Novel electrochemically-mediated peptide dethiylation in processes relevant to native chemical ligation?
Organic & Biomolecular Chemistry Pub Date: 2022-08-30 DOI: 10.1039/D2OB01499H
Abstract
Here we explore electrochemical dethiylation in processes relevant to Native Chemical Ligation (NCL). NCL's reliance on the redox active amino acid cysteine and β-mercaptamine derivatives suggests a potential role for electrochemistry. We show that the application of a 1 V potential to platinum electrodes in 0.15 M TCEP solution is sufficient to convert Cys to Ala in cyclic peptides, and to cleave the 2-mercapto-2-phenethyl class of acyl transfer auxiliary.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4