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

Barnes, NG; Nyandoro, K; Jin, H; Macmillan, D; (2021) Rapid access to Asp/Glu sidechain hydrazides as thioester precursors for peptide cyclization and glycosylation. Chemical Communications 10.1039/D0CC07404G. (In press). Green open access

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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 Na-Fmoc protected anhydride precursors.

Type: Article
Title: Rapid access to Asp/Glu sidechain hydrazides as thioester precursors for peptide cyclization and glycosylation
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/D0CC07404G
Publisher version: https://doi.org/10.1039/D0CC07404G
Language: English
Additional information: This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. http://creativecommons.org/licenses/by/3.0/
UCL classification: UCL
UCL > Provost and Vice Provost Offices
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/10118687
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