Design of a fluorescent dye for indicator displacement from cucurbiturils:: A macrocycle-responsive fluorescent switch operating through a pKa shift

被引：166

作者：

Praetorius, Antonia ^{[1
]}

Bailey, David M. ^{[1
]}

Schwarzlose, Thomas ^{[1
]}

Nau, Werner M. ^{[1
]}

机构：

[1] Jacobs Univ Bremen, Sch Sci & Engn, D-28759 Bremen, Germany

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 18期

关键词：

D O I：

10.1021/ol8016275

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The derivatization of 3-amino-9-ethylcarbazole with a diamino-alkyl anchor affords a fluorescent dye suitable for indicator displacement from cucurbituril macrocycles. The novel compound 1 shows, due to a complexation-induced pK(a) shift, a large and predictable dual fluorescence response (100-fold increase at 375 nm and 9-fold decrease at 458 nm) upon supramolecular encapsulation and a strong affinity for cation-receptor macrocycles, in particular cucurbit[6]uril (06). A direct application is presented by monitoring the enzymatic activity of lysine decarboxylase.

引用

页码：4089 / 4092

页数：4

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