Electrochemical Synthesis of Peptides Mediated by Triphenylphosphine

Hisashi Yamamoto; Wataru Muramatsu

doi:10.1055/s-0041-1737519

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Synfacts 2022; 18(02): 0213
DOI: 10.1055/s-0041-1737519

Peptide Chemistry

Electrochemical Synthesis of Peptides Mediated by Triphenylphosphine

Rezensent(en):

Hisashi Yamamoto

,

Wataru Muramatsu

Nagahara S, Okada Y, Kitano Y, Chiba K. * Tokyo University of Agriculture and Technology, Japan
Biphasic Electrochemical Peptide Synthesis.

Chem. Sci. 2021;
12: 12911-12917
DOI: 10.1039/d1sc03023j

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Abstract
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Key words

electrochemistry - peptide coupling - triphenylphosphine - soluble tags

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.

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.

Publikationsverlauf

Artikel online veröffentlicht:
18. Januar 2022

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