222736-16-5

Upstream product

• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 222736-15-4 (5'S)-N₂-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5',8-cyclo-2'-deoxyguanosine 
• 68892-42-2 N-isobutyryl-2'-deoxyguanosine 
• 960044-93-3 C₁₆H₂₅N₅O₃Si 
• 1350751-83-5 N₂-DMF-5'-phenylthio-2',5'-dideoxyguanosine 
• 1350751-84-6 N₂-DMF-5',8-cyclo-2',5'-dideoxyguanosine 
• 1350751-85-7 N₂-DMF-3'-O-(tert-butyldimethylsilyl)-5',8-cyclo-2',5'-dideoxyguanosine 
• 17331-13-4 N²-dimethylaminomethylene-2'-deoxyguanosine 
• 961-07-9 2'-Deoxyguanosine 
• 222736-14-3 N₂-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5',8-cyclo-2',5'-dideoxyguanosine 
• 222736-12-1 N₂-isobutyryl-5'-phenylthio-2',5'-dideoxyguanosine 
• 222736-13-2 N₂-isobutyryl-5',8-cyclo-2',5'-dideoxyguanosine 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 222736-17-6 (5'S)-N₂-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine 

Relevant academic research and scientific papers

Structure of (5′ S)-8,5′-cyclo-2′-deoxyguanosine in DNA

Diastereomeric 8,5′-cyclopurine 2′-deoxynucleosides, containing a covalent bond between the deoxyribose and the purine base, represent an important class of DNA damage induced by ionizing radiation. The 8,5′-cyclo-2′-deoxyguanosine lesion (cdG) has been r

Synthesis and characterization of oligonucleotides containing 5',8- cyclopurine 2'-deoxyribonucleosides: (5'R)-5',8-cyclo-2'-deoxyadenosine, (5'S)-5',8-cyclo-2'-deoxyguanosine, and (5'R)-5',8-cyclo-2'-deoxyguanosine

Radiation-induced degradation of purine and pyrimidine nucleosides gave rise to carbon-bridged cyclocompounds. Such cyclonucleosides represent a class of tandem lesions in which modification of both the base and 2- deoxyribose has occurred. A solid-phase synthetic method was designed for the incorporation of both 5'R and 5'S diastereoisomers of 5',8-cyclopurine 2'- deoxyribonucleosides into oligodeoxynucleotides to facilitate the assessment of the biochemical and biophysical features of such lesions. We report the preparation of the phosphoramidite synthons of (5'R)-5',8-cyclo-2'- deoxyadenosine (2), (5'S)-5',8-cyclo-2'-deoxyguanosine (3), and (5'R)-5',8- cyclo-2'-deoxyguanosine (4). Fully protected compounds 10, 18, and 25 were then inserted into several oligonucleotides by automated procedures. Analysis of modified DNA oligomers 26-31 by electrospray mass spectrometry and enzymatic digestions with exo- and endonucleases confirmed the base compositions and the integrity of free radical-induced tandem lesions 2-4 that were chemically inserted.