ORGN 553 |
| Rong Wang1, Funing Yan1, Liaohai Chen2, and Chada V. Gopal Reddy1. (1) Department of Biological, Chemical and Physical Sciences, Illinois Institute of Technology, Life Sciences Building, R 348, 3101 Dearborn St., Chicago, IL 60616, (2) Bioscience Division, Argonne National Laboratory, 9700 S. Cass Avenue, Argonne, IL 60439 |
| Bioligands play important roles in fundamental biological research and drug development. Utilization of a ligand, modified with a photolabile cross-linker, can facilitate the identification of ligand-receptor interaction; pin-point binding sites and determine binding selectivity. In this work, a universal photolabile cross-linker, succinic acid succinimidyl ester 5-thioyloxy -2- nitrobenzyl ester (SSTN), was synthesized in six steps using 5-hydroxy-2-nitrobenzyl-alcohol and thioctic acid (1, 2-dithiolane-3- pentanoic acid) as starting materials. Upon photoexcitation, SSTN undergoes a fragmentation reaction to produce corresponding carboxylic acid and benzaldehyde. Ligands anchored by this photolabile cross linker were used in the atomic force microscopic study. The approach allows the measurement of ligand-receptor specific interaction and imaging at the same local region. This opens a new avenue for acquiring information of protein function at local region in a living cell. |
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Heterocycles, Aromatics, Metal-Mediated Reactions, Physical Organic, Materials
9:00 AM-11:00 AM, Wednesday, March 26, 2003 Convention Center -- Hall I-1, Poster
Division of Organic Chemistry |