Detection of nitric oxide and nitroxyl with benzoresorufin-based fluorescent sensors

Inorg Chem. 2013 Mar 18;52(6):3285-94. doi: 10.1021/ic302793w. Epub 2013 Mar 5.

Abstract

A new family of benzoresorufin-based copper complexes for fluorescence detection of NO and HNO is reported. The copper complexes, CuBRNO1-3, elicit 1.5-4.8-fold emission enhancement in response to NO and HNO. The three sensors differ in the nature of the metal-binding site. The photophysical properties of these sensors are investigated with assistance from density functional theory calculations. The fluorescence turn-on observed upon reaction with HNO is an unexpected result that is discussed in detail. The utility of the new sensors for detecting HNO and NO in HeLa cells and RAW 264.7 macrophages is demonstrated.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Benzoxazines / chemistry*
  • Cell Line
  • Cell Survival
  • Chemistry Techniques, Analytical / instrumentation*
  • Coordination Complexes / chemistry*
  • Fluorescent Dyes / chemistry
  • Humans
  • Metals / chemistry
  • Models, Molecular
  • Molecular Conformation
  • Nitric Oxide / analysis*
  • Nitric Oxide / chemistry
  • Nitrogen Oxides / analysis*
  • Nitrogen Oxides / chemistry
  • Quantum Theory
  • Reactive Nitrogen Species / chemistry
  • Reactive Oxygen Species / chemistry
  • Spectrometry, Fluorescence

Substances

  • Benzoxazines
  • Coordination Complexes
  • Fluorescent Dyes
  • Metals
  • Nitrogen Oxides
  • Reactive Nitrogen Species
  • Reactive Oxygen Species
  • Nitric Oxide
  • nitroxyl