2'-O-Methylcytidine
[CAS# 2140-72-9]

Identification

• Classification: Biochemical >> Nucleoside drugs >> Nucleoside intermediate
• Name: 2'-O-Methylcytidine
• Synonyms: 2'-OMe-C
• Protein Sequence: N
• Molecular Formula: C₁₀H₁₅N₃O₅
• Molecular Weight: 257.24
• CAS Registry Number: 2140-72-9
• SMILES: CO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)CO)O

Properties

• Melting point: 252-253 ºC

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319-H335
• Precautionary Statements: P261-P305+P351+P338

Discovory and Applicatios

2'-O-methylcytidine, often abbreviated as 2'-O-MeC, is a modified nucleoside known for its enhanced stability and usefulness in a variety of biochemical and medical applications. The compound demonstrates advances in the field of nucleoside chemistry aimed at improving the robustness and functionality of nucleoside-based molecules.

The discovery of 2'-O-methylcytidine stems from efforts to develop nucleoside analogs with greater resistance to degradation. By adding a methyl group to the 2'-hydroxyl group of the ribose sugar in cytidine, researchers sought to create a more stable variant of this essential nucleoside. This modification increases the resistance of the nucleoside to hydrolysis and enzymatic degradation, making it more suitable for a variety of applications in nucleic acid research and therapeutic development.

2'-O-methylcytidine is widely used in RNA research due to its enhanced stability. The 2'-O-methyl modification protects RNA molecules from ribonuclease degradation, allowing scientists to more accurately study RNA structure, function, and interactions. This stability is critical for understanding RNA mechanisms and designing experiments involving synthetic RNA molecules.

In nucleic acid synthesis, 2'-O-MeC is used to create more stable RNA and DNA sequences. Its resistance to degradation makes it a valuable tool for the synthesis of oligonucleotides, which are used in a variety of applications such as diagnostics, gene expression studies, and therapeutic nucleic acids. The use of 2'-O-MeC in these cases ensures that the synthesized molecules maintain their integrity and functionality over time.

The stability provided by 2'-O-methylcytidine contributes to its potential in therapeutic development. By incorporating this modification, researchers can design nucleoside analogs with improved pharmacokinetic properties, resulting in more effective antiviral and anticancer drugs. The enhanced stability of these analogs helps prolong their activity and reduce the frequency of dosing.