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Synthesis of oligonucleotide containing 4'-o-nitrobenzyloxythymidine and its reactivity
Author(s) -
Mariko Aso,
Mitsuhiro Fukuda,
Kazuteru Usui,
Hiroshi Suemune
Publication year - 2004
Publication title -
nucleic acids symposium series
Language(s) - English
Resource type - Journals
eISSN - 1746-8272
pISSN - 0261-3166
DOI - 10.1093/nass/48.1.59
Subject(s) - oligonucleotide , duplex (building) , reactivity (psychology) , chemistry , thymidine , lewis acids and bases , ap site , catalysis , combinatorial chemistry , dna , biochemistry , dna damage , medicine , alternative medicine , pathology
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.

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