1424338-86-2

Upstream product

• 1424338-84-0 N,N-bis[(1,1-dimethylethoxy)carbonyl]-5-[3′,5′-di-O-(tert-butyldiphenylsilyl)-β-D-xylofuranosyl]-3-nitro-6-[2-(4-nitrophenyl)ethoxy]-2-pyridinamine 
• 108-24-7 acetic anhydride 

Downstream Products

• 1424338-88-4 N,N-bis[(1,1-dimethylethoxy)carbonyl]-5-(2′-O-acetyl-β-D-xylofuranosyl)-3-nitro-6-[2-(4-nitrophenyl)ethoxy]-2-pyridinamine 
• 1424338-89-5 N,N-bis[(1,1-dimethylethoxy)carbonyl]-5-(5′-O-trityl-2′-O-acetyl-β-D-xylofuranosyl)-3-nitro-6-[2-(4-nitrophenyl)ethoxy]-2-pyridinamine 
• 1424338-92-0 N,N-bis[(1,1-dimethylethoxy)carbonyl]-5-(5′-trityl-3′-deoxy-3′-O-acetyl-β-D-ribofuranosyl)-3-nitro-6-[2-(4-nitrophenyl)ethoxy]-2-pyridinamine 
• 1424338-93-1 5-(3′-deoxy-3′-oxo-2′-O-acetyl-β-D-ribofuranosyl)-3-nitro-6-[2-(4-nitrophenyl)ethoxy]-2-pyridinamine 
• 1424338-95-3 (2′-O-acetyl-β-D-ribofuranosyl)-3-nitro-6-[2-(4-nitrophenyl)ethoxy]-2-pyridinamine 
• 1612794-18-9 C₅₄H₆₀N₄O₁₁Si₂ 
• 1582314-28-0 C₅₆H₆₂N₄O₁₂Si₂ 
• 1582314-27-9 C₅₂H₅₈N₄O₁₀Si₂ 

Relevant academic research and scientific papers

Ribonucleosides for an artificially expanded genetic information system

Rearranging hydrogen bonding groups adds nucleobases to an artificially expanded genetic information system (AEGIS), pairing orthogonally to standard nucleotides. We report here a large-scale synthesis of the AEGIS nucleotide carrying 2-amino-3-nitropyridin-6-one (trivially Z) via Heck coupling and a hydroboration/oxidation sequence. RiboZ is more stable against epimerization than its 2′-deoxyribo analogue. Further, T7 RNA polymerase incorporates ZTP opposite its Watson-Crick complement, imidazo[1,2-a]-1,3,5-triazin-4(8H)one (trivially P), laying grounds for using this second-generation AEGIS Z:P pair to add amino acids encoded by mRNA.

Ribonucleoside analogs with novel hydrogen bonding patterns

This invention relates to nucleoside, nucleotide, and oligonucleotide analogs that incorporate non-standard nucleobase analogs, defined to be those that present a pattern of hydrogen bonds to a paired nucleobase analog in a complementary strand that is different from the pattern presented by adenine, guanine, cytosine, and thymine. The invention is specifically concerned with nucleotide analogs that present the donor-donor-acceptor, hydrogen bonding patterns on pyrimidine analogs, and especially those that are analogs of ribonucleotides, including protected ribonucleotides suitable for phosphoramidite-based synthesis of RNA. The heterocycles on these nucleoside analogs are aminopyridones that have electron withdrawing groups attached to the position analogous to the 5-position of the ring in standard pyrimidines, including nitro, cyano, and carboxylic acid derivatives.