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 in:Angewandte Chemie International Edition 2018-08, Vol.57 (33), p.10554-10558
Main Authors: Wang, Wei, Lorion, Mélanie M., Martinazzoli, Oscar, Ackermann, Lutz
Format: Article
Language:English
Subjects:
Activation
Amino acids
BODIPY
C(sp3)−H activation
Fluorescence
labeling
Palladium
Peptides
Racemization
triazoles
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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. 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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201804654