ChemicalBook--->CAS DataBase List--->174838-38-1

174838-38-1

174838-38-1 Structure

174838-38-1 Structure
IdentificationBack Directory
[Name]

5''-(Methyl-d3-thio)adenosine
[CAS]

174838-38-1
[Synonyms]

5''-(Methyl-d3-thio)adenosine
[Molecular Formula]

C11H15N5O3S
[MOL File]

174838-38-1.mol
[Molecular Weight]

297.33
Chemical PropertiesBack Directory
[solubility ]

DMF: soluble; DMSO: slightly soluble; Methanol: slightly soluble
[form ]

A solid
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
Hazard InformationBack Directory
[Description]

5''-Deoxy-5''-methylthioadenosine-d3 (MTA-d3) is intended for use as an internal standard for the quantification of MTA by GC- or LC-MS. MTA is an intermediate in the generation of adenine and methionine that is produced by the decarboxylation of S-adenosylmethionine. This nucleoside is a potent agonist of adenosine receptors (Kis = 0.15, 1.13, 13.9, and 0.68 μM for A1, A2A, A2B, and A3, respectively). At higher concentrations, MTA inhibits several enzymes, including protein carboxylmethyltransferase (Ki = 41 μM), S-adenosylhomocysteine hydrolase, SET methyltransferases, and spermidine and spermine synthases.
[Uses]

5''-(Methyl-d3-thio)adenosine (CAS# 174838-38-1) is a useful isotopically labeled research compound, where it is used in synthesis reactions.
[References]

[1] HUANG S. Histone methyltransferases, diet nutrients and tumour suppressors[J]. Nature Reviews Cancer, 2002, 2 6: 469-476. DOI: 10.1038/nrc819
[2] STEFAN KEHRAUS. Novel Amino Acid Derived Natural Products from the Ascidian Atriolum robustum: Identification and Pharmacological Characterization of a Unique Adenosine Derivative[J]. Journal of Medicinal Chemistry, 2004, 47 9: 2243-2255. DOI: 10.1021/jm031092g
[3] ADRIANA OLIVA. Studies on Substrate Specificity of S-Adenosylmethionine: Protein-Carboxyl Methyltransferase from Calf Brain[J]. The FEBS journal, 1980, 104 2: 595-602. DOI: 10.1111/j.1432-1033.1980.tb04463.x
[4] COLE P A. Chemical probes for histone-modifying enzymes[J]. Nature chemical biology, 2008, 4 10: 590-597. DOI: 10.1038/nchembio.111
[5] SUNG HO LEE  Young D C. Induction of Apoptosis in Leukemia U937 Cells by 5′-Deoxy-5′-methylthioadenosine, a Potent Inhibitor of Protein Carboxylmethyltransferase[J]. Experimental cell research, 1998, 240 2: Pages 282-292. DOI: 10.1006/excr.1998.4000
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