Rucker, Victor C. and Melander, Christian and Dervan, Peter B. (2003) Influence of β-Alanine on Hairpin Polyamide Orientation in the DNA Minor Groove. Helvetica Chimica Acta, 86 (6). pp. 1839-1851. ISSN 0018-019X. doi:10.1002/hlca.200390148. https://resolver.caltech.edu/CaltechAUTHORS:20160510-075438695
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Abstract
Antiparallel polyamides containing 1H-pyrrole, 1H-imidazole, and 3-hydroxy-1H-pyrrole amino acids display a preference for minor-groove binding oriented N-C with respect to the 5′-3′ direction of the DNA helix. We find that replacement of a central Py/Py pair with a β/β pair within a ten-ring hairpin relaxes the orientation preference and, for some DNA sequences, causes the polyamide to prefer the opposite C-N orientation. Substitution of the achiral γ-aminobutanoic acid (γ) with either (R)(or S)-2-(acetylamino)-4-aminobutanoic acid moderates the orientation preference of the 2-β-2-hairpin.
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| Additional Information: | © 2003 Schweizerische Chemische Gesellschaft, Switzerland. Received April 14, 2003. Article first published online: 10 JUL 2003. We are grateful to the National Institutes of Health for research support (GM-27681), for a biology training grant to V. C. R. (GM19789-02), and for a postdoctoral fellowship to C. M. (GM19789-02). We also thank G. M. Hathaway for MALDI-TOF mass spectrometry. | |||||||||
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| Issue or Number: | 6 | |||||||||
| DOI: | 10.1002/hlca.200390148 | |||||||||
| Record Number: | CaltechAUTHORS:20160510-075438695 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20160510-075438695 | |||||||||
| Official Citation: | Rucker, Victor C., Melander, C. and Dervan, Peter B. (2003), Influence of β-Alanine on Hairpin Polyamide Orientation in the DNA Minor Groove. HCA, 86: 1839–1851. doi: 10.1002/hlca.200390148 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 66795 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Victoria Brennan | |||||||||
| Deposited On: | 10 May 2016 19:45 | |||||||||
| Last Modified: | 11 Nov 2021 00:03 |
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