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Photoluminescence: Applications01:14

Photoluminescence: Applications

Photoluminescence offers a wide range of applications due to its inherent sensitivity and selectivity. This technique allows for both direct and indirect analyses of the analyte. Direct quantitative analysis is possible when the analyte exhibits a favorable quantum yield for fluorescence or phosphorescence. However, an indirect analysis may be feasible if the analyte is not fluorescent or phosphorescent, or if the quantum yield is unfavorable. Indirect methods include reacting the analyte with...

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Chemical Modification of the Tryptophan Residue in a Recombinant Ca2+-ATPase N-domain for Studying Tryptophan-ANS FRET
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Potential fluorescent chemosensor based on L-tryptophan derivative: DFT based ESIPT process.

Jayaraman Jayabharathi1, Venugopal Thanikachalam, Munusamy Vennila

  • 1Department of Chemistry, Annamalai University, Annamalainagar, Tamilnadu 608 002, India. jtchalam2005@yahoo.co.in

Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy
|May 15, 2012
PubMed
Summary

This study investigates the spectroscopic properties of a hydroxy Schiff base, (E)-2-(2-hydroxybenzylideneamino)-3-(1H-indol-3-yl) propanoic acid (HBDIPPA). The research demonstrates its potential as a novel fluorescent sensor due to its excited state intramolecular proton transfer (ESIPT) characteristics.

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Area of Science:

  • Photochemistry
  • Computational Chemistry
  • Materials Science

Background:

  • Schiff bases are known for their diverse applications, including fluorescence sensing.
  • Hydroxy Schiff bases can exhibit excited state intramolecular proton transfer (ESIPT), a phenomenon crucial for photophysical properties.
  • Understanding the photophysical behavior of novel Schiff base derivatives is essential for developing advanced sensor materials.

Purpose of the Study:

  • To investigate the spectroscopic properties of (E)-2-(2-hydroxybenzylideneamino)-3-(1H-indol-3-yl) propanoic acid (HBDIPPA) in various solvents.
  • To explore the excited state intramolecular proton transfer (ESIPT) process in HBDIPPA using emission spectroscopy.
  • To elucidate the electronic structure and intermolecular interactions of HBDIPPA through DFT calculations.

Main Methods:

  • Emission spectroscopy was employed to study the ESIPT process.
  • Density Functional Theory (DFT) calculations were performed to analyze energy, HOMO-LUMO levels, MEP, dipole moment, and charge distribution.
  • Potential Energy Surface (PES) calculations were used to determine the energy barrier for rotamer interconversion.
  • Correlations were made between spectral data and various solvent functions/parameters.

Main Results:

  • The study characterized the spectroscopic properties of HBDIPPA in different solvents.
  • Evidence for an excited state intramolecular proton transfer (ESIPT) process was observed.
  • DFT calculations provided insights into the electronic structure and confirmed hydrogen bond interactions.
  • PES calculations revealed a higher energy barrier for excited-state rotamer interconversion compared to the ground state.
  • Spectral data showed good correlation with established solvent polarity scales.

Conclusions:

  • HBDIPPA exhibits significant photophysical properties driven by ESIPT.
  • The electronic structure and hydrogen bonding characteristics influence its spectral behavior.
  • The high energy barrier in the excited state suggests photostability.
  • HBDIPPA shows promise as a novel fluorescent sensor material.