2,7-Bis(1H-pyrrol-2-yl)ethynyl-1,8naphthyridine: An Ultrasensitive Fluorescent Probe for Glucopyranoside
Organic Letters2002Vol. 4(18), pp. 3107–3110
Citations Over TimeTop 20% of 2002 papers
Jen‐Hai Liao, Chao‐Tsen Chen, He‐Chun Chou, Chung‐Chih Cheng, Pi‐Tai Chou, Jim‐Min Fang, Zdeněk Slanina, T. J. CHOW
Abstract
[structure: see text] A 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 pi-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 approximately 100 pM.
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