Synthesis and investigation of photoactivated artificial metalloproteases

ORGN 126

Eric S. Oshige, oshies4@wfu.edu and Paul B. Jones, jonespb@wfu.edu. Department of Chemistry, Wake Forest University, 113 Salem Hall, Winston-Salem, NC 27109
The synthesis and photochemical investigation of a number of photoisomerizable metal-binding ligands will be presented. This new class of molecule is designed to act as a photoactivated artificial metalloprotease. Trans to cis photoisomerization moves the carboxyl group of an ester or amide close to a metal-bound water molecule, leading to hydrolysis. Synthesis, photochemical characterization, hydrolysis kinetics and yields for reaction products will be reported. The scope of this reaction, potential for photolabile protection of alcohols and amines, and possible applications will be discussed.
 

Asymmetric Reactions and Syntheses, Physical Organic Chemistry, Combinatorial Chemistry, Total Synthesis
8:00 PM-10:00 PM, Sunday, 26 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Sci-Mix

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006