There is burgeoning interest among supramolecular chemists to develop novel molecular systems to detect biogenic amines and bio-thiols in aqueous and non-aqueous media due to their potential role in biological processes. Biogenic amines are biologically important targets because of their involvement in the energy metabolism of human biological systems and their requirement is met through food and nutrition. However, the increasing instances of serious health problems due to food toxicity have raised the quality of food nowadays. Biogenic amines have been frequently considered as the markers or primary quality parameters of foods like antioxidant properties, freshness and spoilage. For instance, these amines such as spermine, spermidine, cadavarine, etc. may originate during microbial decarboxylation of amino acids of fermented foods/beverages. These amines may also react with nitrite available in certain meat products and concomitantly produce carcinogenic nitrosamine compounds. On the other hand, it is also well established that biothiols, particularly, thiol amino acids, provide the basic characteristics to food including flavor, color and texture that determine its acceptability. For instance, the reduction of thiol groups produces hydrogen sulfide which reduces flavour as in rotten eggs and spoiled fish, and the presence of hydrogen sulfide in fish is indicative of spoilage. Thus, biogenic amines and bio-thiols have attracted the profound interest of researchers as analytical tools for their quantification. Much scientific and technological information is issued every year, where the establishment of precise interactions of biogenic amines and bio-thiols with other molecules is sought in aqueous and non-aqueous media. This review summarizes the optical chemosensors developed for the selective detection of biogenic amines and bio-thiols.
A benzothiazole derivative linked “off-on” multi-responsive and selective chemosensor 3 has been synthesized and evaluated for cation recognition properties. The receptor 3 shows a high sensitivity and selectivity for Zn2+ through a ‘turn-on’ fluorescence response over the other tested cations with a detection limit as low as 0.67 μM. The receptor 3 was successfully applied for the detection of Zn2+ in live HeLa cells. Then, the Zn2+ complex of receptor 3 was also used for cyanide detection and recognition.
3 November 2014 in Journal of Materials Chemistry C
A novel and easy-to-synthesize colorimetric and fluorescent chemosensor 1 was developed for the highly selective and sensitive recognition of Fe3+ and Cu2+. Receptor 1 showed a detectable color change from yellow to colorless with a blue-shift in the absorption spectra with Cu2+, while Fe3+ induced a color change from yellow to orange and a red-shift in the absorption spectra. In the emission study of 1, Fe3+ showed significant fluorescence enhancement with a slight red-shift while a selective fluorescence quenching was observed with Cu2+ over a wide range of tested metal ions. With Cu2+/Fe3+ as the chemical inputs, the ‘on–off’ emission profile of receptor 1 was developed as an IMPLICATION type logic gate at the molecular level.