Preparation Of Fluorescent Turn-on Probe And Its Application In Detecting Anion And Thiols

Fluorescent molecular probe has very extensive application prospects in the areas ofchemistry, environmental and biological science, due to its specific selectivity, high sensitivity,fast response and convenient application. With the fluorescence-enhanced signal, they canwell avoid the interference and provide a more credible signal that has attracted considerableattention.The chromophore anthracene has high quantum yield and a strong blue fluorescence,aldehyde group can easily quench the fluorescence of anthracene through a PET process. Sowe chose the ethylenediamine as an linker, and connected the fluorophore anthracene throughthe reaction with9-(chloromethyl)anthracene, and then connected the receptor aldehydethrough the reaction with p-eormylbenzoic acid to synthetize a novel, simple, efficient andhighly-sensitive fluorescent turn-on probe based on PET principle. Our probe provides a newway to detect the anions and living matters which can have specific reaction with thealdehyde group. The main contents and the results of this paper are as follows:(1) The probe can be well applied to the detection of the sulfite ion. Before addingsulfite ion, aldehyde quenched the fluorescence of anthracene through a PET process and thefluorescence was very weak; after adding sulfite ion, aldehyde reacted with the ion to form asulfonate structure, the PET process was prohibited, the probe showed an obvious turn-oneffect, and the process requires a very short reaction time (within one minute). The probe alsoshowed a high sensitivity and selectivity and a low detection limit (10nM) for the detecting ofsulfite ion, and can successfully detect the content of the sulfite ion in red wine and beer.Currently the report about detecting sulfite using fluorescence method was still relatively few,so the designing and synthesis of this probe has great significance to the detection of sulfiteion.(2) The probe can be well applied to the detection of biological thiols. Before addingHcy/Cys, aldehyde quenched the fluorescence of anthracene and the fluorescence of the probewas very weak; after adding the Hcy/Cys, aldehyde reacted with the Hcy/Cys to form athiazole ring or thiazine ring structure, the PET process was prohibited, the probe showed anobvious turn-on effect. The probe has also showed a good selectivity in Hcy/Cys, while theother amino acids had no effect.