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Type of Document Thesis Author Huang, Sha Author's Email Address shuang@chem.fsu.edu URN etd-06162008-213314 Title Highly Sensitive Fluorescent Probes For The Detection Of Zinc Ion Degree Master of Science Department Chemistry and Biochemistry, Department of Advisory Committee
Advisor Name Title Gregory B. Dudley Committee Member Lei Zhu Committee Member Michael Roper Committee Member Keywords
- Fluorescent Probes
- Triazolyl
- Large Dynamic Range
- Zinc Ion
Date of Defense 2008-05-27 Availability unrestricted Abstract Zinc ions (Zn2+) perform significant roles in biological processes. Therefore, thedetection and imaging of Zn2+ in biological systems are of great interest. In this thesis,
several 1,2,3-triazolyl-containing N4-tetradentate ligands and coumarin-containing
ligands for Zn2+ are studied. The triazolyl-containing ligand show nanomolar affinity and
high selectivity toward Zn2+ under simulated physiological conditions. They are easily
derivatizable to afford fluorescent probes which are suitable for sensitive Zn2+ detection.
Furthermore, in order to expand the scope of using triazolyl groups to mediate metal
coordination and fluorescence modulation upon binding, two new ligands containing the
pyrene group as the fluorophore and the triazolyl moiety as the coordination moiety are
synthesized and studied. The triazolyl-containing tetradentate ligands upon binding with
zinc ion form five- or six-membered coordination rings. In Chapter 3, a heteroditopic
ligand containing both dihydroxycoumarin and di-(2-picolyl)amino group was described.
This ligand combines the modulation of photoinduced electron transfer (PET) and internal
charge transfer (ICT) in one single molecule. Di-(2-picolyl)amino group is expected to be
the high-affinity binding site which determines the sensitivity. The dihydroxy-coumarin
fragment, which is the low-affinity site, extents the dynamic range of zinc ion detection.
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