New fluorophores for the detection of glycans

VESELÝ, Hubert and Pavel BOBÁĽ. New fluorophores for the detection of glycans. In 51st Conference Synthesis and analysis of drugs. 2023.

Basic information

• Original name: New fluorophores for the detection of glycans
• Authors: VESELÝ, Hubert (203 Czech Republic, belonging to the institution) and Pavel BOBÁĽ (703 Slovakia, guarantor, belonging to the institution).
• Edition: 51st Conference Synthesis and analysis of drugs, 2023.

Other information

• Original language: English
• Type of outcome: Presentations at conferences
• Field of Study: 30104 Pharmacology and pharmacy
• Country of publisher: Czech Republic
• Confidentiality degree: is not subject to a state or trade secret
• RIV identification code: RIV/00216224:14160/23:00134309
• Organization unit: Faculty of Pharmacy
• Keywords in English: fluorophore; pyrrole; glycan
• Tags: rivok, ÚChL

Abstract

Changes in the composition of glycans correlate with the progression of many diseases, therefore they are investigated as disease markers. On the other hand, their analysis is complicated because they do not contain a chromophore or charges that would enable their electrophoretic separation. Our goal was to develop a new fluorescent marker covalently bound to glycans providing fast labeling kinetics, high quantum yield, increased detection sensitivity using MS, and at the same time, carrying a charge in the structure, which will enable the studied glycans to be separated electrophoretically. The basic skeleton of this fluorophore is based on pyrrole and indolizine. The synthesis was based on two building blocks, synthon A and synthon B, which were subsequently connected. The plan was to prepare variants of the fluorophore carrying electron-donating or electron-accepting groups on synthon A. These substitutions allow for variability in the absorption maximum wavelength and, thus, fluorescence wavelength. The molecule also holds a trimethylammonium functional group responsible for electrophoretic mobility and a propanoate chain, which is necessary to attach the fluorophore to the glycan. The prepared substances will also be characterized in cooperation with the Institute of Analytical Chemistry of the Academy of Sciences of the Czech Republic. The usability of the newly developed fluorophores will be demonstrated by profiling glycoproteins associated with breast cancer.

Links

• GA22-00236S, research and development project: Name: Vývoj nových fluorescenčních značek pro elektroforetické analýzy glykoproteinů asociovaných s rakovinou prsu (Acronym: 22-00236S)

Investor: Czech Science Foundation