A2408

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

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

• Synonym(s): AdoMet, SAM p-toluenesulfonate salt
• Empirical Formula (Hill Notation): C₁₅H₂₃N₆O₅S · C₇H₇O₃S · xC₇H₈O₃S
• CAS Number: 52248-03-0
• Molecular Weight: 570.64 (free base basis)
• UNSPSC Code: 12352209
• PubChem Substance ID: 24890653
• NACRES: NA.32

Properties

• biological source: synthetic (Organic)
• Quality Level: 300
• assay: ≥80% (HPLC); ≥80% (spectrophotometric assay)
• form: powder
• composition: p-Toluenesulfonate content, 1.6-4.4 mol/mol
• color: white to off-white
• solubility: H₂O: 100 mg/mL
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: 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
• InChI key: VHPOFDUCFKOUHV-XKGORWRGSA-N

Description

General description

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.

Biochem/physiol Actions

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.

Caution

This material is unstable at room temperature.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)