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  • Title: Photochemical generation of C4'-oxidized abasic site containing oligodeoxynucleotide and its efficient amine modification.
    Author: Aso M, Usui K, Fukuda M, Kakihara Y, Goromaru T, Suemune H.
    Journal: Org Lett; 2006 Jul 20; 8(15):3183-6. PubMed ID: 16836361.
    Abstract:
    [Structure: see text] We synthesized oligodeoxynucleotide (ODN, 3), which contains 4'-o-nitrobenzyloxythymidine (4) as a caged precursor of C4'-oxidized abasic site (1). Photoirradiation of 3 at 365 nm followed by amine treatment under neutral conditions afforded the lactam (2) efficiently. Duplexed ODN 3 was converted to 1 faster and more efficiently than single stranded 3, whereas amine treatment of 1 formed from single stranded 3 resulted in slightly faster lactam formation than with the duplex.
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