Zinc selective chemosensors based on the flexible dipicolylamine and quinoline

Hong Gyu Lee, Ju Hoon Lee, Seung Pyo Jang, In Hong Hwang, Sung Jin Kim, Youngmee Kim, Cheal Kim, Roger G. Harrison

Research output: Contribution to journalArticlepeer-review

58 Scopus citations

Abstract

Zinc sensor molecules containing quinoline have been synthesized, which show fluorescence in the presence of Zn2+. The nitrogen in quinoline is critical to fluorescence and fluorescence enhancement is promoted by deprotonating the sensor's amide. One of the sensors is highly selective for Zn2+ over Cd2+ and other cations such as Hg2+, Fe2+, Mn2+ and Ca2+. This selectivity can be attributed to the increased absorption of the sensor in the presence of Zn 2+ and the strong binding of Zn2+. Structural studies, including X-ray and NMR, show the ability of dipicolylamine (DPA) to bind in facial and meridional manners to Zn2+. Crystal structures of different compounds show Zn2+ coordinating to three, four, and five nitrogens from the compounds. They also indicate that the selectivity of DPA containing compounds towards Zn2+ may originate from Zn2+ being stable in different coordination environments.

Original languageEnglish
Pages (from-to)542-551
Number of pages10
JournalInorganica Chimica Acta
Volume394
DOIs
StatePublished - 1 Jan 2013

Keywords

  • Dipicolylamine
  • Fluorescence enhancement
  • Zinc sensor

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