Koonjul, P.; Etienne, C.; Sparace, S.A.; Saini, H.S.
Cloning and functional expression of two plant thiol methyltransferases: a new class of enzymes involved in the biosynthesis of sulfur volatiles
Plant Mol. Biol.
50
511-521
2002
Brassica oleracea (Q93V78), Brassica oleracea (Q93XC4)
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