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Information on EC 2.1.1.9 - thiol S-methyltransferase
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EC Tree
2.1.1.9 thiol S-methyltransferaseIUBMB Comments
H2S and a variety of alkyl, aryl and heterocyclic thiols and hydroxy thiols can act as acceptors.
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Word Map
- 2.1.1.9
-
trail
- trimethyltin
- hippocampal
-
neuropsychological
- deficit
-
verbal
-
isobaric
-
neurotoxic
-
stroop
-
fluency
-
predator
-
anxiety
-
odor
-
fear
-
neurotoxicant
- organotins
- gyrus
-
wisconsin
-
trimodality
-
terror
-
cystectomy
-
norm
-
card
-
mini-mental
-
limbic
-
semantic
-
tympanic
-
naturalistic
-
community-dwelling
-
muscle-invasive
-
salience
-
set-shifting
-
psychometric
-
wechsler
-
subtests
-
arthrodesis
-
orbitrap
-
metatarsal
-
montreal
-
visuomotor
- medicine
-
dentata
- hallux
- valgus
-
self-esteem
-
visuospatial
-
ammon
-
dual-task
-
phonemic
-
tag-based
-
perseverative
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Reaction Schemes
Synonyms
tmt, thiol methyltransferase, s-methyltransferase, ppsabath1, s-methyltransferase 1, thiol s-methyltransferase, sabath methyltransferase, hmt/htmt, athol1, oshol1, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
Met S-methyltransferase
methionine S-methyltransferase
methyltransferase, thiol
-
-
-
-
MMT
S-adenosyl-L-methionine-dependent halide/thiol methyltransferase
S-adenosylmethionine-dependent halide/thiol methyltransferase
S-methyltransferase
-
-
-
-
thiol methyltransferase
-
-
-
-
TMT
S-adenosyl-L-methionine-dependent halide/thiol methyltransferase
-
S-adenosyl-L-methionine-dependent halide/thiol methyltransferase
-
-
S-adenosylmethionine-dependent halide/thiol methyltransferase
bifunctional enzyme
TMT
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
S-adenosyl-L-methionine + a thiol = S-adenosyl-L-homocysteine + a methyl thioether
-
-
-
-
S-adenosyl-L-methionine + a thiol = S-adenosyl-L-homocysteine + a methyl thioether
mechanism
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
methyl group transfer
-
-
-
-
S-methylation
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
-
,
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SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:thiol S-methyltransferase
H2S and a variety of alkyl, aryl and heterocyclic thiols and hydroxy thiols can act as acceptors.
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CAS REGISTRY NUMBER
COMMENTARY
9029-81-6
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(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
-
-
-
-
?
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
-
-
-
-
?
guaiacol + S-adenosyl-L-methionine
1,2-dimethoxybenzene + 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 + 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 + iodide
S-adenosyl-L-homocysteine + iodomethane
-
-
-
?
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
-
-
-
-
?
thiobenzoic acid + S-adenosyl-L-methionine
methylthiobenzoate + S-adenosyl-L-homocysteine + H+
-
-
-
-
?
thiocyanate + S-adenosyl-L-methionine
? + 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
-
-
-
-
?
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
-
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
-
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
?
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
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
?
-
-
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
?
-
-
role in detoxification of hydrogen sulfide that is generated by the colonic flora
-
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
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
-
-
?
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
-
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
-
-
?
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
?
-
-
role in detoxification of hydrogen sulfide that is generated by the colonic flora
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
p-hydroxymercuribenzoic acid
-
95% inhibition at 10 mM, reversed in presence of 20 mM Cys
2,3-dichloro-alpha-methylbenzylamine
-
in liver S-9 fraction 90% inhibition at 1 mM
Zn2+
-
ca. 90% inhibition at 1 mM, at low concentrations the effect is substrate-dependent
additional information
-
overview: inhibition by analogs of S-adenosyl-L-homocysteine and analogs of S-adenosyl-L-methionine
-
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.099
NCS-
wild type protein, pH not specified in the publication, temperature not specified in the publication
0.103
NCS-
V23C mutant protein, pH not specified in the publication, temperature not specified in the publication
0.141
NCS-
Y172F mutant protein, pH not specified in the publication, temperature not specified in the publication
0.096
S-adenosyl-L-methionine
-
when assayed with benzene thiol and furfuryl thiol