Chemodivergent manganese-catalyzed C–H activation: modular synthesis of fluorogenic probes

Nikolaos Kaplaneris, Jongwoo Son, Lorena Mendive-Tapia, Adelina Kopp, Nicole D. Barth, Isaac Maksso, Marc Vendrell () and Lutz Ackermann ()
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Nikolaos Kaplaneris: Georg-August-Universität Göttingen
Jongwoo Son: Georg-August-Universität Göttingen
Lorena Mendive-Tapia: The University of Edinburgh
Adelina Kopp: Georg-August-Universität Göttingen
Nicole D. Barth: The University of Edinburgh
Isaac Maksso: Georg-August-Universität Göttingen
Marc Vendrell: The University of Edinburgh
Lutz Ackermann: Georg-August-Universität Göttingen

Nature Communications, 2021, vol. 12, issue 1, 1-9

Abstract: Abstract Bioorthogonal late-stage diversification of amino acids and peptides bears enormous potential for drug discovery and molecular imaging. Despite major accomplishments, these strategies largely rely on traditional, lengthy prefunctionalization methods, heavily involving precious transition-metal catalysis. Herein, we report on a resource-economical manganese(I)-catalyzed C–H fluorescent labeling of structurally complex peptides ensured by direct alkynylation and alkenylation manifolds. This modular strategy sets the stage for unraveling structure-activity relationships between structurally discrete fluorophores towards the rational design of BODIPY fluorogenic probes for real-time analysis of immune cell function.

Date: 2021
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Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:12:y:2021:i:1:d:10.1038_s41467-021-23462-9

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DOI: 10.1038/s41467-021-23462-9

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