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Issue 7, 2019

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

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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 with 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. The introduction of electron-withdrawing or electron-donating groups into the receptor results in a set 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, as was recently shown elsewhere.

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

Supplementary files

Article information


Submitted
18 Jan 2019
Accepted
04 Feb 2019
First published
08 Feb 2019

This article is Open Access

Analyst, 2019,144, 2393-2402
Article type
Paper

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

C. Staudinger, J. Breininger, I. Klimant and S. M. Borisov, Analyst, 2019, 144, 2393 DOI: 10.1039/C9AN00118B

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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