Muzikar, Katy A. and Meier, Jordan L. and Gubler, Daniel A. and Raskatov, Jevgenij A. and Dervan, Peter B. (2011) Expanding the Repertoire of Natural Product-Inspired Ring Pairs for Molecular Recognition of DNA. Organic Letters, 13 (20). pp. 5612-5615. ISSN 1523-7060. PMCID PMC3195311. https://resolver.caltech.edu/CaltechAUTHORS:20111122-075248586
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Abstract
A furan amino acid, inspired by the recently discovered proximicin natural products, was incorporated into the scaffold of a DNA-binding hairpin polyamide. While unpaired oligomers of 2,4-disubstituted furan amino acids show poor DNA-binding activity, furan (Fn) carboxamides paired with N-methylpyrrole (Py) and N-methylimidazole (Im) rings demonstrate excellent stabilization of duplex DNA as well as discrimination of noncognate sequences, consistent with function as a Py mimic according to the Py/Im polyamide pairing rules.
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| Additional Information: | © 2011 American Chemical Society. ACS AuthorChoice. Received August 30, 2011. Publication Date (Web): September 29, 2011. We are grateful to the National Institutes of Health(GM27681) for research support. J.L.M. (PF-10-015-01-CDD) and D.A.G. (PF-09-262-01-CDD) were supported by postdoctoral fellowships from the American Cancer Society. J.A.R. was supported by an Alexander von Humboldt postdoctoral fellowship. | ||||||||||||
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| Issue or Number: | 20 | ||||||||||||
| PubMed Central ID: | PMC3195311 | ||||||||||||
| Record Number: | CaltechAUTHORS:20111122-075248586 | ||||||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20111122-075248586 | ||||||||||||
| Official Citation: | Expanding the Repertoire of Natural Product-Inspired Ring Pairs for Molecular Recognition of DNA Katy A. Muzikar, Jordan L. Meier, Daniel A. Gubler, Jevgenij A. Raskatov, and Peter B. Dervan Organic Letters 2011 13 (20), 5612-5615 | ||||||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||||||||
| ID Code: | 27899 | ||||||||||||
| Collection: | CaltechAUTHORS | ||||||||||||
| Deposited By: | Ruth Sustaita | ||||||||||||
| Deposited On: | 22 Nov 2011 16:37 | ||||||||||||
| Last Modified: | 03 Oct 2019 03:27 |
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