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

页码：2036 / 2038

页数：3

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