Choromo-fluorogenic sensing and signaling of biological thiols is at the focus of recent flurry of work.1 These biothiols are vital for a number of biological processes and alterations in their concentrations is linked to many severe diseases such as AIDS, cancer and Alzheimer's. Therefore, probes which respond to these thiols by color change, emision change or both, are highly valued. In this talk, we present off-on type BODIPY-nitroalkene conjugates which display strong chromogenic and fluorogenic properties in pure water upon nucleophilic (Michael) addition of thiols.2 Fast responses, as well as remarkable selectivities of the probes developed coupled with significant emission enhancements in longer wavelength region of the visible spectrum, are among other appealing features of these chemosensors.  References 1. (a) Chen, X.; Zhou, Y.; Peng, X.; Yoon, J. Chem. Soc. Rev. 2010  , 39, 2120. (b) Zhou, Y.; Yoon, J. Chem. Soc. Rev. 2012  , 41, 51. (c) Jun, M. E.; Roy, B.; Ahn, K. H. Chem. Commun. 2011  , 47, 7583.2. Isik, M.; Ozdemir, T.; Simsek Turan, I.; Kolemen, S.; Akkaya, E. U. Org. Lett. 2013  , 15, 216.

Water-soluble BODIPY-nitrovinyl conjugates for selective and rapid signalling of biothiols

248th National Meeting (2014)

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