Description

2′-O-Methylcytidine (CAS No. 2140-72-9) is a chemically modified nucleoside derivative with the molecular formula C₁₀H₁₅N₃O₅. This compound features a methyl group at the 2′-position of the ribose sugar, enhancing its stability against enzymatic degradation compared to unmodified cytidine. It is widely utilized in oligonucleotide synthesis, RNA research, and therapeutic applications due to its ability to improve nuclease resistance and modulate RNA interference (RNAi) activity. With an IUPAC name of 4-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidin-2-one, this high-purity compound is rigorously tested via HPLC, NMR, and mass spectrometry to ensure quality and consistency. Ideal for researchers in molecular biology, biochemistry, and pharmaceutical development.

Properties

• CAS Number: 2140-72-9
• Complexity: 397
• IUPAC Name: 4-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxy-tetrahydrofuran-2-yl]pyrimidin-2-one
• InChI: InChI=1S/C10H15N3O5/c1-17-8-7(15)5(4-14)18-9(8)13-3-2-6(11)12-10(13)16/h2-3,5,7-9,14-15H,4H2,1H3,(H2,11,12,16)/t5-,7-,8-,9-/m1/s1
• InChI Key: RFCQJGFZUQFYRF-ZOQUXTDFSA-N
• Exact Mass: 257.10117059
• Molecular Formula: C10H15N3O5
• Molecular Weight: 257.24
• SMILES: CO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)CO)O
• Topological: 118
• Monoisotopic Mass: 257.10117059
• Synonyms: 2′-O-Methylcytidine, 2140-72-9, Cytidine, 2′-O-methyl-, O(2′)-Methylcytidine, O-2-Methylcytidine, 5XD9IH2G27, CHEBI:19228, UNII-5XD9IH2G27, 58970-16-4, rfcqjgfzuqfyrf-zoquxtdfsa-n, 2′-O-Methyl cytidine, 4-amino-1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidin-2(1H)-one, 4-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidin-2-one, 2′-O-METHYL-CYTIDINE, O2′-methylycytidine, MFCD11519076, 2 -O-Methylcytidine, 2′-o-methyl-d-cytidine, SCHEMBL64632, Cytidine, 2′-?O-?methyl-, CHEMBL176605, DTXSID50943958, HG1325, ZB1481, AKOS015850975, AKOS015896935, CS-W012550, HY-W011834, NM06302, BP-58836, DS-14587, PD143476, 2 inverted exclamation marka-O-methylcytidine, BRD-K23276845-001-01-1, Q15632793, 4-Imino-1-(2-O-methylpentofuranosyl)-1,4-dihydropyrimidin-2-ol, 4-Amino-1-((2R,3R,4S,5R)-4-hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one, 4-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxy-tetrahydrofuran-2-yl]pyrimidin-2-one, 4-azanyl-1-[(2R,3R,4R,5R)-5-(hydroxymethyl)-3-methoxy-4-oxidanyl-oxolan-2-yl]pyrimidin-2-one

Application

2′-O-Methylcytidine is primarily used in the synthesis of modified oligonucleotides for RNA-based therapeutics and diagnostics. Its incorporation enhances RNA stability by resisting ribonuclease degradation, making it valuable for antisense and siRNA applications. Additionally, it serves as a critical building block in studying RNA structure-function relationships and developing gene-silencing technologies.

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