Synthesis of 3-(2-deoxy-β-D-ribofuranosyl)pyridin-2-one and 2-amino-6-(N,N-dimethylamino)-9-(2-deoxy-β-D-ribofuranosyl)purine derivatives for an unnatural base pair

被引：37

作者：

Ishikawa, M

Hirao, I

Yokoyama, S

机构：

[1] RIKEN Inst, JST, ERATO, Yokoyama CytoLog Project, Wako, Saitama 3510198, Japan

[2] Univ Tokyo, Grad Sch Sci, Dept Biophys & Biochem, Bunkyo Ku, Tokyo 1130033, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 20期

关键词：

D O I：

10.1016/S0040-4039(00)00520-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unnatural base pair, 2-amino-6-(N,N-dimethylamino)purine (denoted x) and pyridin-2-one (denoted y), was designed to prove the structural requirements for base pair formation involving shape complementarity. It was expected that y might satisfy the structural requirements for pairing with x, in which the bulky 6-dimethylamino group may eliminate base pairing with the natural bases. As chemical or biological substrates for DNA synthesis, the phosphoramidite of x and the 2'-deoxy-C3-ribonucleoside triphosphate of y (dyTP) were synthesized, and the incorporation experiment was demonstrated by using the Klenow fragment of Escherichia call DNA polymerase I. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：3931 / 3934

页数：4

共 16 条

[1] Interaction and solvation energies of nonpolar DNA base analogues and their role in polymerase insertion fidelity [J].