Parametric Analysis of Donor Activation for Glycosylation Reactions

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Abstract: The chemical synthesis of complex oligosaccharides relies on efficient and highly reproducible glycosylation reactions. The outcome of a glycosylation is contingent upon several environmental factors, such as temperature, acidity, the presence of residual moisture, as well as the steric, electronic, and conformational aspects of the reactants. Each glycosylation proceeds rapidly and with a high yield within a rather narrow temperature range. For better control over glycosylations and to ensure fast and reliable reactions, a systematic analysis of 18 glycosyl donors revealed the effect of reagent concentration, water content, protecting groups, and structure of the glycosyl donors on the activation temperature. With these insights, we parametrize the first step of the glycosylation reaction to be executed reliably and efficiently.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Parametric Analysis of Donor Activation for Glycosylation Reactions ; day:17 ; month:04 ; year:2024 ; extent:8
Chemistry - a European journal ; (17.04.2024) (gesamt 8)

Creator
Lin, Mei‐Huei
Kuo, Yan‐Ting
Danglad‐Flores, José
Sletten, Eric T.
Seeberger, Peter H.

DOI
10.1002/chem.202400479
URN
urn:nbn:de:101:1-2404181408040.432626088968
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
14.08.2025, 10:51 AM CEST

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