Ubiquitous methyl donor
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S-(5'-Adenosyl)-L-methionine chloride (hydrochloride)

Item No. 13956

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5'-[[(3S)-3-amino-3-carboxypropyl]methylsulfonio]-5'-deoxy-adenosine, dihydrochloride
CAS Number
86867-01-8
Synonyms
  • AdoMet
  • SAM
  • SAMe
Molecular Formula
C15H23ClN6O5S • 2HCl
Formula Weight
507.8
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Methanol: 1 mg/mlWater: 5 mg/ml
SMILES
NC1=C2C(N([C@@H]3O[C@H](C[S+](CC[C@H](N)C(O)=O)C)[C@@H](O)[C@H]3O)C=N2)=NC=N1.[Cl-].Cl.Cl
InChi Code
InChI=1S/C15H22N6O5S.3ClH/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;;;/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25);3*1H/t7-,8+,10+,11+,14+,27?;;;/m0.../s1
InChi Key
KBAFOJZCBYWKPU-XQVUROGGSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $72

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    2.5 mg

    $152

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    Product Description

    S-(5'-Adenosyl)-L-methionine chloride (SAM) is a ubiquitous methyl donor involved in a wide variety of biological reactions, including those mediated by DNA and protein methyltransferases.1,2,3 The transfer of a methyl group from SAM to an acceptor produces S-adenosyl-L-homocysteine (Item No. 13603).2 SAM is also metabolized by SAM decarboxlase to give decarboxylated SAM, which is involved in the polyamine pathway that generates spermine.2 Cayman Chemical’s SAM has been purified to remove all S-adenosylhomocysteine, a known inhibitor of most SAM-dependent methyltransferases which is commonly found in other commercially available SAM. In addition, Cayman’s SAM contains no S-methylthioadenosine, a common impurity which may act as a substrate in some assay formats, resulting in high background.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chiang, P.K. Biological effects of inhibitors of S-adenosylhomocysteine hydrolase. Pharmacol. Ther. 77(2), 115-134 (1998).

    2. Loenen, W.A.M. S-Adenosylmethionine: Jack of all trades and master of everything? Biochem. Soc. Trans. 34(2), 330-333 (2006).

    3. Chiang, P.K., Gordon, R.K., Tal, J., et al. S-adenosylmethionine and methylation. The FASEB Journal 10(4), 471-480 (1996).

    Product Citations

    Remmel, R.P., Crews, B.C., Kozak, K.R., et al. Studies on the metabolism of the novel, selective cyclooxygenase-2 inhibitor indomethacin phenethylamide in rat, mouse, and human liver microsomes: Identification of active metabolites. Drug Metab. Dispos. 32(1), 113-122 (2004).