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  The impact of leaving group anomericity on the structure of glycosyl cations of protected galactosides

Greis, K., Mucha, E., Lettow, M., Thomas, D., Kirschbaum, C., Moon, S.-Y., et al. (2020). The impact of leaving group anomericity on the structure of glycosyl cations of protected galactosides. ChemPhysChem, 21(17), 1905-1907. doi:10.1002/cphc.202000473.

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Item Permalink: http://hdl.handle.net/21.11116/0000-0006-D2EF-0 Version Permalink: http://hdl.handle.net/21.11116/0000-0006-F946-3
Genre: Journal Article

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 Creators:
Greis, Kim, Author
Mucha, Eike, Author
Lettow, Maike, Author
Thomas, Daniel, Author
Kirschbaum, Carla, Author
Moon, Soo-Yeon1, Author              
Pardo-Vargas, Alonso2, Author              
Helden, Gert von, Author
Meijer, Gerard, Author
Gilmore, Kerry1, Author              
Seeberger, Peter H.2, Author              
Pagel, Kevin, Author
Affiliations:
1Kerry Gilmore, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863304              
2Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863306              

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Free keywords: IR spectroscopy, mass spectrometry, glycosylation, glycosyl cation, anomeric memory
 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. Here 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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Language(s): eng - English
 Dates: 2020-07-112020
 Publication Status: Published in print
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/cphc.202000473
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Title: ChemPhysChem
Source Genre: Journal
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Publ. Info: Weinheim, Germany : Wiley-VCH
Pages: - Volume / Issue: 21 (17) Sequence Number: - Start / End Page: 1905 - 1907 Identifier: ISSN: 1439-4235