ArticleChemistry (Weinheim an der Bergstrasse, Germany)2025
Mild and Selective Trifluoromethylation of Peptides at Tryptophane Residues by a Water-Soluble Copper Complex with Redox-Active Ligands.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.
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1 citing paper in PubMed.
- Trifluoromethylthio and Trifluoromethyl Functionalization of Endomorphin-1 Enhances its Hydrophobicity and Plasma Stability while Preserving its Affinity for the μ-Opioid Receptor.The Journal of organic chemistry · 2026Article
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10 authors.
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Abstract
Selective chemical modifications of biomolecules are in high demand for the development and implementation of chemical biology strategies. Methods involving radicals have emerged as powerful options yet potentially generate side reactivities when involving harsh reaction conditions. We report the development of a mild catalytic method for the selective functionalization of tryptophane residues in peptides with a trifluoromethyl group using a water-soluble copper complex with redox-active ligands. This method displays both inter- and intramolecular selectivity for tryptophane residues and its synthetic relevance is demonstrated by the selective conversion of a 13-residue peptidic sequence and an endomorphine analogue in good yields.
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