CAS 24346-00-7

S-Adenosyl-L-methionine chloride

Description:

S-Adenosyl-L-methionine chloride (SAMe) is a naturally occurring compound that plays a crucial role in various biological processes, particularly in methylation reactions. It is a sulfonium compound derived from the amino acid methionine and adenosine triphosphate (ATP). SAMe is characterized by its ability to donate methyl groups to a variety of substrates, including DNA, proteins, and lipids, which is essential for the regulation of gene expression and the maintenance of cellular function. The chloride form indicates the presence of a chloride ion associated with the molecule, which can influence its solubility and stability. SAMe is soluble in water and exhibits a neutral to slightly basic pH in solution. It is often used in clinical settings for its potential therapeutic effects, including mood enhancement and liver health support. Additionally, SAMe is involved in the synthesis of important biomolecules such as neurotransmitters and phospholipids, highlighting its significance in both metabolic and neurological functions.

Formula: C₁₅H₂₃ClN₆O₅S

InChI: InChI=1/C15H22N6O5S.ClH/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?;/m1./s1

InChI key: InChIKey=DYFPQIYEZQULMZ-XKGORWRGSA-N

SMILES: O[C@H]1[C@H](N2C=3C(N=C2)=C(N)N=CN3)O[C@H](C[S+](CC[C@@H](C(O)=O)N)C)[C@H]1O.[Cl-]

Synonyms:

• (3-amino-3-carboxypropyl){[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}methylsulfonium chloride (non-preferred name)
• (3S)-5'-((3-Amino-3-carboxypropyl)methylsulphonio)-5'-deoxyadenosine chloride
• <span class="text-smallcaps">L</span>-Methionine, adenosine deriv.
• Adenosine, 5′-[(3-amino-3-carboxypropyl)methylsulfonio]-5′-deoxy-, chloride
• Adenosine, 5′-[(3-amino-3-carboxypropyl)methylsulfonio]-5′-deoxy-, chloride, (3S)-
• Adenosine, 5′-[[(3S)-3-amino-3-carboxypropyl]methylsulfonio]-5′-deoxy-, chloride
• Adenosine, 5′-[[(3S)-3-amino-3-carboxypropyl]methylsulfonio]-5′-deoxy-, chloride (1:1)
• Methionine, S-(5-deoxyadenos-5-yl)-, chloride, <span class="text-smallcaps">L</span>-
• S-(5-Adenosyl)-<span class="text-smallcaps">L</span>-methionine chloride
• S-Adenosyl-<span class="text-smallcaps">L</span>-methionine chloride
• S-Adenosylmethionine chloride
• [(3S)-3-amino-3-carboxypropyl]{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}methylsulfonium chloride (non-preferred name)
• Methionine, S-(5-deoxyadenos-5-yl)-, chloride, L-
• Einecs 246-184-8
• S-ADENOSYL-L-METHIONINE CHLORIDE
• 5'-[[(3S)-3-Amino-3-carboxypropyl]methylsulfonio]-5'-deoxy-adenosine chloride
• S-(5'-ADENOSYL)-L-METHIONINE CHLORIDE
• S-(5′-Adenosyl)-L-methionine chloride,Active methionine, AdoMet, SAM chloride
• SAM CHLORIDE
• ACTIVE METHIONINE
• Active methionine chloride
• ADENOSYL-L-METHIONINE CHLORIDE, S-(RG)
• S-ADENOSYL-L-METHIONINE CHLORIDE SALT USP/EP/BP
• S-Adenosyl-5'-L-methionine chloride
• S-ADENOSYL METHIONINE CHLORIDE SALT
• ((S)-3-Amino-3-carboxypropyl)(((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(methyl)sulfonium chloride
• SAM-Cl
• ADEMETHIONINECHLORIDE
• S-Adenosyl-5'-L-MethionineChlorideEx
• S-ADENOSYL-L-METHIONINE CHLORIDE SALT
• ADENOSYL-L-METHIONINE, S-CHLORIDE SALT
• (2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate hydrochloride
• SAM-E CHLORIDE SALT

5'-[[(3S)-3-Amino-3-carboxypropyl]methylsulfonio]-5'-deoxy-adenosine chloride

CAS: 24346-00-7

Formula: C₁₅H₂₃ClN₆O₅S

Molecular weight: 434.8983

Ref: IN-DA00BDS8

S-(5'-Adenosyl)-L-methionine-13C5 Sulfate Salt (Synthetic)(Mixture of Diastereomers)

Controlled Product

CAS: 24346-00-7

Stability Hygroscopic
Applications Labelled S-(5'-Adenosyl)-L-methionine Disulfate Salt (A291530). 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.
References Friedel, H., et al.: Drugs, 38, 389 (1989), Lu, S., et al.: Int. J. Biochem. Cell Biol., 32, 391 (2000), Amin, K., et al.: Pharm. Res., 18, 914 (2001),

Formula: C₁₀₁₃C₅H₂₃N₆O₅S•HSO₄•xH₂SO₄

Purity: >85%

Color and Shape: Neat

Molecular weight: 404.4197079808

Ref: TR-A291533

S-(5'-Adenosyl)-L-methionine Disulfate Salt (Synthetic) (Mixture of Diastereomers)

CAS: 24346-00-7, 485-80-3

Stability Hygroscopic
Applications 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.
References Friedel, H., et al.: Drugs, 38, 389 (1989), Lu, S., et al.: Int. J. Biochem. Cell Biol., 32, 391 (2000), Amin, K., et al.: Pharm. Res., 18, 914 (2001),

Formula: C₁₅H₂₆N₆O₁₃S

Purity: >85%

Color and Shape: Neat

Molecular weight: 594.59

Ref: TR-A291530