k 2023

New fluorophores for the detection of glycans

VESELÝ, Hubert and Pavel BOBÁĽ

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

Language

English

Type of outcome

Prezentace na konferencích

Field of Study

30104 Pharmacology and pharmacy

Country of publisher

Czech Republic

Confidentiality degree

není předmětem státního či obchodního tajemství

RIV identification code

RIV/00216224:14160/23:00134309

Organization unit

Faculty of Pharmacy

Keywords in English

fluorophore; pyrrole; glycan

Tags

Změněno: 4/12/2023 12:38, Mgr. Hubert Veselý

Abstract

V originále

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