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Synthesizing Amino Acids Modified with Reactive Carbonyls in Silico to Assess Structural Effects Using Molecular Dynamics Simulations
Published on: April 26, 2024
Visible-Light-Promoted Carbamoylation: Access to Diarylhydrazine Carbonyl Amino Acid/Peptide Derivatives
Fan-Lin Zeng1, Lan Wang1, Yu-Xin Luo1
1Henan Linker Technology Key Laboratory, College of Advanced Interdisciplinary Science and Technology, Henan University of Technology, Zhengzhou 450001, China.
Abstract:
Integrating amino acids/peptides into hydrazine skeletons remains a significant challenge. We report a visible-light-induced carbamoylation using DHP-tagged amino acids/peptides as radical precursors for the green synthesis of diarylhydrazine carbonyl amino acid/peptide derivatives (37 examples, up to 96% yield). This first integration of amino acid/peptide motifs into hydrazines features mild conditions, external oxidant/additive-free, broad substrate scope and excellent compatibility. It enables late-stage modification of proteins/amine-containing functional molecules, offering a sustainable strategy for peptide modification and drug discovery.
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