Recent applications of ionic liquid-based tags in glycoscience

Mattia Ghirardello; Yao-Yao Zhang; Josef Voglmeir; M Carmen Galan

doi:10.1016/j.carres.2022.108643

Recent applications of ionic liquid-based tags in glycoscience

Mattia Ghirardello^*, Yao-Yao Zhang, Josef Voglmeir, M Carmen Galan

^*Corresponding author for this work

School of Chemistry

Research output: Contribution to journal › Article (Academic Journal) › peer-review

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Abstract

The functionalization of glycosides with ionic compounds such as ionic liquids provides enhanced polarity for the labelled glycans thanks to the presence of a permanent positive charge. The chemical derivatisation of glycans with ionic liquids constitutes an emerging strategy to boost the detection sensitivity in MS applications. This allows the straightforward monitoring and detection of the presence of labelled glycans in complex matrices and in those cases where very limited amounts of material were available such as in biological samples and chemoenzymatic reactions. The use of ionic liquid based derivatisation agents can be further exploited for the labelling of live cells via metabolic oligosaccharide engineering for the detection of cancer biomarkers and for the tuning of live cells-surface properties with implications in cancer prognosis and progression. In this mini-review we summarise the latest development of the ionic liquid based derivatisation agents in glycoscience focussing on their use for sensitive MS applications.

Original language	English
Article number	108643
Number of pages	12
Journal	Carbohydrate Research
Volume	520
Early online date	12 Aug 2022
DOIs	https://doi.org/10.1016/j.carres.2022.108643
Publication status	Published - 1 Oct 2022

Bibliographical note

Funding Information:
The authors thank the European Research Council (MCG) , grant number ERC-COG:648239 , and the 100 Foreign Talents Plan (JV) grant number JSB2014012 for their financial support.

Publisher Copyright:
© 2022 The Authors

Research Groups and Themes

Organic & Biological

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.carres.2022.108643

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Catalytic stereoselective synthesis of glycosides
Galan, M. C. (Principal Investigator)
1/07/13 → 1/07/15
Project: Research
Reworking of Novel tools for Glycoscience
Galan, M. C. (Principal Investigator)
31/03/12 → 30/08/17
Project: Research
SYNTHESIS OF MUCIN TYPE O-GLYCANS VIA IONIC CATCH AND RELEASE METHODOLOGY. TOWARDS THE AUTOMATED SYNTHESIS OF OLIGOSACCHARIDES
Galan, M. C. (Principal Investigator)
Engineering and Physical Sciences Research Council
1/03/08 → 1/07/11
Project: Research

Cite this

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title = "Recent applications of ionic liquid-based tags in glycoscience",

abstract = "The functionalization of glycosides with ionic compounds such as ionic liquids provides enhanced polarity for the labelled glycans thanks to the presence of a permanent positive charge. The chemical derivatisation of glycans with ionic liquids constitutes an emerging strategy to boost the detection sensitivity in MS applications. This allows the straightforward monitoring and detection of the presence of labelled glycans in complex matrices and in those cases where very limited amounts of material were available such as in biological samples and chemoenzymatic reactions. The use of ionic liquid based derivatisation agents can be further exploited for the labelling of live cells via metabolic oligosaccharide engineering for the detection of cancer biomarkers and for the tuning of live cells-surface properties with implications in cancer prognosis and progression. In this mini-review we summarise the latest development of the ionic liquid based derivatisation agents in glycoscience focussing on their use for sensitive MS applications.",

author = "Mattia Ghirardello and Yao-Yao Zhang and Josef Voglmeir and Galan, \{M Carmen\}",

note = "Funding Information: The authors thank the European Research Council (MCG) , grant number ERC-COG:648239 , and the 100 Foreign Talents Plan (JV) grant number JSB2014012 for their financial support. Publisher Copyright: {\textcopyright} 2022 The Authors",

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AU - Voglmeir, Josef

AU - Galan, M Carmen

N1 - Funding Information: The authors thank the European Research Council (MCG) , grant number ERC-COG:648239 , and the 100 Foreign Talents Plan (JV) grant number JSB2014012 for their financial support. Publisher Copyright: © 2022 The Authors

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N2 - The functionalization of glycosides with ionic compounds such as ionic liquids provides enhanced polarity for the labelled glycans thanks to the presence of a permanent positive charge. The chemical derivatisation of glycans with ionic liquids constitutes an emerging strategy to boost the detection sensitivity in MS applications. This allows the straightforward monitoring and detection of the presence of labelled glycans in complex matrices and in those cases where very limited amounts of material were available such as in biological samples and chemoenzymatic reactions. The use of ionic liquid based derivatisation agents can be further exploited for the labelling of live cells via metabolic oligosaccharide engineering for the detection of cancer biomarkers and for the tuning of live cells-surface properties with implications in cancer prognosis and progression. In this mini-review we summarise the latest development of the ionic liquid based derivatisation agents in glycoscience focussing on their use for sensitive MS applications.

AB - The functionalization of glycosides with ionic compounds such as ionic liquids provides enhanced polarity for the labelled glycans thanks to the presence of a permanent positive charge. The chemical derivatisation of glycans with ionic liquids constitutes an emerging strategy to boost the detection sensitivity in MS applications. This allows the straightforward monitoring and detection of the presence of labelled glycans in complex matrices and in those cases where very limited amounts of material were available such as in biological samples and chemoenzymatic reactions. The use of ionic liquid based derivatisation agents can be further exploited for the labelling of live cells via metabolic oligosaccharide engineering for the detection of cancer biomarkers and for the tuning of live cells-surface properties with implications in cancer prognosis and progression. In this mini-review we summarise the latest development of the ionic liquid based derivatisation agents in glycoscience focussing on their use for sensitive MS applications.

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DO - 10.1016/j.carres.2022.108643

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Recent applications of ionic liquid-based tags in glycoscience

Abstract

Bibliographical note

Research Groups and Themes

UN SDGs

Access to Document

Handle.net

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Projects

Catalytic stereoselective synthesis of glycosides

Reworking of Novel tools for Glycoscience

SYNTHESIS OF MUCIN TYPE O-GLYCANS VIA IONIC CATCH AND RELEASE METHODOLOGY. TOWARDS THE AUTOMATED SYNTHESIS OF OLIGOSACCHARIDES

Cite this