Issue 1, 2022
From the journal:

Organic & Biomolecular Chemistry

A flow-based transition-metal-catalysed hydrogenolysis strategy to facilitate peptide side-chain deprotection†

Maria Menti-Platten, ORCID logo ‡a   Janice R. Aldrich-Wright ORCID logo ab  and  Christopher P. Gordon ORCID logo *abc  

* Corresponding authors

a School of Science, Western Sydney University, Locked Bag 1797, Penrith South DC, Australia
E-mail: c.gordon@westernsydney.edu.au

b Nanoscale Organisation and Dynamics Group, Locked Bag 1797, Penrith South DC, Australia

c Molecular Medicine Research Group, Western Sydney University School of Medicine, Narellan Rd & Gilchrist Dr, Campbelltown, NSW, Australia

Abstract

Orthogonal deprotection methodologies are an invaluable tool for the construction of site-specially modified peptides. Here, we report a facile 10% Pd/CaCO3-based procedure to selectively mediate Nβ-side-chain Cbz-lysis from extended peptide sequences in the presence of trityl and t-Butyl protecting groups.

Graphical abstract: A flow-based transition-metal-catalysed hydrogenolysis strategy to facilitate peptide side-chain deprotection

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Article information

DOI
https://doi.org/10.1039/D1OB02179F
Article type
Communication
Submitted
08 Nov 2021
Accepted
30 Nov 2021
First published
01 Dec 2021

Org. Biomol. Chem., 2022,20, 106-112

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A flow-based transition-metal-catalysed hydrogenolysis strategy to facilitate peptide side-chain deprotection

M. Menti-Platten, J. R. Aldrich-Wright and C. P. Gordon, Org. Biomol. Chem., 2022, 20, 106 DOI: 10.1039/D1OB02179F

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