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S-(5′-Adenosyl)-L-methionine p-toluenesulfonate salt_Molecular_structure_CAS_17176-17-9)
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S-(5′-Adenosyl)-L-methionine p-toluenesulfonate salt

Catalog No. A2408 Name Sigma Aldrich
CAS Number 17176-17-9 Website http://www.sigmaaldrich.com
M. F. C22H30N6O8S2 Telephone 1-800-521-8956
M. W. 570.639 Fax
Purity ≥80% (HPLC) Email
Storage Chembase ID: 133635


IUPAC name
[(3S)-3-amino-3-carboxypropyl]({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl})methylsulfanium 4-methylbenzene-1-sulfonate
IUPAC Traditional name
SAMe tosylate
SAM p-toluenesulfonate salt


CAS Number 17176-17-9
MDL Number MFCD00063498
PubChem SID 24890653


Biological Source from yeast (L-methionine enriched)
Compostion p-Toluenesulfonate content, 1.6-4.4 mol/mol
Purity ≥80% (HPLC)
Purity ≥80% (spectrophotometric assay)
Shipped in dry ice
Solubility H2O: soluble100 mg/mL
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage Temperature -20°C
German water hazard class 3


Description (English)
Biochem/physiol Actions
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.
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.
This material is unstable at room temperature.