MOLECULAR DESIGN OF A NEW FLUORESCENT BARBITURATE RECEPTOR - SENSITIVE DETECTION OF BARBITURATES THROUGH SOLVENT-EXTRACTION

被引：33

作者：

AOKI, I ^{[1
]}

KAWAHARA, Y ^{[1
]}

SAKAKI, T ^{[1
]}

HARADA, T ^{[1
]}

SHINKAI, S ^{[1
]}

机构：

[1] RES DEV CORP JAPAN, ERATO, CHEMIRECOGN PROJECT, 2432-3 AIKAWA CHO, KURUME, FUKUOKA 830, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1993年 / 66卷 / 03期

关键词：

D O I：

10.1246/bcsj.66.927

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A fluorescent receptor, N,N'-bis[6-[4-(1-pyrenyl)butanamido]-2-pyridyl]isophthalamide (2), was synthesized to develop a sensitive host-guest-type sensory system for barbiturates. 2 aggregates in cyclohexane and the pyrene fluorescence in 2 almost disappeared because of aggregation-induced concentration quenching. The addition of barbital to the cyclohexane solution of 2, which induced the deaggregation of 2 through complementary complexation with barbital, increased the fluorescence intensity at 378 nm by a factor of about 70-fold. The barbiturates in water could also be sensitively detected by 2 based on a liquid (water)-liquid (cyclohexane) extraction technique. In this system, 2 was essentially selective for barbiturates and no fluorescence response was observed for guests including a hydantoin skeleton. The analogue of 2, which has the N,N'-di-(2-pyridyl) terephthalamide skeleton, was also investigated as a fluorescent receptor for dicarboxylic acids.

引用

页码：927 / 933

页数：7

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