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.
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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 |
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