Sequence‐Specific DNA Alkylation by Tandem Py–Im Polyamide Conjugates

Chemistry - An Asian Journal - Tập 9 Số 9 - Trang 2527-2533 - 2014
Rhys Dylan Taylor1, Yusuke Kawamoto1, Kaori Hashiya1, Toshikazu Bando1, Hiroshi Sugiyama2,1,3
1Department of Chemistry, Kyoto University, Kitashirakawa-Oiwaketyo, Sakyo, Kyoto, 606-8502 (Japan), Fax: (+81) 75-753-3670
2CREST, Japan Science and Technology Corporation (JST), Sanbancho, Chiyoda-ku, Tokyo 102-0075, Japan
3Institute for Integrated Cell-Materials Science (iCeMS), Kyoto University, Sakyo, Kyoto 606-8502, Japan

Tóm tắt

AbstractTandem N‐methylpyrroleN‐methylimidazole (PyIm) polyamides with good sequence‐specific DNA‐alkylating activities have been designed and synthesized. Three alkylating tandem PyIm polyamides with different linkers, which each contained the same moiety for the recognition of a 10 bp DNA sequence, were evaluated for their reactivity and selectivity by DNA alkylation, using high‐resolution denaturing gel electrophoresis. All three conjugates displayed high reactivities for the target sequence. In particular, polyamide 1, which contained a β‐alanine linker, displayed the most‐selective sequence‐specific alkylation towards the target 10 bp DNA sequence. The tandem PyIm polyamide conjugates displayed greater sequence‐specific DNA alkylation than conventional hairpin PyIm polyamide conjugates (4 and 5). For further research, the design of tandem PyIm polyamide conjugates could play an important role in targeting specific gene sequences.

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10.1016/S0968-0896(01)00262-0

10.1016/S0959-440X(03)00081-2

10.2174/1568011054222346

10.1021/jm201225z

10.1021/jo00310a013

10.1021/jo00036a023

10.1021/jo00110a034

10.1021/ar030287f

10.1002/chem.201303295

10.1021/ja031673v

10.1002/biot.201100361

10.1002/anie.201306766

10.1002/ange.201306766

10.1038/srep03843

10.1016/S0968-0896(02)00221-3

10.1002/(SICI)1521-3765(19990301)5:3<975::AID-CHEM975>3.0.CO;2-T

10.1093/emboj/20.12.3218

10.1021/ja406737n

10.1093/nar/gkg206

10.1021/bc400567m

10.1021/bc060022w

10.1002/chem.200700571

10.1016/j.bmc.2007.11.064

10.1021/tx00041a013

10.1021/ja308888c

10.1021/ja052412j

10.1021/ja028459b

10.1021/ja960720z

10.1021/ol0156796

10.1016/S0968-0896(02)00133-5

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Thông tin xuất bản

Chemistry - An Asian Journal

Tập 9 Số 9

2527-2533

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