Pyranine‐Modified Amphiphilic Polymer Conetworks as Fluorescent Ratiometric pH Sensors

The fluorescent dye 8‐hydroxypyrene‐1,3,6‐trisulfonate (pyranine) combines high photostability with ratiometric pH detection in the physiological range, making it a prime candidate for optical sensors in biomedical applications, such as pH‐based chronic wound monitoring. However, pyranine's hig...

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Bibliographic Details
Published in:Macromolecular rapid communications. 2019-11, Vol.40 (21), p.e1900360-n/a
Main Authors: Ulrich, Sebastian, Osypova, Alina, Panzarasa, Guido, Rossi, René M., Bruns, Nico, Boesel, Luciano F.
Format: Article
Language:English
Subjects:
amphiphilic polymers conetworks
Aqueous environments
Arylsulfonates - chemistry
Biomedical materials
Conjugation
Dyes
Environmental monitoring
Fluorescent dyes
Fluorescent Dyes - chemistry
Fluorescent indicators
Hydrogen-Ion Concentration
Hydrophilicity
Hydrophobicity
Leaching
Membranes
Molecular Structure
nanophase separation
Optical measuring instruments
optical pH sensors
Particle Size
pH effects
pH sensors
Polymers
Polymers - chemistry
pyranine
Sensors
Surface Properties
Surface-Active Agents - chemistry
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Summary:The fluorescent dye 8‐hydroxypyrene‐1,3,6‐trisulfonate (pyranine) combines high photostability with ratiometric pH detection in the physiological range, making it a prime candidate for optical sensors in biomedical applications, such as pH‐based chronic wound monitoring. However, pyranine's high water solubility and the difficulty of covalent attachment pose severe limitations in terms of leaching from sensor matrices. Herein, pyranine‐modified nanophase‐separated amphiphilic polymer conetworks (APCNs) are reported as fluorescent ratiometric pH sensors. The thin, freestanding APCN membranes composed of one hydrophilic and one hydrophobic polymer provide an optically transparent, flexible, and stable ideal matrix that enables contact between dye and aqueous environment. An active ester‐based conjugation approach results in a highly homogeneous and stable pyranine modification of the APCN's hydrophilic phase. This concept effectively solves the leaching challenge for pyranine without compromising its functionality, which is demonstrated by ratiometric pH detection in the range of pH 5–9. Pyranine is an exceptional fluorescent dye, combining high photostability with ratiometric pH detection in the physiological range. Nanophase‐separated amphiphilic polymer conetworks provide an ideal matrix system for pyranine. An active ester‐based functionalization approach ensures stable conjugation to the hydrophilic phase and contact to the aqueous environment, enabling its use as fluorescent ratiometric pH sensors in the range of pH 5–9.
ISSN:1022-1336
1521-3927
DOI:10.1002/marc.201900360