jm015586u_si_001.pdf (16.07 kB)
Naphthalene Dicarboxaldehyde as an Electrophilic Fluorogenic Moiety for Affinity Labeling: Application to Opioid Receptor Affinity Labels with Greatly Improved Fluorogenic Properties
journal contribution
posted on 2002-06-12, 00:00 authored by Christopher R. McCurdy, Bertrand Le Bourdonnec, Thomas G. Metzger, Rachid El Kouhen, Yan Zhang, Ping Y. Law, Philip S. PortogheseTo develop ligands with fluorogenic properties
amenable for following the kinetics of cross-linking to receptors, a naphthalene dicarboxaldehyde moiety has been attached to an opiate pharmacophore 2 and evaluated in μ opioid
receptors. The fluorescence of the benzo[f]isoindole formed
upon cross-linking of μ opioid receptors by 2 permitted the
time-course of covalent bonding to be followed. This demonstrated proof-of-concept suggests the usefulness of naphthalene
dicarboxaldehyde-containing affinity labels as kinetic probes.