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A2408

Sigma-Aldrich

S-(5′-Adenosyl)-L-methionine p-toluenesulfonate salt

≥80% (HPLC), ≥80% (spectrophotometric assay)

Synonyme(s) :

AdoMet, SAM p-toluenesulfonate salt

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About This Item

Formule empirique (notation de Hill):
C15H23N6O5S · C7H7O3S · xC7H8O3S
Numéro CAS:
Poids moléculaire :
570.64 (free base basis)
Code UNSPSC :
12352209
ID de substance PubChem :
Nomenclature NACRES :
NA.32

Source biologique

synthetic (Organic)

Niveau de qualité

Pureté

≥80% (HPLC)
≥80% (spectrophotometric assay)

Forme

powder

Composition

p-Toluenesulfonate content, 1.6-4.4 mol/mol

Couleur

white to off-white

Solubilité

H2O: 100 mg/mL

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

O=C(O[H])[C@](N([H])[H])([H])C([H])([H])C([H])([H])[S@+](C([H])([H])[H])C([H])([H])[C@@]([C@](O[H])([H])[C@@]1([H])O[H])([H])O[C@]1([H])N2C3=C(N=C2[H])C(N([H])[H])=NC([H])=N3.O=S(C4=C([H])C([H])=C(C([H])([H])[H])C([H])=C4[H])([O-])=O

InChI

1S/C15H22N6O5S.C7H8O3S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21;1-6-2-4-7(5-3-6)11(8,9)10/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25);2-5H,1H3,(H,8,9,10)/t7-,8+,10+,11+,14+,27?;/m0./s1

Clé InChI

VHPOFDUCFKOUHV-XKGORWRGSA-N

Description générale

S-(5′-Adenosyl)-L-methionine p-toluenesulfonate salt is used for the treatment of depression, liver cirrhosis, cholestasis and degenerative joint disease.

Application

S-(5′-Adenosyl)-L-methionine p-toluenesulfonate salt has been used for cell proliferation assay. It has also been used for methylation assay.

Actions biochimiques/physiologiques

Methyl donor; cofactor for enzyme-catalyzed methylations, including catechol O-methyltransferase (COMT) and DNA methyltransferases (DNMT). Although present in all cells, it is concentrated in liver where 85% of all methylation reactions occur. It is also involved in regulating liver function, growth, and response to injury.
S-(5′-Adenosyl)-L-methionine (SAM) is anti-apoptotic in normal hepatocytes and normal colon epithelial cells but pro-apoptotic in liver human hepatocellular carcinoma (HCC), HepG2 cells and colon cancer cells.

Attention

This material is unstable at room temperature.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Le Thanh Mai Pham et al.
Enzyme and microbial technology, 82, 66-73 (2015-12-18)
Using bioinformatic homology search tools, this study utilized sequence phylogeny, gene organization and conserved motifs to identify members of the family of O-methyltransferases from lignin-degrading fungus Phanerochaete chrysosporium. The heterologous expression and characterization of O-methyltransferases from P. chrysosporium were studied.
Allison B Norvil et al.
Nucleic acids research, 48(7), 3761-3775 (2020-03-04)
We have previously shown that the highly prevalent acute myeloid leukemia (AML) mutation, Arg882His, in DNMT3A disrupts its cooperative mechanism and leads to reduced enzymatic activity, thus explaining the genomic hypomethylation in AML cells. However, the underlying cause of the
Yang-Liu Xia et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1157, 122333-122333 (2020-09-01)
Catechol-O-methyltransferase (COMT) is a major drug metabolizing enzyme in humans. COMT expression is directedly associated with various mental diseases and cancers due to its essential role in catalyzing metabolic inactivation of endogenous catecholamines and catechol estrogens. However, a practical method
Negative regulation of interferon-induced transmembrane protein 3 by SET7-mediated lysine monomethylation
Shan Z, et al.
The Journal of biological chemistry, 288(49), 35093-35103 (2013)
Lupus autoimmunity altered by cellular methylation metabolism
Yang ML, et al.
Autoimmunity, 46(1), 21-31 (2013)

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