Glycosylated liposomes as a model for the study of molecular recognition and targeted delivery of biologically active compounds

Štimac, Adela (2015) Glycosylated liposomes as a model for the study of molecular recognition and targeted delivery of biologically active compounds. Doctoral thesis, Faculty of Science > Department of Chemistry.

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Abstract

Investigations in the framework of the thesis were focused on the preparation of mannosylated liposomes for targeted, receptors mediated, delivery of antigens and adjuvants. The liposomes were mannosylated in two ways, covalent attachment of p-aminophenyl-α-D-mannopyranoside to preformed liposomes and incorporation of mannosylated lipophilic derivatives into the lipid bilayer of liposomes. Three structurally distinct lipophilic residues were used: adamantane, palmitic acid and distearoylphosphatidylethanolamine in which the molecule of mannose was connected with different linker. It was shown that the adamantane molecule can be successfully used as an anchor in the lipid bilayer of the liposomes while the hydrophilic part of the molecule is exposed on the surface of liposomes. The thesis describes the design and chemical synthesis of mono-, di- and tetravalent mannosylated lipid conjugates. Testing of the specific interactions with ConA, spectrophotometrically and by QCM method, was shown that ConA affinity increases with the increase of the number of molecules of mannose in glycolipid conjugates. Evaluation of adjuvant activity of glycosylated liposomes with built-in antigen and PGM or Ad2TP2, in vivo, has shown immunomodulatory effect.

Item Type: Thesis (Doctoral thesis)
Keywords: adamantane, adjuvant, glycoconjugate, lectine, liposome, mannose, peptidoglycan
Supervisor: Frkanec, Ruža
Date: 2015
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Faculty of Science > Department of Chemistry
Depositing User: mag. bibl. Ana Šafran
Date Deposited: 18 Feb 2015 12:39
Last Modified: 14 Oct 2015 08:14
URI: http://digre.pmf.unizg.hr/id/eprint/3693

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