A4377

S-(5′-Adenosyl)-L-methionine iodide

≥80% (spectrophotometric assay), suitable for cell culture

• Synonym(s): AdoMet, SAM
• Empirical Formula (Hill Notation): C₁₅H₂₃IN₆O₅S
• CAS Number: 3493-13-8
• Molecular Weight: 526.35
• Beilstein: 4120787
• EC Number: 222-486-5
• MDL number: MFCD00043192
• UNSPSC Code: 12352209
• PubChem Substance ID: 24890852
• NACRES: NA.26

Properties

• Product Name: S-(5′-Adenosyl)-L-methionine iodide, ≥80% (HPLC), ≥80% (spectrophotometric assay)
• Quality Level: 200
• Assay: ≥80% (HPLC); ≥80% (spectrophotometric assay)
• form: powder
• technique(s): cell culture | mammalian: suitable
• color: white to off-white
• solubility: H₂O: 100 mg/mL
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: [I-].C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23
• InChI: 1S/C15H22N6O5S.HI/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);1H/t7-,8+,10+,11+,14+,27?;/m0./s1
• InChI key: XQMWYLXPEGFCFT-XKGORWRGSA-N

Description

Application

S-(5′-Adenosyl)-L-methionine (SAM, AdoMet) is used as a primary methyl donor molecule in mammalian cell culture and the first step metabolite in methionine biosynthesis.

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.

Caution

This material is very unstable at room temperature.

Analysis Note

Purity based on UV and HPLC.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H317
• Precautionary Statements: P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364
• Hazard Classifications: Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves