5-Methoxymethyl-2'-deoxyuridine

• CAT Number: C000707
• CAS Number: 5116-22-3
• Molecular Formula: C₁₁H₁₆N₂O₆
• Molecular Weight: 272.25
• Purity: ≥95%
• Synonyms: 5-Methoxymethyldeoxyuridine; α-Methoxythymidine; 2′-Deoxy-5-(methoxymethyl)uridine; 2′-Deoxy-5-(methoxymethyl)-uridine
• Solubility: Methanol (Slightly), Water (Slightly)
• Appearance: White to Off-White Solid
• Storage: -20°C, Hygroscopic
• IUPAC Name: 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(methoxymethyl)pyrimidine-2,4-dione
• InChI: InChI=1S/C11H16N2O6/c1-18-5-6-3-13(11(17)12-10(6)16)9-2-7(15)8(4-14)19-9/h3,7-9,14-15H,2,4-5H2,1H3,(H,12,16,17)/t7-,8+,9+/m0/s1
• InChIKey: RSMISTTWWXJOOG-DJLDLDEBSA-N
• SMILES: COCC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)O

5-Methoxymethyl-2′-deoxyuridine (Cat No.:C000707) is a modified nucleoside where a methoxymethyl group is attached to the 5-position of the deoxyuridine base within a deoxyribose sugar backbone. This modification is used in nucleic acid research, particularly in the field of DNA synthesis and labeling. The methoxymethyl protecting group is often introduced to prevent unwanted reactions during oligonucleotide synthesis. Researchers employ 5-Methoxymethyl-2′-deoxyuridine as a precursor to incorporate specific modifications into DNA strands, allowing for the controlled modification of nucleic acids and facilitating studies on gene expression and molecular biology.

Reference

Johar, M., et al.: Bioorg Med Chem, 13, 6663 (2005)