Design of a Fluorescent Dye for Indicator Displacement from Cucurbiturils: A Macrocycle-Responsive Fluorescent Switch Operating through a pKa Shift
Organic Letters2008Vol. 10(18), pp. 4089–4092
Citations Over TimeTop 10% of 2008 papers
Abstract
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 pKa 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 (CB6). A direct application is presented by monitoring the enzymatic activity of lysine decarboxylase.
Related Papers
- → Cucurbit[8]uril‐Based Supramolecular Polymers(2013)197 cited
- → Controllable macrocyclic supramolecular assemblies in aqueous solution(2018)134 cited
- → Controlling the Reactivity of the SeSe Bond by the Supramolecular Chemistry of Cucurbituril(2014)33 cited
- Progress in Supramolecular Chemistry of New Members of Cucurbituril Family,Hemicucurbiturils(2014)
- → Advances in cucurbituril bonded stationary phases for chromatographic separation(2015)