Synthesis of oligonucleotide containing 4'-o-nitrobenzyloxythymidine and its reactivity
Mariko Aso1, Mitsuhiro Fukuda, Kazuteru Usui
1Graduate School of Pharmaceutical Sciences, Kyushu University, Maidashi 3-1-1, Higashi-ku, Fukuoka 812-8582, Japan.
Abstract:
We synthesized oligonucleotide (1) containing 4'-o-nitrobenzyloxythymidine (2), which was prepared by reaction of 4',5'-unsaturated thymidine with m-CPBA followed by Lewis-acid catalyzed addition of o-nitrobenzylalcohol. The duplex stability of 1 with the complementary oligonucleotide was studied by Tm measurement. Photochemical reaction of 1 to generate C4'-oxidized abasic site containing oligonucleotide (3) was studied.
Related Concept Videos
2° Amines to N-Nitrosamines: Reaction with NaNO2
Proofreading
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Maxam-Gilbert Sequencing
Challenges of the Maxam-Gilbert Method
The...
Nucleophilic Aromatic Substitution: Elimination–Addition


