2140-64-9

Basic information

• Product Name: 3-methylcytidine
• Synonyms: 3-Methylcytidine;N3-Methylcytidine
• CAS NO: 2140-64-9
• Molecular Formula: C₁₀H₁₅N₃O₅
• Molecular Weight: 257.24
• Mol File: 2140-64-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 471.9°Cat760mmHg
• Flash Point: 239.2°C
• Appearance: /
• Density: 1.71g/cm³
• Vapor Pressure: 6.88E-11mmHg at 25°C
• Refractive Index: 1.701
• PKA: 13.35±0.70(Predicted)
• CAS DataBase Reference: 3-methylcytidine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methylcytidine(2140-64-9)
• EPA Substance Registry System: 3-methylcytidine(2140-64-9)

Safety Data

• Hazardous Substances Data: 2140-64-9(Hazardous Substances Data)

Usage

General Description

3-Methylcytidine is a modified nucleoside that is found in RNA. It is derived from cytidine and contains a methyl group attached to the 3' carbon of the ribose ring. This modification has been shown to play a role in regulating gene expression and is involved in various cellular processes, such as RNA stability, mRNA translation, and splicing. 3-Methylcytidine has also been identified as a potential biomarker for certain types of cancer and other diseases, making it an important target for further research in the field of epigenetics and RNA biology.

InChI:InChI=1/C10H15N3O5/c1-12-6(11)2-3-13(10(12)17)9-8(16)7(15)5(4-14)18-9/h2-3,5,7-9,11,14-16H,4H2,1H3/b11-6+/t5-,7-,8-,9+/m1/s1

Upstream product

• 107-71-1 tert-butyl peroxyacetate 
• 65-46-3 CYTIDINE 
• 17287-03-5 trimethylsulphonium hydroxide 
• 684-93-5 1-methyl-1-nitrosourea 

Relevant articles and documents

Noncanonical RNA Nucleosides as Molecular Fossils of an Early Earth—Generation by Prebiotic Methylations and Carbamoylations

The RNA-world hypothesis assumes that life on Earth started with small RNA molecules that catalyzed their own formation. Vital to this hypothesis is the need for prebiotic routes towards RNA. Contemporary RNA, however, is not only constructed from the four canonical nucleobases (A, C, G, and U), it also contains many chemically modified (noncanonical) bases. A still open question is whether these noncanonical bases were formed in parallel to the canonical bases (chemical origin) or later, when life demanded higher functional diversity (biological origin). Here we show that isocyanates in combination with sodium nitrite establish methylating and carbamoylating reactivity compatible with early Earth conditions. These reactions lead to the formation of methylated and amino acid modified nucleosides that are still extant. Our data provide a plausible scenario for the chemical origin of certain noncanonical bases, which suggests that they are fossils of an early Earth.

Methylation of Nucleosides with Trimethylsulfonium Hydroxide. Effects of Transition Metal Ions

The effect of transition metal acetylacetonates on the methylation of ribo- and deoxyribonucleosides with trimethylsulfonium hydroxide was studied.With ribonucleosides the metal complexes promoted O'-methylation at the 2' and 3' positions of the ribosyl group.A comparable effect was not observed in methylation of deoxyribonucleosides.These results are attributed to an increase in the nucleophilicity of the 2'-OH and 3'-OH groups of the ribosides through complex formation with the metal ion; such a complex cannot form with the deoxyribose derivatives.The activity of the metal ions studied for promoting this O'-methylation increased in the order Mn2+ 2+ = Zn2+ 2+ 2+ 3+.These M(AA)n also suppressed N-methylation of the purine and pyrimidine rings of adenosine and cytidine.It is suggested that this result may be caused by coordination of the metal ions with ring nitrogens.