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DNA probes are fragments of DNA labeled with a reporter tag to enable their detection or purification. The resulting labeled DNA probes can then hybridize to target nucleic acid sequences through complementary base-pairing, and may be used to recover or identify these regions.
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Boronate based fluorescence (ESIPT) probe for peroxynitrite.

Adam C Sedgwick1, Xiaolong Sun1, Gyoungmi Kim2

  • 1Department of Chemistry, University of Bath, BA2 7AY, UK. T.D.James@bath.ac.uk.

Chemical Communications (Cambridge, England)
|October 11, 2016
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Summary
This summary is machine-generated.

A novel probe detects peroxynitrite by utilizing a benzyl boronic ester. Upon reaction with peroxynitrite, the probe exhibits enhanced ESIPT fluorescence, enabling sensitive detection in cell imaging.

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Area of Science:

  • Analytical Chemistry
  • Biomedical Imaging
  • Fluorescence Spectroscopy

Background:

  • Peroxynitrite is a reactive nitrogen species implicated in various physiological and pathological processes.
  • Sensitive and specific detection methods for peroxynitrite are crucial for biological research and diagnostics.
  • Existing probes may lack cell permeability or exhibit insufficient fluorescence enhancement.

Purpose of the Study:

  • To develop a simple, cell-permeable fluorescent probe for peroxynitrite detection.
  • To investigate the probe's response mechanism and fluorescence properties.
  • To validate the probe's utility in live cell imaging.

Main Methods:

  • Synthesis of a novel fluorescent probe incorporating a benzyl boronic ester protecting group.
  • Characterization of the probe's photophysical properties, including fluorescence enhancement upon peroxynitrite interaction.
  • Evaluation of cell permeability and application in fluorescence microscopy of HeLa and RAW 264.7 cells.

Main Results:

  • The developed probe demonstrated a 'turn-on' fluorescence response with a 4.5-fold enhancement.
  • The benzyl boronic ester protecting group was efficiently removed by peroxynitrite, activating ESIPT fluorescence.
  • The probe successfully visualized peroxynitrite levels in live HeLa and RAW 264.7 cells with an 'off-on' signal.

Conclusions:

  • A simple and effective fluorescent probe for peroxynitrite detection has been successfully developed.
  • The probe's cell permeability and 'turn-on' fluorescence response make it suitable for biological applications.
  • This probe offers a valuable tool for studying peroxynitrite-related biological events in cellular environments.