Singlet Oxygen-Induced Furan Oxidation for Site-Specific and Chemoselective Peptide Ligation
Autor: | Annemieke Madder, Dimitris Kalaitzakis, Georgios Vassilikogiannakis, Kurt Hoogewijs, Eirini Antonatou, Andreas Baudot |
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Rok vydání: | 2016 |
Předmět: |
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Hydrazone Peptide 010402 general chemistry Photochemistry Hydrazide 01 natural sciences Catalysis chemistry.chemical_compound Nucleophile Furan Furans Fluorescent Dyes chemistry.chemical_classification Singlet Oxygen 010405 organic chemistry Chemistry Singlet oxygen Organic Chemistry General Chemistry Combinatorial chemistry 0104 chemical sciences Covalent bond Click chemistry Peptides Oxidation-Reduction |
Zdroj: | Chemistry (Weinheim an der Bergstrasse, Germany). 22(25) |
ISSN: | 1521-3765 |
Popis: | A novel chemoselective ligation methodology has been developed for the facile construction of peptide-based fluorescent probes. Furan-containing peptides were activated by singlet oxygen and covalently engaged by nitrogen nucleophiles to yield stable conjugates. Singlet oxygen was compatible with sensitive amino acid residues within the peptides and a range of fluorophores, bearing different functionalities, were successfully incorporated, illustrating the broad scope of the developed strategy. |
Databáze: | OpenAIRE |
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