Synthesis of oligonucleotide containing 4'-o-nitrobenzyloxythymidine and its reactivity.
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.
Aso
Mariko
M
Graduate School of Pharmaceutical Sciences, Kyushu University, Maidashi 3-1-1, Higashi-ku, Fukuoka 812-8582, Japan.
Fukuda
Mitsuhiro
M
Usui
Kazuteru
K
Suemune
Hiroshi
H
D002851:Chromatography, High Pressure Liquid; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D010777:Photochemistry; D013936:Thymidine / Q000031:analogs & derivatives* / Q000737:chemistry*
C521143:4'-o-nitrobenzyloxythymidine; D009841:Oligonucleotides; D013936:Thymidine