Computational study of intramolecular hydrogen bonding in arylamide compounds: Delocalization effect

COMP 222

Dana Marie Todd, dtodd@mail.usp.edu, Jhenny Galan, j.galan@usp.edu, Zhiwei Liu, z.liu@usp.edu, Guillermo Moyna, g.moyna@usp.edu, and Vojislava Pophristic, v.pophri@usip.edu. Department of Chemistry and Biochemistry and Center for Drug Design and Delivery, University of the Sciences in Philadelphia, 600 South 43rd Street, Philadelphia, PA 19104
Foldamers are oligomers that assume stable secondary structures in solution, and quite a few of them have been synthesized to have biological applications. This poster presents our computational analysis of important structural and electronic features of foldamer building blocks used in a number of artificial duplexes. We focus on how the electronic delocalization affects the Caromatic-Cpeptide torsional barrier and charge distribution in a series of model compunds and its subsequent effect on foldamer shape. The series comprises a set of arylamide model compounds with systematically varied structural features. For the analysis, we use a combination of ab initio methods, including natural bond orbital analysis.
 

Poster Session
6:00 PM-8:00 PM, Tuesday, August 18, 2009 Walter E. Washington Convention Center -- Ballroom A, Poster

Division of Computers in Chemistry

The 238th ACS National Meeting, Washington, DC, August 16-20, 2009