Stability and polymerase recognition of pyridine nucleobase analogues: Role of minor-groove H-bond acceptors

被引:53
作者
Kim, Yoonkyung [1 ]
Leconte, Aaron M. [1 ]
Hari, Yoshiyuki [1 ]
Romesberg, Floyd E. [1 ]
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
关键词
DNA replication; hydrophobic effects; nucleobases; polymerases; pyridines;
D O I
10.1002/anie.200602579
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the groove: In an effort to develop unnatural base pairs, pyridyl nucleoside analogues were synthesized and characterized (see structures). An α-glycosidic nitrogen atom provides an H-bond acceptor that does not significantly facilitate pairing with natural nucleobases. However, it forms minor-groove H-bonds with water molecules and DNA polymerases that optimize the stability and replication, respectively, of the unnatural base pair. (Figure Presented). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7809 / 7812
页数:4
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