2,7-bis(1H-pyrrol-2-yl)ethynyl-1,8-naphthyridine:: An ultrasensitive fluorescent probe for glucopyranoside

被引:56
|
作者
Liao, JH
Chen, CT [1 ]
Chou, HC
Cheng, CC
Chou, PT
Fang, JM
Slanina, Z
Chow, TJ
机构
[1] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan
[2] Acad Sinica, Inst Chem, Nankang 115, Taiwan
关键词
D O I
10.1021/ol0264096
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] 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 similar to100 pM.
引用
收藏
页码:3107 / 3110
页数:4
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