20649-46-1

Basic information

• Product Name: 2',3'-DIMETHOXYADENOSINE
• Synonyms: 2',3'-DIMETHOXYADENOSINE;Adenosine,2',3'-di-O-Methyl-(8CI,9CI);2',3'-Di-O-methyladenosine
• CAS NO: 20649-46-1
• Molecular Formula: C12H17N5O4
• Molecular Weight: 295.29
• Mol File: 20649-46-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2',3'-DIMETHOXYADENOSINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2',3'-DIMETHOXYADENOSINE(20649-46-1)
• EPA Substance Registry System: 2',3'-DIMETHOXYADENOSINE(20649-46-1)

Safety Data

• Hazardous Substances Data: 20649-46-1(Hazardous Substances Data)

Usage

Uses

2’,3’-Di-O-methyladenosine is a derivative of 2-Amino Adenosine (A580360), which is a nucleoside analog as inhibitor or substrate of adenosine kinase from M. tuberculosis.

Upstream product

• 17287-03-5 trimethylsulphonium hydroxide 
• 58-61-7 adenosine 
• 74-88-4 methyl iodide 
• 74230-06-1 trimethylselenonium hydroxyde 
• 10300-22-8 3'-O-methyladenosine 
• 2140-79-6 2'-O-methyl adenosine 

Relevant articles and documents

Oligonucleotide analogues with integrated bases and backbones. Part 25: Structural effects on the gelation of self-complementary A*[s]U dinucleosides

The ability of A*[s]U dinucleosides to gel organic solvents and water is modulated by changing the nature of the substituents at O-C(2′) and O-C(3′), as evidenced by comparing the gelation of the dinucleosides 7-9 and the properties of the gels. A mere ex

Methylation of Adenosine and Related Nucleosides with Trimethylselenonium Hydroxyde, and Regiospecific Effects of Copper(II) Ions

Methylation of adenosine, deoxyadenosine, 6-N-methyladenosine and 2'(3')-O-methyladenosines with trimethylselenonium hydroxyde was studied in the presence and absence of copper(II) acetylacetonate .It was found that copper(II) ions promoted methylation of the 2'(3')-OH groups of the ribonucleosides but suppressed methylation at the N-1 position of the adenine rings.The metal-ion effects are discussed in conjunction with a catalytic role for Cu(AA)2 in the reactions.

Methylation study of ribonucleosides, deoxyribonucleosides, and 2′-O-methylribonucleosides with trimethylsulphonium hydroxide and trimethylsulphonium iodide. Influence of the 2′-hydroxy-groups on the reactivity of the base moieties of ribonucleosides

Methylations of the naturally occuring ribonucleoside (1), deoxyribonucleoside (2), and 2′-O-methylribonucleoside (3) were carried out using trimethylsulphonium hydroxide (Me3SOH) and trimethylsulphonium iodide (Me3Sl). The base moiety of (2) and (3) are more reactive than the corresponding base moiety of (1). The sites and extent of methylation of (2) are considerably different from those of (1), but are almost identical with those of (3). The reactivities of (1)-(3) are discussed in connection to an intramolecular interaction of the 2′-OH groups with the base moiety of (1). The methylating characteristics of Me 3SOH and Me3Sl are also described. The kinetics indicate an SN2 mechanism for methylation of nucleosides by Me 3S+ ions.