Peptide-Carbazolyl Cyanobenzene Conjugates: Enabling Biomolecule Functionalization via Photoredox and Energy Transfer Catalysis.

ABSTRACT: Since their discovery in 2012, carbazolyl (iso)phthalonitrile (Cz(I)PN) derivatives have found significant applications as photocatalysts (PCs) in organic chemistry. Herein, we introduce two efficient methods for incorporating carbazolyl cyanobenzenes into various peptide sequences. The first method involves a photomediated decarboxylative functionalization of the C-terminus of peptides, leading to the formation of various carbazolyl benzonitrile (CzBN) derivatives. The second method exploits a cysteine-selective S_NAr reaction on a fluorinated arene precursor, resulting in novel peptide-3CzIPN (triscarbazolyl-isophthalonitrile) conjugates. Both types of conjugates maintain delayed fluorescence properties, exhibit similar or wider redox potential, and possess higher excited state

SUBMITTER: Liu XY 

PROVIDER: S-EPMC12322649 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature