ORGN 366 |
| Andrew Staples1, Peter Uthe1, Karen Buchmueller1, Suzanna Bailey1, Binh Nguyen2, David Wilson2, and Moses Lee1. (1) Chemistry, Furman University, 3300 Poinsett Hwy, Greenville, SC 29613, (2) Department of Chemistry, Georgia State University, 50 Decatur Street, Atlanta, GA 30303 |
| The N-terminus formamido group present in distamcyin and polyamides significantly affect DNA sequence recognition. The formamido group enhances the binding affinity of such polyamides. It promotes polyamides to stack in a staggered fashion, over an overlapped arrangement. The preference for either stacking motif has tremendous impact on DNA sequence specific recognition. When the polyamides are staggered, the formamido moiety will pair with either a pyrrole or an imidazole. Hitherto the DNA sequence binding preference of the formamido/pyrrole and formamido/imidazole pairing in polyamides have not been investigated. We have systematically investigated the DNA binding properties of a series of pyrrole and imidazole containing analogs of distamycin with a wide range of cognate sequences. In these sequences, preference of the formamido/pyrrole and formamido/imidazole pairing for an A/T or G/C site was studied. Results from surface plasmon resonance, CD titration, thermal DNA melt, and competitive dialysis provide evidence that the formamido/pyrrole pairing prefers an A/T or T/A base pair, but formamido/imidazole does not show significant preference for G/C over A/T sites. |
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Physical Organic, Combinatorial, Materials, Molecular Recognition
8:00 PM-10:00 PM, Tuesday, March 30, 2004 Anaheim Convention Center -- Hall A, Poster
Division of Organic Chemistry |