Recognition-Mediated Light-Up of Thiazole Orange with Cucurbit[8]uril: Exchange and Release by Chemical Stimuli

• DOI: 10.1021/jp210432t
• Publication Date: 2011-12-01T22:17:04Z
• Authors: Jyotirmayee Mohanty; Neha Thakur; Sharmistha Dutta ...; Nilotpal Barooah; Haridas Pal; Achikanath C. Bha...
• Keywords: Stoichiometry; Biocompatibility; Thiazole

This article reports a convenient supramolecular strategy to construct fluorescent photoswitchable molecular assemblies between macrocyclic host, cucurbit[8]uril (CB8), and fluorogenic dye, thiazole orange (TO). The interaction mechanism the stable stoichiometric host-guest arrangements have been claimed on basis of optical absorption, steady-state time-resolved fluorescence lifetime anisotropy measurements, also geometry optimization studies. CB8 recognized TO in its 2:2 stoichiometry exhibited spectacular enhancement order 1700 fold, which is largest directly determined value so far reported for dye an organic system. prospective 2CB8:2TO assembly responded selected chemical stimuli such as metal ions, adamantylamine, tryptophan, providing different dissociation mechanisms demonstrating controlled exchange release action desired with noncovalently linked assemblies. Positively, considering aqueous solubility biocompatibility constituents, this methodology can evolve into general approach deliver operate intracellularly functional components under chemical/thermal/optical trigger control, especially therapeutic applications.