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Synfacts 2022; 18(02): 0213
DOI: 10.1055/s-0041-1737519
DOI: 10.1055/s-0041-1737519
Peptide Chemistry
Electrochemical Synthesis of Peptides Mediated by Triphenylphosphine
Nagahara S,
Okada Y,
Kitano Y,
Chiba K.
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Tokyo University of Agriculture and Technology, Japan
Biphasic Electrochemical Peptide Synthesis.
Chem. Sci. 2021;
12: 12911-12917
DOI: 10.1039/d1sc03023j.
Biphasic Electrochemical Peptide Synthesis.
Chem. Sci. 2021;
12: 12911-12917
DOI: 10.1039/d1sc03023j.
Significance
Peptides have been attracted increasing attention in the discovery of new drugs. The authors have developed an electrochemical peptide-bond forming reaction that proceeds in a biphasic system that minimizes waste derived from coupling reagents.
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Comment
Anodic oxidation of Ph3P generates a radical cation that serves as the coupling reagent by activating the carboxylic acid. The Ph3P=O byproduct can be recovered and recycled. This triphenylphosphine-mediated peptide-bond-formation reaction under electrochemical conditions gave a variety of peptides in excellent yields.
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Publication History
Article published online:
18 January 2022
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