5'-ODMT cEt G Phosphoramidite (Amidite)

• CAT Number: I042308
• CAS Number: 945628-66-0
• Molecular Formula: C46H56N7O9P
• Molecular Weight: 881.95
• Purity: ≥95%
• Synonyms: N-[9-[(1S,3R,4R,6S,7S)-1-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-7-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-6-methyl-2,5-dioxabicyclo[2.2.1]heptan-3-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide
• InChI: InChI=1S/C46H56N7O9P/c1-28(2)41(54)50-44-49-40-37(42(55)51-44)48-27-52(40)43-38-39(62-63(59-25-13-24-47)53(29(3)4)30(5)6)45(61-43,31(7)60-38)26-58-46(32-14-11-10-12-15-32,33-16-20-35(56-8)21-17-33)34-18-22-36(57-9)23-19-34/h10-12,14-23,27-31,38-39,43H,13,25-26H2,1-9H3,(H2,49,50,51,54,55)/t31-,38+,39-,43+,45-,63?/m0/s1
• InChIKey: VMDSRWMHPUGGSZ-KHGLYSIJSA-N
• SMILES: CC1C2(C(C(O1)C(O2)N3C=NC4=C3N=C(NC4=O)NC(=O)C(C)C)OP(N(C(C)C)C(C)C)OCCC#N)COC(C5=CC=CC=C5)(C6=CC=C(C=C6)OC)C7=CC=C(C=C7)OC

5′-ODMT cEt G Phosphoramidite (Amidite) (Cat No.: I042308) is a guanosine-derived nucleotide building block used in solid-phase oligonucleotide synthesis. It features a 5′-O-dimethoxytrityl (ODMT) protecting group for chain assembly and a constrained ethyl (cEt) modification that enhances binding affinity, nuclease resistance, and overall duplex stability. This amidite is essential in the development of antisense oligonucleotides and siRNA therapeutics, offering improved pharmacokinetics and target specificity. It plays a vital role in designing next-generation nucleic acid drugs with enhanced biological performance and therapeutic potential.

Reference

[1]. 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.
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[2]. Seth PP, et al. Synthesis and biophysical evaluation of 2′,4′-constrained 2’O-methoxyethyl and 2′,4′-constrained 2’O-ethyl nucleic acid analogues. J Org Chem. 2010 Mar 5;75(5):1569-81.
[Content Brief]