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Near-infrared fluorescent aza-BODIPY dyes for sensing and imaging of pH from neutral to highly alkaline range

Abstract

New aza-BODIPY pH indicators with spectral properties modulated solely by photoinduced electron transfer (PET) are presented. The pH sensitive hydroxyl group is located in the meta-position of a phenyl substituent in respect to the aza-BODIPY core, which eliminates the conjugation to the chromophore. The new dyes show reversible “on” – “off” fluorescence response upon deprotonation of the receptor but no changes in the absorption spectrum, which is in contrast to state-of-the-art indicators of the aza-BODIPY family. This eliminates potential changes in the efficiency of the inner filter effect and Förster resonance energy transfer (FRET) and makes the new dyes suitable acceptors in light harvesting systems used for ratiometric pH imaging. Introduction of electron-withdrawing or electron donating groups in the receptor results in a palette of indicators suitable for measurements from physiological (pH 7) to very alkaline (pH 13) conditions. The new sensors are particularly promising for monitoring of pH changes in concrete which was recently shown elsewhere.

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Publication details

The article was accepted on 04 Feb 2019 and first published on 08 Feb 2019


Article type: Paper
DOI: 10.1039/C9AN00118B
Citation: Analyst, 2019, Accepted Manuscript
  • Open access: Creative Commons BY license
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    Near-infrared fluorescent aza-BODIPY dyes for sensing and imaging of pH from neutral to highly alkaline range

    C. Staudinger, J. Breininger, I. Klimant and S. M. Borisov, Analyst, 2019, Accepted Manuscript , DOI: 10.1039/C9AN00118B

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