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Synthesis and characterization of new selective Zn fluorescent probes for functionalization: in vitro Cell imaging applications
Authors:Ove Alexander Høgmoen Åstrand  Lars Peter Engeset Austdal  Ragnhild E Paulsen  Trond Vidar Hansen  Pål Rongved
Institution:1. Department of Pharmaceutical Chemistry, School of Pharmacy, University of Oslo, P.O.Box 1068 Blindern, 0316 Oslo, Norway;2. Department of Pharmaceutical Biosciences, School of Pharmacy, University of Oslo, 0316 Oslo, Norway
Abstract:Herein the synthesis and characterization of new, lipophilic highly Zn2+-selective fluorescent probes are reported. High affinity for zinc (Kd 1.1–8.0 nM) over other biologically relevant metals and mixtures of metals was observed. Excitation at 360 nm afforded an emission spectrum with maximum at 530 nm for the zinc bound complex. The linear relationship between fluorescence intensity and zinc concentration indicates that FZnA-probes can be used for quantification. The probes have been synthesized in 28–45% overall yield and the feasibility for further functionalization with biologically relevant side chains has been demonstrated. In vitro studies using PC12 cells and 10 μM of one of the novel probes (FZnA-Ada) visualized endogenous labile Zn2+ after 45 min incubation time.
Keywords:Chelating agents  Organic synthesis  Fluorescent probes  Heterocyclic compounds  Cell imaging
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