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pKa tuning in quadrupolar-type two-photon ratiometric fluorescent membrane probes
Journal article   Peer reviewed

pKa tuning in quadrupolar-type two-photon ratiometric fluorescent membrane probes

Jonathan Daniel, Cristiano Mastrodonato, Aude Sourdon, Guillaume Clermont, Jean-Marie Vabre, Bertrand Goudeau, Hannah Voldoire, Stéphane Arbault, Olivier Mongin and Mireille Blanchard-Desce
Chemical communications (Cambridge, England), Vol.51(83), pp.15245-15248
25/10/2015
PMID: 26226500

Abstract

Fluorescent Dyes - chemical synthesis Fluorescent Dyes - chemistry Hydrogen-Ion Concentration Molecular Structure Phospholipids - chemistry Protons
Two bolaamphiphilic quadrupoles built from a fluorene core conjugated with azine endgroups were designed and successfully used to stain GUV membranes. Their quadrupolar character induces both a shift of the pKa values close to the physiological pH and large two-photon absorption responses (i.e. over 1000 GM for acidic forms). As such they hold promise as ratiometric two-photon pH probes for monitoring slight variations of pH near cell membranes using two-photon excitation in the NIR region.

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