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

被引：15
|
作者：
Fujino, Tomoko [1 ]
Tsunaka, Nobuhide [1 ]
Guillot-Nieckowski, Marine [2 ]
Nakanishi, Waka [1 ]
Iwamoto, Takeaki [1 ]
Nakamura, Eiichi [2 ]
Isobe, Hiroyuki [1 ]
机构：
[1] Tohoku Univ, Dept Chem, Aoba Ku, Sendai, Miyagi 9808578, Japan
[2] Univ Tokyo, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
来源：
TETRAHEDRON LETTERS | 2010年 / 51卷 / 15期
关键词：
Transglycosylation; Artificial deoxyribonucleoside; Puckering conformation; NUCLEOSIDE SYNTHESIS; CONFORMATION;
D O I：
10.1016/j.tetlet.2010.02.046
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2036 / 2038
页数：3
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