ArticleChemphyschem : a European journal of chemical physics and physical chemistry2020
The Impact of Leaving Group Anomericity on the Structure of Glycosyl Cations of Protected Galactosides.
Article in Chemphyschem : a European journal of chemical physics and physical chemistry, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 23 citations in OpenAlex.
- Stereoselectivity of Galactosylation Reactions In Vacuo.Journal of the American Chemical Society · 2026Article
- Collision-Induced Fragmentation of Oligosaccharides: Mechanistic Insights for Mass Spectrometry-Based Glycomics.Angewandte Chemie (International ed. in English) · 2025Review
- Elucidating reactive sugar-intermediates by mass spectrometry.Communications chemistry · 2025Review
- Mechanistic insight into benzylidene-directed glycosylation reactions using cryogenic infrared spectroscopy.Nature synthesis · 2024Article
- The Influence of the Electron Density in Acyl Protecting Groups on the Selectivity of Galactose Formation.Journal of the American Chemical Society · 2022Article
- Mass Spectrometry-Based Techniques to Elucidate the Sugar Code.Chemical reviews · 2022Review
- Neighboring Group Participation of Benzoyl Protecting Groups in C3- and C6-Fluorinated Glucose.European journal of organic chemistry · 2022Article
- Characterization of Cyclic N-Acyliminium Ions by Infrared Ion Spectroscopy.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Applications of infrared spectroscopy in polysaccharide structural analysis: Progress, challenge and perspective.Food chemistry: X · 2021Article
- Glycosyl Oxocarbenium Ions: Structure, Conformation, Reactivity, and Interactions.Accounts of chemical research · 2021Review
- Predicting glycosylation stereoselectivity using machine learning.Chemical science · 2020Article
- The Impact of Leaving Group Anomericity on the Structure of Glycosyl Cations of Protected Galactosides.Chemphyschem : a European journal of chemical physics and physical chemistry · 2020Article
Corrections and comments
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Authors and funding
12 authors at 2 institutions in 1 country.
Funding
Abstract
It has been reported that fragments produced by glycosidic bond breakage in mass spectrometry-based experiments can retain a memory of their anomeric configuration, which has major implications for glycan sequencing. Herein, we use cryogenic vibrational spectroscopy and ion mobility-mass spectrometry to study the structure of B-type fragments of protected galactosides. Cationic fragments were generated from glycosyl donors carrying trichloroacetimidate or thioethyl leaving groups of different anomeric configuration. The obtained infrared signatures indicate that the investigated fragments exhibit an identical structure, which suggests that there is no anomeric memory in B-type ions of fully protected monosaccharides.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.