Description

2′-O-Methyluridine (CAS No. 2140-76-3) is a chemically modified nucleoside where the 2′-hydroxyl group of the ribose sugar is substituted with a methoxy group. This modification enhances its stability against enzymatic degradation, making it a valuable tool in nucleic acid research, oligonucleotide synthesis, and therapeutic applications. With the molecular formula C₁₀H₁₄N₂O₆ and IUPAC name 1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidine-2,4-dione, this compound is widely used in the study of RNA structure, function, and dynamics. It is particularly useful in the design of antisense oligonucleotides, siRNA, and other RNA-based therapeutics due to its ability to improve nuclease resistance and binding affinity. Our high-purity 2′-O-Methyluridine is rigorously tested for quality and consistency, ensuring reliable performance in your research applications.

Properties

• CAS Number: 2140-76-3
• Complexity: 385
• IUPAC Name: 1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxy-tetrahydrofuran-2-yl]pyrimidine-2,4-dione
• InChI: InChI=1S/C10H14N2O6/c1-17-8-7(15)5(4-13)18-9(8)12-3-2-6(14)11-10(12)16/h2-3,5,7-9,13,15H,4H2,1H3,(H,11,14,16)/t5-,7-,8-,9-/m1/s1
• InChI Key: SXUXMRMBWZCMEN-ZOQUXTDFSA-N
• Exact Mass: 258.08518617
• Molecular Formula: C10H14N2O6
• Molecular Weight: 258.23
• SMILES: CO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)CO)O
• Topological: 108
• Monoisotopic Mass: 258.08518617
• Synonyms: 2′-O-Methyluridine, 2140-76-3, Uridine, 2′-O-methyl-, O(2′)-Methyluridine, O2′-Methyluridine, 399VZB6TMB, UNII-399VZB6TMB, CHEBI:19227, sxuxmrmbwzcmen-zoquxtdfsa-n, 1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione, 2′-O-Methyl Uridine, 2 inverted exclamation marka-O-Methyluridine, 1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidine-2,4-dione, MFCD00056054, um, Uridine, 2′-O-methyl-; 2′-O-Methyluridine; O2′-Methyluridine; 1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione; 2′-Methoxy-2′-deoxyuridine, 2′-O-methyl-uridine, 2′-O-Methyl-D-uridine, SCHEMBL25866, SCHEMBL18817972, 2′-o-Methyluridine, AldrichCPR, DTXSID10943959, AKOS015850961, AKOS015919383, CS-W012540, HY-W011824, NM04259, AS-12177, BP-58662, PD158289, DB-006206, EN300-19734319, Q15632791, 4-Hydroxy-1-(2-O-methylpentofuranosyl)pyrimidin-2(1H)-one, 1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

Application

2′-O-Methyluridine is extensively used in RNA research for stabilizing oligonucleotides against degradation by nucleases. It plays a critical role in the synthesis of modified RNA strands for antisense and siRNA applications. Researchers also employ it to study RNA-protein interactions and to enhance the thermal stability of RNA duplexes. Its incorporation into oligonucleotides can improve pharmacokinetic properties for therapeutic use.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.