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Imidazopyridine/Pyrrole and hydroxybenzimidazole/pyrrole pairs for DNA minor groove recognition

Renneberg, Dorte and Dervan, Peter B. (2003) Imidazopyridine/Pyrrole and hydroxybenzimidazole/pyrrole pairs for DNA minor groove recognition. Journal of the American Chemical Society, 125 (19). pp. 5707-5716. ISSN 0002-7863. doi:10.1021/ja0300158.

[img] PDF (Ab initio calculations for four-ring polyamide subunits PyImPyIm and PyIpPyIm, PyHpPyIm and PyHzPyIm, and PyPyPyIm and PyBiPyIm (Figures S1, S2, S3)) - Supplemental Material
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The DNA binding properties of fused heterocycles imidazo[4,5-b]pyridine (Ip) and hydroxybenzimidazole (Hz) paired with pyrrole (Py) in eight-ring hairpin polyamides are reported. The recognition profile of Ip/Py and Hz/Py pairs were compared to the five-membered ring pairs Im/Py and Hp/Py on a DNA restriction fragment at four 6-base pair recognition sites which vary at a single position 5'-TGTNTA-3', where N = G, C, T, A. The Ip/Py pair distinguishes G.C from C.G, T.A, and A.T, and the Hz/Py pair distinguishes T.A from A.T, G.C, and C.G, affording a new set of heterocycle pairs to target the four Watson-Crick base pairs in the minor groove of DNA.

Item Type:Article
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URLURL TypeDescription Information
Dervan, Peter B.0000-0001-8852-7306
Additional Information:© 2003 American Chemical Society. Received January 7, 2003. Publication Date (Web): April 16, 2003. We are grateful to the National Institute of Health (GM27681) for research support and the Swiss National Science Foundation for a postdoctoral fellowship to D.R. We thank M. A. Marques for guidance with the ab initio calculations.
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Swiss National Science Foundation (SNSF)UNSPECIFIED
Issue or Number:19
Record Number:CaltechAUTHORS:20160510-080155936
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Official Citation:Imidazopyridine/Pyrrole and Hydroxybenzimidazole/Pyrrole Pairs for DNA Minor Groove Recognition Dorte Renneberg and Peter B. Dervan Journal of the American Chemical Society 2003 125 (19), 5707-5716 DOI: 10.1021/ja0300158
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:66804
Deposited By: Victoria Brennan
Deposited On:18 May 2016 00:34
Last Modified:11 Nov 2021 00:03

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