Investigation of self-association between new glycosurfactant N-acetyl-beta-D-glucosaminyl-PEG-docosanate and soybean phosphatidylcholine into vesicles

Author(s)

Micheletto, Yasmine Miguel Serafini ^[1] ; da Silveira, Nadya Pesce ^[1] ; Barboza, Doyle Mello ^[1] ; dos Santos, Marinalva Cardoso ^[2] ; de Lima, Vania Rodrigues ^[2] ; Giacomelli, Fernando Carlos ^[3] ; Martinez, Julio Cesar Valdivia ^[4] ; Frizon, Tiago Elias Allievi ^[4] ; Dal Bo, Alexandre Goncalves ^[4]

Affiliation

^[1] Univ Fed Rio Grande do Sul, BR-91501970 Porto Alegre, RS - Brazil

^[2] Univ Fed Rio Grande FURG, BR-96203900 Rio Grande, RS - Brazil

^[3] Univ Fed ABC, BR-09210170 Santo Andre, SP - Brazil

^[4] Univ Extremo Sul Catarinense UNESC, BR-88806000 Criciuma, SC - Brazil

• Document type: Journal article
• Source: COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS; v. 467, p. 166-172, FEB 20 2015.
• Web of Science Citations: 6

Abstract

This work describes the investigation of self-assembly between phosphatidylcholine-purified soybean lecithin (PC) and the new glycosylated polymeric amphiphile N-acetyl-beta -D-glucosaminyl-PEG(900)-docosanate conjugate (C(22)PEG(900)GlcNAc). Our results indicate that a mixture of PC and C(22)PEG(900)GlcNAc undergoes spontaneous self-assembly in aqueous solution, forming vesicles with a mean diameter of 100 nm. Dynamic light scattering (DLS), transmission electron microscopy (TEM) and small-angle X-ray scattering (SAXS) were used to investigate the structure of the self-assembled vesicles. The effects of the C(22)PEG(900)GlcNAc on the molecular dynamics of the vesicle's PC groups were monitored by HATR-FTIR and H-1 NMR. Our results indicate that PC and C(22)PEG(900)GlcNAc mixed vesicles have colloidal stability against aggregation processes. The stronger interaction of C(22)PEG(900)GlcNAc with the soybean phosphatidylcholine phosphate suggests an attractive force between this lipidic region and the nitrogen groups of the polymer. However, the enhancement of the hydrogen bonds on the PC carbonyl region may result from a discrete interaction with the hydroxyl and carbonyl regions of the C(22)PEG(900)GlcNAc. A disorder on PC carbonyl region and acyl methylene groups was observed and may be related to a C(22)PEG(900)GlcNAc-induced restriction on the lipid intermolecular contact, at interfacial and hydrophobic regions. These findings support the great potential of biosourced lipids in the design of PEG-ester carbohydrate-decorated vesicles with surfaces allowing the site-directed vectorization of active molecules through receptor-ligand binding. Crown Copyright (C) 2014 Published by Elsevier B.V. All rights reserved. (AU)

• FAPESP's process: 12/14087-8 - Development of size-tuned polymeric nanoparticles and evaluation of the interaction with biological environments
• Grantee: Fernando Carlos Giacomelli
• Support Opportunities: Regular Research Grants