Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 27, Issue 21, Pages 6489-6499Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202003872
Keywords
aggregation; fluorescence; heme; self-assembly; synthetic receptors
Categories
Funding
- Research Equipment Sharing Center at the Nagoya City University
- JSPS KAKENHI [18K06551]
- Konica Minolta Award in Synthetic Organic Chemistry Japan
- Grants-in-Aid for Scientific Research [18K06551] Funding Source: KAKEN
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Interest is growing in the development and application of synthetic receptors that can recognize target biomolecules in aqueous media. A new tweezer-type synthetic receptor has been developed that shows significant fluorescence response upon complexation with heme in aqueous solution at pH 7.4. The synthetic receptor exhibits a supramolecular amphiphilic character, facilitating the formation of self-assembled aggregates.
There is increasing interest in the development and applications of synthetic receptors that recognize target biomolecules in aqueous media. We have developed a new tweezer-type synthetic receptor that gives a significant fluorescence response upon complexation with heme in aqueous solution at pH 7.4. The synthetic receptor consists of a tweezer-type heme recognition site and sulfo-Cy5 as a hydrophilic fluorophore. The receptor-heme complex exhibits a supramolecular amphiphilic character that facilitates the formation of self-assembled aggregates, and both the tweezer moiety and the sulfo-Cy5 moiety are important for this property. The synthetic receptor also exhibits significant fluorescence responses to biliverdin and bilirubin, but shows very weak fluorescence responses to flavin mononucleotide, folic acid, and nicotinamide adenine dinucleotide, which contain smaller pi-scaffolds.
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