Synthesis and structures of deoxyribonucleoside analogues for triazole-linked DNA ( super(TL)DNA)

Synthesis and structures of deoxyribonucleoside analogues for triazole-linked DNA ( super(TL)DNA)

Deoxyribonucleoside analogues bearing acetylene group at the pseudo-5'-position and azido group at the pseudo-3'-position have been synthesized by transglycosylation reaction of deoxythymidine analogue with adenine, cytosine, and guanine nucleobases as nucleophiles. The structures of analo...

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Veröffentlicht in:Tetrahedron letters 2010-04, Vol.51 (15), p.2036-2038
Hauptverfasser: Fujino, Tomoko, Tsunaka, Nobuhide, Guillot-Nieckowski, Marine, Nakanishi, Waka, Iwamoto, Takeaki, Nakamura, Eiichi, Isobe, Hiroyuki
Format: Artikel
Sprache:eng
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Zusammenfassung:Deoxyribonucleoside analogues bearing acetylene group at the pseudo-5'-position and azido group at the pseudo-3'-position have been synthesized by transglycosylation reaction of deoxythymidine analogue with adenine, cytosine, and guanine nucleobases as nucleophiles. The structures of analogues were studied in crystalline state by X-ray crystallography as well as in solution phase by NMR spectroscopy and showed the puckering conformations similar to the natural congeners. AB:
ISSN:0040-4039
DOI:10.1016/j.tetlet.2010.02.046