Details
| Original language | English |
|---|---|
| Article number | e202500311 |
| Journal | Chemistry - a European journal |
| Volume | 31 |
| Issue number | 25 |
| Early online date | 20 Mar 2025 |
| Publication status | Published - 7 May 2025 |
Abstract
Glycans are biologically important molecules that are difficult to synthesize and analyze due to their structural diversity and conformational flexibility. Stereoselective glycosylation reactions are key to achieving high-yielding glycan syntheses. The stereochemical outcome of glycosylations is significantly influenced by factors such as the choice of activator and leaving group systems, solvent type, temperature, concentration, and stoichiometry. We introduce a flow chemistry approach to efficiently screen glycosylation conditions, using minimal material and time to enable a rapid design-make-test-analyze cycle with precise parameter control for reaction optimization. Ion mobility spectrometry provides rapid separation and analysis of crude glycosylation reaction mixtures that requires less method development than liquid chromatography thus making it a valuable tool for optimizing glycosylation reactions.
Keywords
- chemical glycosylation, flow chemistry, ion mobility spectrometry, reaction screening, stereoselectivity
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- General Chemistry
- Chemistry(all)
- Organic Chemistry
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In: Chemistry - a European journal, Vol. 31, No. 25, e202500311, 07.05.2025.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Rapid Stereochemical Analysis of Glycosylations in Flow by Ion Mobility Spectrometry
AU - Wolf, Jakob B.
AU - Zühlke, Martin
AU - Weh, Dominik
AU - Dal Colle, Marlene C.S.
AU - Thoben, Christian
AU - Beitz, Toralf
AU - Bienert, Klaus
AU - Cambié, Dario
AU - Sletten, Eric T.
AU - Delbianco, Martina
AU - Zimmermann, Stefan
AU - Seeberger, Peter H.
N1 - Publisher Copyright: © 2025 The Author(s). Chemistry – A European Journal published by Wiley-VCH GmbH.
PY - 2025/5/7
Y1 - 2025/5/7
N2 - Glycans are biologically important molecules that are difficult to synthesize and analyze due to their structural diversity and conformational flexibility. Stereoselective glycosylation reactions are key to achieving high-yielding glycan syntheses. The stereochemical outcome of glycosylations is significantly influenced by factors such as the choice of activator and leaving group systems, solvent type, temperature, concentration, and stoichiometry. We introduce a flow chemistry approach to efficiently screen glycosylation conditions, using minimal material and time to enable a rapid design-make-test-analyze cycle with precise parameter control for reaction optimization. Ion mobility spectrometry provides rapid separation and analysis of crude glycosylation reaction mixtures that requires less method development than liquid chromatography thus making it a valuable tool for optimizing glycosylation reactions.
AB - Glycans are biologically important molecules that are difficult to synthesize and analyze due to their structural diversity and conformational flexibility. Stereoselective glycosylation reactions are key to achieving high-yielding glycan syntheses. The stereochemical outcome of glycosylations is significantly influenced by factors such as the choice of activator and leaving group systems, solvent type, temperature, concentration, and stoichiometry. We introduce a flow chemistry approach to efficiently screen glycosylation conditions, using minimal material and time to enable a rapid design-make-test-analyze cycle with precise parameter control for reaction optimization. Ion mobility spectrometry provides rapid separation and analysis of crude glycosylation reaction mixtures that requires less method development than liquid chromatography thus making it a valuable tool for optimizing glycosylation reactions.
KW - chemical glycosylation
KW - flow chemistry
KW - ion mobility spectrometry
KW - reaction screening
KW - stereoselectivity
UR - http://www.scopus.com/inward/record.url?scp=105001873511&partnerID=8YFLogxK
U2 - 10.1002/chem.202500311
DO - 10.1002/chem.202500311
M3 - Article
AN - SCOPUS:105001873511
VL - 31
JO - Chemistry - a European journal
JF - Chemistry - a European journal
SN - 0947-6539
IS - 25
M1 - e202500311
ER -