2,7-Bis(1H-pyrrol-2-yl)ethynyl-1,8naphthyridine: An Ultrasensitive Fluorescent Probe for Glucopyranoside | Zendy

JenHai Liao | Zendy; ChaoTsen Chen | Zendy; HeChun Chou | Zendy; ChungChih Cheng | Zendy; PiTai Chou | Zendy; JimMin Fang | Zendy; Zdeněk Slanina | Zendy; T. J. CHOW | Zendy

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2,7-Bis(1H-pyrrol-2-yl)ethynyl-1,8naphthyridine: An Ultrasensitive Fluorescent Probe for Glucopyranoside

Author(s) -

JenHai Liao,

ChaoTsen Chen,

HeChun Chou,

ChungChih Cheng,

PiTai Chou,

JimMin Fang,

Zdeněk Slanina,

T. J. CHOW

Publication year - 2002

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol0264096

Subject(s) - chemistry , fluorescence , combinatorial chemistry , stereochemistry , medicinal chemistry , quantum mechanics , physics

[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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