M4254

5-Methylcytidine

≥99%

• Empirical Formula (Hill Notation): C₁₀H₁₅N₃O₅
• CAS Number: 2140-61-6
• Molecular Weight: 257.24
• EC Number: 218-390-8
• MDL number: MFCD00006548
• UNSPSC Code: 41106305
• PubChem Substance ID: 24896915
• NACRES: NA.51

Properties

• assay: ≥99%
• form: powder
• mp: 212-215 °C (dec.) (lit.)
• solubility: water: 25 mg/mL, clear, colorless
• SMILES string: CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N=C1N
• InChI: 1S/C10H15N3O5/c1-4-2-13(10(17)12-8(4)11)9-7(16)6(15)5(3-14)18-9/h2,5-7,9,14-16H,3H2,1H3,(H2,11,12,17)/t5-,6-,7-,9-/m1/s1
• InChI key: ZAYHVCMSTBRABG-JXOAFFINSA-N

Description

General description

5-Methylcytidine is a component of RNA in Escherichia coli. It is present in the RNA of plant, animal and bacterial origin. It is one of the C derivative present in transfer RNA (tRNA).

Application

5-Methylcytidine has been used as a standard for deriving the calibration curve in reversed phase high performance liquid chromatography (RP-HPLC).

5-Methylcytidine is used in studies of DNA methylation processes (epigenetics).

Biochem/physiol Actions

5-Methylcytidine is an alkylated pyrimidine plays an important role enhancing the stacking in A- and B- helices of nucleic acid, results in increase of the melting temperature and improves thermal stability leading to structural stabilization.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable