Synthesis of Synthethic Analogs of Glycolipids Containing A (Type 2) Tetrasaccharide

D. O. Petrakova; Петракова Д. О.; M. S. Savchenko; Савченко М. С.; I. S. Popova; Попова И. С.; A. B. Tuzikov; Тузиков А. Б.; A. S. Paramonov; Парамонов А. С.; A. O. Chizhov; Чижов А. О.; N. V. Bovin; Бовин Н. В.; I. M. Ryzhov; Рыжов И. М.

doi:10.31857/S013234232304036X

Synthesis of Synthethic Analogs of Glycolipids Containing A (Type 2) Tetrasaccharide

Authors: Petrakova D.O.¹, Savchenko M.S.¹, Popova I.S.¹, Tuzikov A.B.¹, Paramonov A.S.¹, Chizhov A.O.², Bovin N.V.¹, Ryzhov I.M.¹
Affiliations:
1. Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences
2. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
Issue: Vol 49, No 4 (2023)
Pages: 422-433
Section: Articles
URL: https://ruspoj.com/0132-3423/article/view/670591
DOI: https://doi.org/10.31857/S013234232304036X
EDN: https://elibrary.ru/ODKLJF
ID: 670591

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Abstract

Glycolipids are the components of cellular membrane containing glycan and lipid parts. Transport of glycolipids from membrane and vice versa from extracellular space into the membrane is possible. This opens opportunity for modification of cellular membrane via embedding of glycolipids. In practice, synthetical analogs of glycolipids are significantly more convenient than natural glycolipids for such application, as the properties of the synthetical analogs can be varied and other bioactive components besides glycans can be introduced into their structure. This research describes synthesis of the eight synthetical glycolipids containing the same glycan part – A (type 2) tetrasaccharide but varying in the composition of lipid part or including several glycan residues. Obtained set of synthetic glycolipids will allow to study the influence of structural variations on the ability to present tetrasaccharide antigen on the cellular surface.

Keywords

glycolipid, glycocluster, dioleoylphosphatidylethanolamine, distearoylphosphatidylethanolamine, diphytanoylphosphatidylethanolamine, cholesterol

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