Synthesis of graft copolymers based on hyaluronan and poly(3-hydroxyalkanoates)

Huerta-Angeles, G., Brandejsová, M., Nigmatullin, N., Kopecká, K., Vágnerová, H., Šmejkalová, D., Roy, I. and Velebný, V. (2017) Synthesis of graft copolymers based on hyaluronan and poly(3-hydroxyalkanoates). Carbohydrate Polymers, 171. pp. 220-228. ISSN 0144-8617

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Official URL: https://dx.doi.org/10.1016/j.carbpol.2017.05.011

Abstract

This work reports the synthesis and characterisation of new amphiphilic hyaluronan (HA) grafted with poly(3-hydroxyalkanoates) (PHAs) conjugates. Hydrolytic depolymerisation of PHAs was used for the synthesis of defined oligo(3-hydroxyalkanoates)-containing carboxylic terminal moieties. A kinetic study of the depolymerisation was followed to prepare oligomers of required molecular weight. PHAs were coupled with hydroxyl groups of HA mediated by N, N'-carbonyldiimidazole (CDI) or HSTU Tetramethyl-O-(N-succinimidyl) uronium hexafluorophosphate. For the first time, the covalent bonding of oligo derivatives of P(3-hydroxybutyrate), P(3-hydroxyoctanoate), P(3-hydroxyoctanoate-co-3-hydroxydecanoate) and P(3-hydroxyoctanoate-co-3-hydroxydecanoate-co-3-hydroxydodecanoate) and HA was achieved by “grafting to” strategy. Achieved grafting degree was a function of hydrophobicity of PHA, Mw and polarity of the solvent. The most suitable reaction conditions were observed for oligo (3-hydroxybutyrate) grafted to HA (grafting degree of 14%). Graft copolymers were characterized by FT-IR, NMR, DSC and SEC-MALLS. Graft copolymers can be physically loaded with hydrophobic drugs and may serve as drug delivery system.

Item Type: Article
Subjects: University of Westminster > Science and Technology
SWORD Depositor: repository@westminster.ac.uk
Depositing User: repository@westminster.ac.uk
Date Deposited: 10 May 2017 10:51
Last Modified: 12 Jun 2017 13:53
URI: http://westminsterresearch.wmin.ac.uk/id/eprint/19070

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