304436-75-7

Upstream product

• 348-57-2 2,4-difluorobromobenzene 
• 1067677-89-7 C₃₂H₃₀F₂O₅ 
• 304436-74-6 2',3',5'-tri-O-benzyl-1'-deoxy-β-1'-(2,4-difluorophenyl)-D-ribofuranose 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 263701-23-1 1'-deoxy-β-1'-(2,4-difluorophenyl)-D-ribofuranose 

Downstream Products

• 304436-76-8 2-O-[(tert-butyl)dimethylsilyl]-1-deoxy-1-(2,4-difluorophenyl)-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranose 
• 911468-83-2 1'-deoxy-β-1'-(2,4-difluorophenyl)-5-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-D-ribofuranose 
• 911468-85-4 3'-O-acetyl-1-deoxy-1-(2,4-difluorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-β-D-ribofuranose 

Relevant academic research and scientific papers

The roles of hydrogen bonding and sterics in RNA interference

(Formula Presented) Better than normal: RNA-interference studies with mismatched target RNA have demonstrated sequence selectivity (at the single-nucleotide level) at many different positions of the RNA strand. The use of rF in place of rU at position 7 a

Control of the stability of a protein-RNA complex by the position of fluorine in a base analogue

The effects of modifying the electronic characteristics of nonpolar base analogues substituted at positions involved in stacking interactions between SL2 RNA and the U1A protein are described. A surprisingly large difference in the stability between complexes formed with base analogues that differ only in the position of substitution of a single fluorine atom is observed. The results of high-level ab initio calculations of the interactions between the nonpolar base analogue and the amino acid side chain correlate with the experimentally observed trends in complex stability, which suggests that changes in stacking interactions that result from varying the position and degree of fluorine substitution contribute to the effects of fluorine substitution on the stability of the U1A-SL2 RNA complex.

Steric effects in RNA interference: Probing the influence of nucleobase size and shape

Nonpolar nucleosides with varying size and shape have been used to study the hydrogen-bonding stabilization and steric effects on RNA interference. The uracil and adenine residues of siRNA guide strands have been replaced by nonpolar isosteres of uracil a

Synthesis of fluorobenzene and benzimidazole nucleic-acid analogues and their influence on stability of RNA duplexes

Six different ribonucleoside phosphoramidites with fluorobenzenes or fluorobenzimidazoles as base analogues, one abasic site, and inosine were synthesized and incorporated into oligoribonucleotides. The oligomers were investigated by means of UV and CD spectroscopy to assess the contribution of H-bonding, base stacking, and solvation to the stability of the RNA duplex. CD Spectra show that the incorporation of modified nucleosides does not lead to changes in the structure of RNA. The T(m) differences determined are based on changes in base stacking and solvation. Individual contributions of base stacking and solvation of the modified nucleosides could be determined. In fluorobenzene·fluorobenzimidazole-modified base pairs, a duplex-stabilizing force was found that points to a weak F ··· H H-bond.