91101-00-7

Basic information

• Product Name: (2R,3R,4R,5R)-5-(6-amino-1-methyl-2H-purin-9-yl)-2-(hydroxymethyl)-4-m ethoxy-oxolan-3-ol
• Synonyms: (2R,3R,4R,5R)-5-(6-amino-1-methyl-2H-purin-9-yl)-2-(hydroxymethyl)-4-m ethoxy-oxolan-3-ol;2'-O-methyl-1-methyladenosine
• CAS NO: 91101-00-7
• Molecular Formula: C12H19N5O4
• Molecular Weight: 295.29
• Mol File: 91101-00-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 612.0±65.0 °C(Predicted)
• Appearance: /
• Density: 1.69±0.1 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 13.22±0.70(Predicted)
• CAS DataBase Reference: (2R,3R,4R,5R)-5-(6-amino-1-methyl-2H-purin-9-yl)-2-(hydroxymethyl)-4-m ethoxy-oxolan-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4R,5R)-5-(6-amino-1-methyl-2H-purin-9-yl)-2-(hydroxymethyl)-4-m ethoxy-oxolan-3-ol(91101-00-7)
• EPA Substance Registry System: (2R,3R,4R,5R)-5-(6-amino-1-methyl-2H-purin-9-yl)-2-(hydroxymethyl)-4-m ethoxy-oxolan-3-ol(91101-00-7)

Safety Data

• Hazardous Substances Data: 91101-00-7(Hazardous Substances Data)

Usage

Uses

N1,O2''-Dimethyladenosine is a naturally occurring modified ribonucleotide found in tRNA.

Upstream product

• 17287-03-5 trimethylsulphonium hydroxide 
• 2140-79-6 2'-O-methyl adenosine 
• 2181-42-2 trimethylsulphonium iodide 

Relevant articles and documents

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.