UCL Discovery
UCL home » Library Services » Electronic resources » UCL Discovery

Investigation of acyl transfer auxiliary-assisted glycoconjugation for glycoprotein semi-synthesis

Nyandoro, Kudakwashe; Lamb, Charles MG; Yu, Haoran; Shi, Jian; Macmillan, Derek; (2022) Investigation of acyl transfer auxiliary-assisted glycoconjugation for glycoprotein semi-synthesis. Organic & Biomolecular Chemistry , 43 pp. 8506-8514. 10.1039/d2ob01633h. Green open access

[thumbnail of d2ob01633h.pdf]
Preview
Text
d2ob01633h.pdf - Published Version

Download (1MB) | Preview

Abstract

Homogeneous glycoprotein syntheses have become possible in the last decade due to advances in chemical ligation strategies, particularly Native Chemical Ligation (NCL). For native glycoproteins this still requires laborious and technically challenging syntheses of glycopeptide components, combined with multi-segment ligation reactions. Here we explore new reactions between sugar-linked acyl transfer auxiliaries and peptide thioesters. We show that native glycoproteins are difficult to produce using this approach but various related analogues are accessible. The results show that site-specific neoglycoconjugation is a viable route to simply glycosylated proteins, which may be extended using well-documented enzymatic processes.

Type: Article
Title: Investigation of acyl transfer auxiliary-assisted glycoconjugation for glycoprotein semi-synthesis
Location: England
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/d2ob01633h
Publisher version: https://doi.org/10.1039/D2OB01633H
Language: English
Additional information: © The Royal Society of Chemistry 2022. This article is Open Access (http://creativecommons.org/licenses/by/3.0/).
UCL classification: 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
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL
URI: https://discovery.ucl.ac.uk/id/eprint/10158603
Downloads since deposit
24Downloads
Download activity - last month
Download activity - last 12 months
Downloads by country - last 12 months

Archive Staff Only

View Item View Item