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Journal of luminescence v.202, 2018년, pp.163 - 167  

Insights into the unusual dual fluorescence of the ortho-amino analogue of green fluorescent protein chromophore

Sung, Robert (Corresponding author. ) ; Sung, Kuangsen ;
  • 초록  

    Abstract Even though both p -aminobenzonitrile ( p - ABN ) and o - ABDI [ o -amino analogue of green fluorescent protein (GFP)] have the same electron-donating amino group, o - ABDI displays dual fluorescence while p - ABN exhibits single fluorescence. Even though both o - AABDI ( o -acetamido analogue of GFP) and o - ABDI have the similar intramolecular hydrogen bonding, o - ABDI displays dual fluorescence while o - AABDI shows single fluorescence. To explore the unusual phenomenon of dual fluorescence for o - ABDI , we used the time-dependent density functional theory (TD-DFT) method with the polarizable continuum model (PCM) to study the S 1 excited state of o - ABDI in acetonitrile. What we found is that o - ABDI in acetonitrile has two isomeric conformations (minima) in the S 1 excited state, the twisted intramolecular charge transfer (TICT) and the localized excited (LE) states. The TICT state involves a large dipole moment change during fluorescence emission, while the LE state with a flat structure involves only a slight dipole moment change without a charge transfer during fluorescence emission. Even though both o - DMABDI ( o -dimethylamino analogue of GFP) and o - ABDI have the TICT excited state, o - DMABDI does not have the stabilized LE S 1 state while o - ABDI does. It is because the intramolecular hydrogen bonding of o - ABDI makes its LE S 1 state highly stabilized, and that leads its LE S 1 state to become a global minimum. That is why o - ABDI displays dual fluorescence. Graphical abstract [DISPLAY OMISSION]


  • 주제어

    Dual fluorescence .   Green fluorescent protein .   Twisted intramolecular charge transfer excited state .   Locally excited state.  

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