A systematic series of fluorescence chemosensors with multiple binding sites for Hg(ii) based on pyrenyl-functionalized cyclotriphosphazenes and their application in live cell imaging


TÜMAY S. O., USLU A., Alidagi H. A., Kazan H. H., Bayraktar C., Yolacan T., ...Daha Fazla

NEW JOURNAL OF CHEMISTRY, cilt.42, sa.17, ss.14219-14228, 2018 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 42 Sayı: 17
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1039/c8nj02482k
  • Dergi Adı: NEW JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.14219-14228
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

A systematic series of fluorescence chemosensors (1-3) having one, two and three-metal binding sites based on cyclotriphosphazene derivatives bearing bis-, tetra- and hexakis-2-(pyren-1-yl methylene amino) phenoxy units, respectively, were designed, synthesized, and evaluated for their sensing behaviors toward metal ions using UV/Vis and fluorescence spectroscopies. Upon the addition of Hg2+ in both the absence and presence of competitive metal ions, the chemosensors revealed highly selective and sensitive turn-on emission enhancement based on the combined effects of chelation-enhanced fluorescence (CHEF), C?N isomerization and intramolecular pyrene excimer formation, as well as a color change from yellowish to colorless, which was readily detected by the naked eye. According to the Job plot method, the complexation ratios of chemosensors (1-3) with Hg2+ were found to be 1:1, 1:2 and 1:3 (ligand:metal), respectively, consistent with the proposed number of metal binding sites. Furthermore, the binding modes of chemosensors (1-3) with Hg2+ were supported by H-1 NMR spectroscopy. The increasing complexation ratios from 1:1 to 1:3 for chemosensors (1-3) enabled proportionally decreasing values for the detection limit (LOD) with 0.223 M, 0.114 M and 0.050 M, respectively. The cytotoxicity and fluorescence microscopy experiments also demonstrated that chemosensors (1-3) are non-cytotoxic, and can be used as fluorescence imaging sensors for Hg2+ in living cells.