3493-13-8 Usage
Description
S-ADENOSYL-L-METHIONINE IODIDE SALT, also known as S-(5′-Adenosyl)-L-methionine (SAM, AdoMet), is a vital biomolecule that plays a significant role in various biological processes. It is a derivative of the amino acid methionine and is characterized by its ability to act as a primary methyl donor in numerous biochemical reactions. SAM is involved in the methylation of DNA, RNA, proteins, and lipids, which are essential for the regulation of gene expression, protein function, and cellular signaling.
Source:
S-ADENOSYL-L-METHIONINE IODIDE SALT is synthesized within cells as an intermediate in the methionine biosynthesis pathway. It can also be obtained from dietary sources, such as meat, fish, and dairy products, which are rich in methionine.
Production Methods:
The production of SAM involves the conversion of methionine to S-adenosyl-L-methionine through the action of the enzyme methionine adenosyltransferase. This enzyme catalyzes the transfer of an adenosyl group from ATP to methionine, resulting in the formation of SAM.
Uses
Used in Mammalian Cell Culture:
S-ADENOSYL-L-METHIONINE IODIDE SALT is used as a primary methyl donor molecule in mammalian cell culture. It is essential for the growth and maintenance of various cell types, as it provides the necessary methyl groups for cellular processes such as DNA methylation, histone methylation, and protein methylation. These methylation events are crucial for regulating gene expression, cellular differentiation, and maintaining cellular homeostasis.
Used in Methionine Biosynthesis:
S-ADENOSYL-L-METHIONINE IODIDE SALT is the first step metabolite in methionine biosynthesis. It serves as a key intermediate in the conversion of methionine to other important biomolecules, such as cysteine, polyamines, and ethylene. These molecules play vital roles in various cellular processes, including antioxidant defense, cell growth, and plant hormone regulation.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 3493-13-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,4,9 and 3 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 3493-13:
(6*3)+(5*4)+(4*9)+(3*3)+(2*1)+(1*3)=88
88 % 10 = 8
So 3493-13-8 is a valid CAS Registry Number.
3493-13-8Relevant articles and documents
Borchardt,Wu.
, p. 1099,1100 (1976)
Large-scale, protection-free synthesis of Se-adenosyl-l-selenomethionine analogues and their application as cofactor surrogates of methyltransferases
Bothwell, Ian R.,Luo, Minkui
supporting information, p. 3056 - 3059 (2014/06/23)
S-Adenosyl-l-methionine (SAM) analogues have previously demonstrated their utility as chemical reporters of methyltransferases. Here we describe the facile, large-scale synthesis of Se-alkyl Se-adenosyl-l-selenomethionine (SeAM) analogues and their precursor, Se-adenosyl-l-selenohomocysteine (SeAH). Comparison of SeAM analogues with their equivalent SAM analogues suggests that sulfonium-to-selenonium substitution can enhance their compatibility with certain protein methyltransferases, favoring otherwise less reactive SAM analogues. Ready access to SeAH therefore enables further application of SeAM analogues as chemical reporters of diverse methyltransferases.
