Specific rotation of amino acids: A new look at an old rule

PHYS 449

Matthew D. Kundrat, Department of Chemistry, SUNY at Buffalo, 345 Natural Sciences Complex, Buffalo, NY 14260-3000 and Jochen Autschbach, jochena@buffalo.edu, Department of Chemistry, State University of New York at Buffalo, 312 Natural Sciences Complex, Buffalo, NY 14260-3000.
It has long been known that the specific rotation of a solution of a natural alpha amino acid is perturbed in the positive direction by addition of a strong acid. This rule, named for Clough, Lutz and Jirgenson, was originally rationalized with the octant rule for carbonyl n→π* transitions. Now modern computers and quantum chemical modeling software allows us to take a new look at this phenomenon using density functional theory to model the molecular orbitals and electronic transitions responsible for this effect.

Poster Session
7:30 PM-10:00 PM, Wednesday, 13 September 2006 Moscone Center -- Hall D, Poster

8:00 PM-10:00 PM, Monday, 11 September 2006 Moscone Center -- Hall D, Sci-Mix

Division of Physical Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006