Pathways in the synthesis of functionalized glycolipids for liposomal preparations.

Cătălina Ionescu, Fidan Huseynova, Véronique Barragan-Montero

Chemistry and physics of lipids 2022 Jan

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We describe in this paper the synthesis of two glycolipids containing a mannosyl residue functionalized with malonic acid and azide groups at the C6 position. Two synthetic routes have been successfully implemented: the first one involves Schmidt's glycosylation procedure using functionalized carbohydrates, whereas the second one involves nucleophilic substitutions in the C6 position of an iodinated intermediate obtained using Koenigs-Knorr reaction. A comparative discussion of reactions and yields is realized. The two glycolipids served as material for the preparation of liposomes. Copyright © 2021 Elsevier B.V. All rights reserved.

Citation

Cătălina Ionescu, Fidan Huseynova, Véronique Barragan-Montero. Pathways in the synthesis of functionalized glycolipids for liposomal preparations. Chemistry and physics of lipids. 2022 Jan;242:105161