Polycyclic aromatic DNA-Base surrogates: High-affinity binding to an adenine-specific base-flipping DNA methyltransferase

被引：74

作者：

Beuck, C

Singh, I

Bhattacharya, A

Heckler, W

Parmar, VS

Seitz, O

Weinhold, E

机构：

[1] Humboldt Univ, Inst Chem, D-12489 Berlin, Germany

[2] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany

[3] Max Planck Inst Mol Physiol, D-44227 Dortmund, Germany

[4] Univ Delhi, Dept Chem, Bioorgan Lab, Delhi 110007, India

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 33期

关键词：

abasic sites; DNA methylation; DNA-protein interactions; enzymes; glycosides; nucleic acids;

D O I：

10.1002/anie.200219972

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Filling the hole is a strategy that confers high-affinity DNA binding to the M·TaqI DNA methyltransferase. Aromatic base surrogates (e.g. pyrene, red in picture) were introduced into DNA by means of organocuprate-mediated C-glycosylations. A new competitive binding assay revealed that DNA with aromatic base surrogates placed opposite to the target base binds to M·TaqI with up to 400-fold-enhanced affinity.

引用

页码：3958 / 3960

页数：3

共 17 条

[1] SYNTHESIS OF C-GLUCOSIDES BY REACTIONS OF GLUCOSYL HALIDES WITH ORGANOCUPRATES [J].