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Selective Labeling of Peptides with o-Carboranes via Manganese(I)-Catalyzed C-H Activation.

ABSTRACT: A robust method for the selective labeling of peptides via manganese(I) catalysis was devised to achieve the C-2 alkenylation of tryptophan containing peptides with 1-ethynyl-o-carboranes. The manganese-catalyzed C-H activation was accomplished with high catalytic efficiency, and featured low toxicity, high functional group tolerance and excellent E-stereoselectivity. This approach unravels a promising tool for the assembly of o-carborane with structurally complex peptides of relevance to applications in boron neutron capture therapy.

SUBMITTER: Jei BB

PROVIDER: S-EPMC9320968 | biostudies-literature | 2022 Jul

REPOSITORIES: biostudies-literature

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Selective Labeling of Peptides with o-Carboranes via Manganese(I)-Catalyzed C-H Activation.

Jei Becky Bongsuiru BB Yang Long L Ackermann Lutz L

Chemistry (Weinheim an der Bergstrasse, Germany) 20220523 37

A robust method for the selective labeling of peptides via manganese(I) catalysis was devised to achieve the C-2 alkenylation of tryptophan containing peptides with 1-ethynyl-o-carboranes. The manganese-catalyzed C-H activation was accomplished with high catalytic efficiency, and featured low toxicity, high functional group tolerance and excellent E-stereoselectivity. This approach unravels a promising tool for the assembly of o-carborane with structurally complex peptides of relevance to applic ...[more]

PMID: 35420234

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