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A2408

Sigma-Aldrich

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

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

Synonym(s):

AdoMet, SAM p-toluenesulfonate salt

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About This Item

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

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

Related Categories

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.

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)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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