Original title:
Deoxyfluorinated N-acetyllactosamines as Tailored Carbohydrate-based Probes for Human Galectins.
Authors:
Kurfiřt, Martin Document type: Papers Conference/Event: Bažant Postgraduate Conference 2021, Prague (CZ), 20210623
Year:
2021
Language:
eng Abstract:
this work, I prepared a complete series of mono‑deoxyfluorinated N-acetyllactosamine analogues 1-6. The synthesis of each analogue\nrequired approximately 15 synthetic steps, including deoxyfluorination of monosaccharide precursors, chemical glycosylation and\ndeprotection. Their binding affinities to the two most explored human galectin-1 and -3 were determined by ELISA and 19F NMR T2-filter\ntechniques, which enabled the identification of hydroxyl groups, crucial in the non-covalent recognition by galectins. This binding study\nalso permitted to compare both tested galectins in terms of their substrate specificity, revealing subtle differences, which could be utilized\nin the development of selective galectin inhibitors. Furthermore, the series is also a perfect tool to study the molecular origin of recognition\nevents via epitope-mapping 19F NMR techniques.
Keywords:
deoxyfluorinated N-acetyllactosamines; human alectins; NMR techniques Project no.: LTC20052, LTC20072, CA18103 Funding provider: GA MŠk, GA MŠk Host item entry: Proceedings of Abstracts, ISBN 978-80-86186-41-2
Rights: This work is protected under the Copyright Act No. 121/2000 Coll.