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

k 2024

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

GREGUŠ, Michal; Hana PÍŽOVÁ; Denisa SMOLKOVA; Richard ČMELÍK; Jana LAVICKÁ et al.

Základní údaje

Originální název

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

Autoři

GREGUŠ, Michal; Hana PÍŽOVÁ; Denisa SMOLKOVA; Richard ČMELÍK; Jana LAVICKÁ a Pavel BOBÁĽ

Vydání

58th Conference: Advances in Organic, Bioorganic and Pharmaceutical Chemistry – Liblice 2024, 2024

Další údaje

Jazyk

angličtina

Typ výsledku

Prezentace na konferencích

Obor

10401 Organic chemistry

Stát vydavatele

Česká republika

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Označené pro přenos do RIV

Ano

Kód RIV

RIV/00216224:14160/24:00139106

Organizační jednotka

Farmaceutická fakulta

Klíčová slova anglicky

HPLC/MS; glycan analysis; fluorescent labeling tags

Štítky

rivok, ÚChL

Změněno: 21. 3. 2025 10:53, Ing. Richard Heger, Ph.D.

Anotace

V originále

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.

Návaznosti

GA22-00236S, projekt VaV

Název: Vývoj nových fluorescenčních značek pro elektroforetické analýzy glykoproteinů asociovaných s rakovinou prsu (Akronym: 22-00236S)

Investor: Grantová agentura ČR, Vývoj nových fluorescenčních značek pro elektroforetické analýzy glykoproteinů asociovaných s rakovinou prsu

Citovat

GREGUŠ, Michal; Hana PÍŽOVÁ; Denisa SMOLKOVA; Richard ČMELÍK; Jana LAVICKÁ a Pavel BOBÁĽ. Development of New Fluorescent Labelling Tags and their Utilization for Oligosaccharide and Glycan Analysis. In 58th Conference: Advances in Organic, Bioorganic and Pharmaceutical Chemistry – Liblice 2024. 2024.

@proceedings{2484964,
   author = {Greguš, Michal and Pížová, Hana and Smolkova, Denisa and Čmelík, Richard and Lavická, Jana and Bobáľ, Pavel},
   booktitle = {58th Conference: Advances in Organic, Bioorganic and Pharmaceutical Chemistry – Liblice 2024},
   keywords = {HPLC/MS; glycan analysis; fluorescent labeling tags},
   language = {eng},
   title = {Development of New Fluorescent Labelling Tags and their Utilization for Oligosaccharide and Glycan Analysis},
   url = {https://mab.uochb.cas.cz/liblice2024/index.php},
   year = {2024}
}

TY  - CONF
ID  - 2484964
AU  - Greguš, Michal - Pížová, Hana - Smolkova, Denisa - Čmelík, Richard - Lavická, Jana - Bobáľ, Pavel
PY  - 2024
TI  - Development of New Fluorescent Labelling Tags and their Utilization for Oligosaccharide and Glycan Analysis
KW  - HPLC/MS
KW  - glycan analysis
KW  - fluorescent labeling tags
UR  - https://mab.uochb.cas.cz/liblice2024/index.php
N2  - 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.
ER  -

GREGUŠ, Michal; Hana PÍŽOVÁ; Denisa SMOLKOVA; Richard ČMELÍK; Jana LAVICKÁ a Pavel BOBÁĽ. Development of New Fluorescent Labelling Tags and their Utilization for Oligosaccharide and Glycan Analysis. In \textit{58th Conference: Advances in Organic, Bioorganic and Pharmaceutical Chemistry – Liblice 2024}. 2024.

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