183377-91-5

Upstream product

• 589-87-7 1,4-bromoiodobenzene 
• 106-37-6 1.4-dibromobenzene 
• 179762-40-4 5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-bromophenyl)-β-D-ribofuranose 
• 179762-64-2 1-(4-bromophenyl)-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribofuranose 
• 179762-56-2 5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-aminophenyl)-β-D-ribofuranose 
• 130222-84-3 5-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribono-1,4-lactone 
• 22480-64-4 4-bromophenyllithium 
• 179762-57-3 N-{4-[(3aS,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-phenyl}-2,2,2-trifluoro-acetamide 

Downstream Products

• 179762-60-8 N-{4-[(2S,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-phenyl}-2,2,2-trifluoro-acetamide 
• 179762-58-4 1-Deoxy-1-[p-(N-TFA)aminophenyl]-β-D-ribofuranose 

Relevant academic research and scientific papers

Modified Nucleosides for Ribozyme Structure-Activity Studies

C-Phenyl, C-p-aminophenyl and C-naphthyl as well as pyridine-4(2)-one ribofuranosides were synthesized and site-specifically incorporated into a hammerhead ribozyme using solid phase synthesis.The modified oligonucleotides were used to probe the structural requirements at position 7 for catalytic activity.A pyridine-4-one-base substitution at a single position (N7) within the ribozyme catalytic core increased catalytic rate 10-fold.C-Phenyl, N3-methyluracyl, and p-aminophenyl base substitution at N7 reproducibly increased the catalytic rate twofold.

Synthesis of 1-deoxy-1-C-(p-aniline)-β-D-ribofuranose and its incorporation into hammerhead ribozymes

p-AnilineC-ribofuranoside 11 was prepared in 5 steps from 1-bromo-4-lithiobenzene (1) and D-ribono-1,4 lactone 2. A three step derivatization of 11 yielded 3'-O-phosphoramidite 14 which was incorporated into ribozymes using the solid phase phosphoramidite procedure.