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Synthetic Green Fluorescent Protein Chromophores. Edition No. 1

  • ID: 1912069
  • April 2009
  • 128 Pages
  • VDM Publishing House
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GFP is widely used as a
biological marker because of its superb fluorescence
properties. We have synthesized GFP chromophore and
its derivatives, and their photochemistry
and photophysics were investigated using various
steady-state and time-resolved techniques.
We first compared their optical properties between
solution and solid state. We found some O-alkyl
GFP chromophore derivatives exhibit large
fluorescent enhancement in the solid state.
Cis/trans isomerization is thought to be responsible
for blinking behavior in fluorescent protein;
however, the mechanism of the thermal reverse
isomerization is more problematic. Using
Hammett plot studies, we conceived,
for the first time, a novel nucleophilic
addition/elimination mechanism.
Finally, a hydroxyl substituent at the meta position
shows enhanced charge transfer and greater acidity
in the excited state. As a result, we have
demonstrated that the fast quenching of the excited
state by internal conversion to the ground state is
much slower in meta- than in para-HOBDI derivatives.
This allows studies of this ultrafast intermolecular
ESPT that competes with isomerization.

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Jian, Dong.
Jian Dong obtained his Ph.D. in Organic Chemistry from Georgia
Institute of Technology in Auguest 2008. He is currently a
Postdoctoral Appointee at US Argonne National Laboratory. His
research interests are photochemical and photophysical studies
of organic synthetic Green Fluorescent Protein (GFP) chromophore
and its derivatives.

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