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Thirupathi, Ponnaboina,Saritha (né,e Gudelli), Ponnaboina,Lee, Keun-Hyeung The Royal Society of Chemistry 2014 Organic & Biomolecular Chemistry Vol.12 No.36
<P>Ratiometric fluorescent chemosensors <B>1</B> and <B>2</B> were synthesized based on tyrosine amino acid derivatives with a pyrene fluorophore. <B>1</B> and <B>2</B> showed high selectivity for Hg(<SMALL>II</SMALL>) ions among 13 metal ions in aqueous solutions. Both <B>1</B> and <B>2</B> sensitively detected Hg(<SMALL>II</SMALL>) ions in aqueous solutions by ratiometric response without interference of any of the other tested metal ions including Cu(<SMALL>II</SMALL>), Cd(<SMALL>II</SMALL>), Pb(<SMALL>II</SMALL>), and Ag(<SMALL>I</SMALL>) ions. <B>1</B> and <B>2</B> had tight binding affinities (5.72 × 10<SUP>13</SUP> M<SUP>−2</SUP>, 1.15 × 10<SUP>13</SUP> M<SUP>−2</SUP>) for Hg(<SMALL>II</SMALL>) with nano-molar detection limits. The binding mode was characterized with the help of organic spectroscopic data, which revealed that the methoxyphenyl moieties of <B>1</B> and <B>2</B> played a vital role in the coordination of Hg(<SMALL>II</SMALL>). The deprotonation of the sulfonamide group is not a critical process for the binding of mercury ions. The methoxyphenyl moiety, sulfonamide group, and the C-terminal amide moiety of <B>1</B> and <B>2</B> as ligands for Hg(<SMALL>II</SMALL>) played crucial roles in the stabilization of the 2 : 1 complexes.</P> <P>Graphic Abstract</P><P>Ratiometric fluorescent chemosensors <B>1</B> and <B>2</B> were synthesized based on tyrosine amino acid derivatives with a pyrene fluorophore. <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=c4ob01044b'> </P>