20594-00-7

Basic information

• Product Name: 3'-(O-METHYL)CYTIDINE
• Synonyms: 3'-(O-METHYL)CYTIDINE
• CAS NO: 20594-00-7
• Molecular Formula: C₁₀H₁₅N₃O₅
• Molecular Weight: 257.24
• Mol File: 20594-00-7.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3'-(O-METHYL)CYTIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-(O-METHYL)CYTIDINE(20594-00-7)
• EPA Substance Registry System: 3'-(O-METHYL)CYTIDINE(20594-00-7)

Safety Data

• Hazardous Substances Data: 20594-00-7(Hazardous Substances Data)

Usage

General Description

3'-(O-Methyl)cytidine is a modified form of the nucleoside cytidine, with an additional methyl group attached to the 3' carbon of the ribose ring. It is commonly found in RNA molecules and plays a role in various biological processes such as gene expression and regulation. This modification can affect the stability and structure of RNA, as well as its interactions with proteins and other RNA molecules. 3'-(O-Methyl)cytidine has also been implicated in the development and progression of certain diseases, making it a potential target for therapeutic interventions. Its presence and abundance in biological systems are of significant interest for understanding its functional role and potential applications in biomedical research and drug development.

Upstream product

• 186581-53-3 diazomethane 
• 65-46-3 CYTIDINE 
• 17287-03-5 trimethylsulphonium hydroxide 
• 1899-02-1 trimethylphenylammonium hydroxide 
• 74-88-4 methyl iodide 

Downstream Products

• 185761-15-3 3'-O-methyl-5'-O-(monomethoxytrityl)-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>cytidine 

Relevant articles and documents

176. Nucleosides part LXI: A simple procedure for the monomethylation of protected and unprotected ribonucleosides in the 2′-O- and 3′-O-position using diazomethane and the catalyst stannous chloride

Intensive studies on the diazomethane methylation of the common ribonucleosides uridine, cytidine, adenosine, and guanosine and its derivatives were performed to obtain preferentially the 2′-O-methyl isomers. Methylation of 5′-O-(monomethoxytrityl)-N 2-[2-(4-nitrophenyl)ethoxycarbonyl]-O 6-[2-(4-nitrophenyl)ethyl]-guanosine (1) with diazomethane resulted in an almost quantitative yield of the 2′-nd 3′-O-methyl isomers which could be separated by simple silica-gel flash chromatography (Scheme 1). Adenosine, cytidine, and uridine were methylated with diazomethane with and without protection of the 5′-O-position by a mono- or dimethoxytrityl group and the aglycone moiety of adenosine and cytidine by the 2-(4-nitrophenyl)ethoxycarbonyl (npeoc) group (Schemes 2-4). Attempts to increase the formation of the 2′-O-methyl isomer as much as possible were based upon various solvents, temperatures, catalysts, and concentration of the catalysts during the methylation reaction.

Selective 2'-O-Methylation of Pyrimidine-Ribonucleosides by Trimethylsulfonium Hydroxide in the Presence of Mg2+ and Ca2+ Ions

Reactions of various ribonucleosides with trimethylsulfonium hydroxide were investigated in the presence of Mg2+ and Ca2+ ions.The 2'-OH groups of pyrimidine-ribonucleosides were methylated selectively.

SELECTIVE METHYLATION OF NUCLEOSIDES

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