Orthogonal Electrochemical Amine Deprotection: Toward Sustainable Strategies for Peptide Synthesis

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Authors: Esteban Suárez-Picado, Saurabh K. Ahirwar, Lara R. Malins
Cited by: 3
References: 36

Abstract

Deprotection steps employed in peptide synthesis often require harsh conditions and excess reagents, limiting substrate compatibility and sustainability. Electrochemically cleavable protecting groups (e-PGs) offer an attractive alternative. Here, we report the use of 1,3-dithiane-based e-PGs for orthogonal protection of lysine ε-amines in peptide synthesis. Under constant potential electrolysis, deprotection proceeds selectively and orthogonally to other common amino acid protecting groups (Alloc, Boc, Dde, Fmoc, Trt, Pbf, tBu), highlighting potential applications in sustainable peptide synthesis.

Fields of Study & Subjects

Radical Photochemical Reactions Chemical Synthesis and Analysis Click Chemistry and Applications

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
5
Pages
1815–1820
Publication date
26 January 2026
Language
EN