5'-ODMT cEt m5U Phosphoramidite (Amidite)

• CAT Number: I042306
• CAS Number: 1197033-22-9
• Molecular Formula: C42H51N4O9P
• Molecular Weight: 786.85
• Purity: ≥95%
• Synonyms: 3-[[(1S,3R,4R,6S,7S)-1-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-6-methyl-3-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,5-dioxabicyclo[2.2.1]heptan-7-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
• InChI: InChI=1S/C42H51N4O9P/c1-27(2)46(28(3)4)56(52-24-12-23-43)55-37-36-39(45-25-29(5)38(47)44-40(45)48)54-41(37,30(6)53-36)26-51-42(31-13-10-9-11-14-31,32-15-19-34(49-7)20-16-32)33-17-21-35(50-8)22-18-33/h9-11,13-22,25,27-28,30,36-37,39H,12,24,26H2,1-8H3,(H,44,47,48)/t30-,36+,37-,39+,41-,56?/m0/s1
• InChIKey: SEFBXGXPINACNI-IMMRMUFKSA-N
• SMILES: CC1C2(C(C(O1)C(O2)N3C=C(C(=O)NC3=O)C)OP(N(C(C)C)C(C)C)OCCC#N)COC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC

5′-ODMT cEt m5U Phosphoramidite (Amidite) (Cat No.: I042306) is a chemically modified nucleotide used in solid-phase oligonucleotide synthesis. It features a 5′-O-dimethoxytrityl (ODMT) protecting group, a constrained ethyl (cEt) modification for enhanced binding affinity and nuclease resistance, and a 5-methyluridine (m5U) base for improved stability and base-pairing properties. This amidite is ideal for synthesizing antisense oligonucleotides and RNA therapeutics, offering increased target affinity, reduced immunogenicity, and enhanced pharmacokinetic profiles in gene silencing and RNA-based drug development applications.

Reference

[1]. Fiona J. Laraman, et al. Investigating the Activation Kinetics of Phosphoramidites for Oligonucleotide Synthesis. Org. Process Res. Dev. 2022, 26, 3, 764-772.

[2]. Vasquez G, et al. Site-specific incorporation of 5′-methyl DNA enhances the therapeutic profile of gapmer ASOs. Nucleic Acids Res. 2021 Feb 26;49(4):1828-1839.
[Content Brief]