Supramolecular FRET modulation by pseudorotaxane formation of a ditopic stilbazolium dye and carboxylato-pillar[5]arene

• Published in: Dyes and pigments Vol. 133; pp. 415 - 423
• Main Authors: Bojtár, Márton, Szakács, Zoltán, Hessz, Dóra, Bazsó, Fanni L., Kállay, Mihály, Kubinyi, Miklós, Bitter, István
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 01-10-2016
• Subjects: FRET; Macrocycle; Pillararene; Pseudorotaxane; Stilbazolium dye; FRET; Stilbazolium dye; Pseudorotaxane; Pillararene; Macrocycle
• ISSN: 0143-7208; 1873-3743
• DOI: 10.1016/j.dyepig.2016.06.030

In this paper we introduce a new approach towards the modulation of fluorescence resonance energy transfer (FRET). Two stilbazolium dyes (A, D) exhibiting opposite fluorescence responses upon complexation with anionic, water soluble carboxylato-pillar[5]arene (WP5) were covalently linked via click chemistry, yielding a FRET-capable ditopic indicator (G). The pseudorotaxane formation of G with WP5 in pure water induced fluorescence enhancement combined with the modulation of the FRET process due to the interaction of the macrocycle with the two fluorophore units.
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•The complexation of stilbazolium dyes with water soluble carboxylato-pillar[5]arene was investigated.•The first stilbazolium-based FRET system is described.•FRET modulation of the ditopic stilbazolium dyad upon complexation with carboxylato-pillar[5]arene was observed.•Intramolecular FRET modulation by supramolecular complexation was achieved.