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Open AccessFeature PaperArticle

Synthesis and Structural Characterization of Bioactive PHA and γ-PGA Oligomers for Potential Applications as a Delivery System

1
Centre of Polymer and Carbon Materials, Polish Academy of Sciences, Zabrze 41-819, Poland
2
School of Biology, Chemistry and Forensic Science, Faculty of Science and Engineering, University of Wolverhampton, Wolverhampton WV1 1SB, UK
*
Author to whom correspondence should be addressed.
Academic Editor: Naozumi Teramoto
Materials 2016, 9(5), 307; https://doi.org/10.3390/ma9050307
Received: 22 January 2016 / Revised: 18 April 2016 / Accepted: 19 April 2016 / Published: 25 April 2016
(This article belongs to the Special Issue Biodegradable and Bio-Based Polymers)
The (trans)esterification reaction of bacterial biopolymers with a selected bioactive compound with a hydroxyl group was applied as a convenient method for obtaining conjugates of such compound. Tyrosol, a naturally occurring phenolic compound, was selected as a model of a bioactive compound with a hydroxyl group. Selected biodegradable polyester and polyamide, poly(3-hydroxybutyrate-co-4-hydroxybutyrate) (P(3HB-co-4HB)) and poly-γ-glutamic acid (γ-PGA), respectively, were used. The (trans)esterification reactions were carried out in melt mediated by 4-toluenesulfonic acid monohydrate. The structures of (trans)esterification products were established at the molecular level with the aid of ESI-MS2 (electrospray ionization tandem mass spectrometry) and/or 1H NMR (nuclear magnetic resonance) techniques. Performed analyses confirmed that the developed method leads to the formation of conjugates in which bioactive compounds are covalently bonded to biopolymer chains. The amount of covalently bonded bioactive compounds in the resulting conjugates depends on the type of biopolymers applied in synthesis. View Full-Text
Keywords: biodegradable polymers; polyhydroxyalkanoates; P(3HB-co-4HB); poly-γ-glutamic; γ-PGA; conjugates; tyrosol; mass spectrometry biodegradable polymers; polyhydroxyalkanoates; P(3HB-co-4HB); poly-γ-glutamic; γ-PGA; conjugates; tyrosol; mass spectrometry
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Kwiecień, I.; Radecka, I.; Kwiecień, M.; Adamus, G. Synthesis and Structural Characterization of Bioactive PHA and γ-PGA Oligomers for Potential Applications as a Delivery System. Materials 2016, 9, 307.

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