BODIPY Peptide Labeling by Late‐Stage C(sp3)−H Activation

Late‐stage BODIPY diversification of structurally complex amino acids and peptides was accomplished by racemization‐free palladium‐catalyzed C(sp3)−H activation. Transformative fluorescence modification proved viable by triazole‐assisted C(sp3)−H arylation in a chemo‐ and site‐selective fashion, pro...

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Bibliographic Details
Published inAngewandte Chemie Vol. 130; no. 33; pp. 10714 - 10718
Main Authors Wang, Wei, Lorion, Mélanie M., Martinazzoli, Oscar, Ackermann, Lutz
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 13.08.2018
Subjects
Activation
Amino acids
BODIPY
C(sp3)-H-Aktivierung
Chemistry
Fluorescence
Markierung
Palladium
Peptide
Peptides
Racemization
Triazole
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Summary:Late‐stage BODIPY diversification of structurally complex amino acids and peptides was accomplished by racemization‐free palladium‐catalyzed C(sp3)−H activation. Transformative fluorescence modification proved viable by triazole‐assisted C(sp3)−H arylation in a chemo‐ and site‐selective fashion, providing modular access to novel BODIPY peptide sensors. Die Diversifizierung komplexer Aminosäuren und Peptide mit BODIPY‐Einheiten gelang durch racemisierungsfreie Palladium‐katalysierte C(sp3)‐H‐Aktivierung. Durch Triazol‐gesteuerte chemo‐ und positionsselektive C(sp3)‐H‐Arylierung können so neuartige BODIPY‐Peptid‐Sensoren generiert werden.
Bibliography:These authors contributed equally to this work.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201804654