ol0264096_si_001.pdf (1.92 MB)
2,7-Bis(1H-pyrrol-2-yl)ethynyl-1,8naphthyridine: An Ultrasensitive Fluorescent Probe for Glucopyranoside
journal contribution
posted on 2002-08-13, 00:00 authored by Jen-Hai Liao, Chao-Tsen Chen, He-Chun Chou, Chung-Chih Cheng, Pi-Tai Chou, Jim-Min Fang, Zdenek Slanina, Tashin J. ChowA push−pull conjugated molecule, 2,7-bis(1H-pyrrol-2-yl)ethynyl-1,8-naphthyridine (BPN), has been designed to bind selectively with octyl
glucopyranoside (OGU). The BPN/OGU quadruple hydrogen-bonding complex adopts a rigid BPN conformation in which the proton donor (d)
and acceptor (a) relays (daad) are resonantly conjugated through the ethynyl bridge, inducing π-electron delocalization, i.e., a charge transfer
effect. The excellent photophysical properties make BPN a highly sensitive probe for monitoring glucopyranoside to a detection limit of ∼100
pM.