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Development of New Fluorescent Labelling Tags and their Utilization for Oligosaccharide and Glycan Analysis

Identifikátory výsledku

  • Kód výsledku v IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14160%2F24%3A00139106" target="_blank" >RIV/00216224:14160/24:00139106 - isvavai.cz</a>

  • Výsledek na webu

    <a href="https://mab.uochb.cas.cz/liblice2024/index.php" target="_blank" >https://mab.uochb.cas.cz/liblice2024/index.php</a>

  • DOI - Digital Object Identifier

Alternativní jazyky

  • Jazyk výsledku

    angličtina

  • Název v původním jazyce

    Development of New Fluorescent Labelling Tags and their Utilization for Oligosaccharide and Glycan Analysis

  • Popis výsledku v původním jazyce

    Analysis of glycosylation is still challenging, not only because of the extreme complexity of glycan structures and their conjugation diversity, but also because of instrumental aspects such as the limits of analytical sensitivity.1 Therefore, glycan analysis by chromatographic or electrophoretic separation methods is very often combined with fluorescence detection in addition to MS.2 The majority of fluorescent labeling employed before separation is based on 2-aminobenzamide, which has several disadvantages such as low labeling yield, poor fluorescence properties, and MS ionization efficiency. Therefore, even after several decades of development of new labels, there is still a need for new labeling tags with improved characteristics.3,4 In this work, we present the synthesis of new cationic 2-phenylpyridine-based tags and their application for oligosaccharide and glycan derivatization via hydrazone formation chemistry. The labeling conditions were optimized using maltooligosaccharide standards, and the labeling efficiency was compared with the labeling using Girard′s reagent P followed by HPLC/MS analysis. Finally, the developed labeling method was applied for CE-MS analysis of N-linked glycans.

  • Název v anglickém jazyce

    Development of New Fluorescent Labelling Tags and their Utilization for Oligosaccharide and Glycan Analysis

  • Popis výsledku anglicky

    Analysis of glycosylation is still challenging, not only because of the extreme complexity of glycan structures and their conjugation diversity, but also because of instrumental aspects such as the limits of analytical sensitivity.1 Therefore, glycan analysis by chromatographic or electrophoretic separation methods is very often combined with fluorescence detection in addition to MS.2 The majority of fluorescent labeling employed before separation is based on 2-aminobenzamide, which has several disadvantages such as low labeling yield, poor fluorescence properties, and MS ionization efficiency. Therefore, even after several decades of development of new labels, there is still a need for new labeling tags with improved characteristics.3,4 In this work, we present the synthesis of new cationic 2-phenylpyridine-based tags and their application for oligosaccharide and glycan derivatization via hydrazone formation chemistry. The labeling conditions were optimized using maltooligosaccharide standards, and the labeling efficiency was compared with the labeling using Girard′s reagent P followed by HPLC/MS analysis. Finally, the developed labeling method was applied for CE-MS analysis of N-linked glycans.

Klasifikace

  • Druh

    O - Ostatní výsledky

  • CEP obor

  • OECD FORD obor

    10401 - Organic chemistry

Návaznosti výsledku

  • Projekt

    <a href="/cs/project/GA22-00236S" target="_blank" >GA22-00236S: Vývoj nových fluorescenčních značek pro elektroforetické analýzy glykoproteinů asociovaných s rakovinou prsu</a><br>

  • Návaznosti

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Ostatní

  • Rok uplatnění

    2024

  • Kód důvěrnosti údajů

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů