Fluorescent sensors for Zn(2+) based on a fluorescein platform: synthesis, properties and intracellular distribution.

  title={Fluorescent sensors for Zn(2+) based on a fluorescein platform: synthesis, properties and intracellular distribution.},
  author={Shawn C. Burdette and Grant Walkup and Bernhard Spingler and Roger Tsien and Stephen J. Lippard},
  journal={Journal of the American Chemical Society},
  volume={123 32},
Two new fluorescent sensors for Zn(2+) that utilize fluorescein as a reporting group, Zinpyr-1 and Zinpyr-2, have been synthesized and characterized. Zinpyr-1 is prepared in one step via a Mannich reaction, and Zinpyr-2 is obtained in a multistep synthesis that utilizes 4',5'-fluorescein dicarboxaldehyde as a key intermediate. Both Zinpyr sensors have excitation and emission wavelengths in the visible range ( approximately 500 nm), dissociation constants (K(d1)) for Zn(2+) of <1 nM, quantum… 

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Principles of fluorescence spectroscopy
This book describes the fundamental aspects of fluorescence, the biochemical applications of this methodology, and the instrumentation used in fluorescence spectroscopy.
Fluorescent Sensors for Zn 2+ J. Am. Chem. Soc
  • Fluorescent Sensors for Zn 2+ J. Am. Chem. Soc
  • 2001
Eur. J. Inorg. Chem
  • Eur. J. Inorg. Chem
  • 1998
PLATON, A Multipurpose Crystallographic Tool; Utrecht University: Utrecht
  • The Netherlands,
  • 1998
SPECFIT Global Analysis System
  • Spectrum Software Associateds: Chapel Hill, NC 27515,
  • 1998
Angew. Chem., Int. Ed. Engl
  • Angew. Chem., Int. Ed. Engl
  • 1997
SHELXL97-2 : Program for the Refinement of Crystal Structures; University of Gottingen: Germany, 1997
  • Area-Detector Absorption Correction; University of Gottingen: Germany,
  • 1996
Principles of Bioinorganic Chemistry; 1 ed.; University
  • Science Books: Mill Valley,
  • 1994
Supramolecular Photochemistry; Ellis Horwood: New York, 1991
  • See Supporting Information
  • 1991