Issue 8, 2021
From the journal:

Chemical Communications

Rapid access to Asp/Glu sidechain hydrazides as thioester precursors for peptide cyclization and glycosylation†

Natalie G. Barnes,a   Kudakwashe Nyandoro,a   Hanzhang Jina  and  Derek Macmillan ORCID logo *a  

* Corresponding authors

a Department of Chemistry, University College London, 20 Gordon Street, London, UK
E-mail: d.macmillan@ucl.ac.uk

Abstract

Head-to-sidechain macrocylic peptides, and neoglycopeptides, were readily prepared by site-specific amidation of aspartic and glutamic acid sidechain hydrazides. Hydrazides, serving as latent thioesters, were introduced through regioselective opening of the corresponding Nα-Fmoc protected anhydride precursors.

Graphical abstract: Rapid access to Asp/Glu sidechain hydrazides as thioester precursors for peptide cyclization and glycosylation

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Article information

DOI
https://doi.org/10.1039/D0CC07404G
Article type
Communication
Submitted
11 Nov 2020
Accepted
22 Dec 2020
First published
05 Jan 2021
This article is Open Access
Creative Commons BY license

Chem. Commun., 2021,57, 1006-1009

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Rapid access to Asp/Glu sidechain hydrazides as thioester precursors for peptide cyclization and glycosylation

N. G. Barnes, K. Nyandoro, H. Jin and D. Macmillan, Chem. Commun., 2021, 57, 1006 DOI: 10.1039/D0CC07404G

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