Synthesis and structural characterization of bioactive PHA and γ-PGA oligomers for potential applications as a delivery system

Kwiecień, Iwona; Kwiecień, Michał; Adamus, Grazyna; Radecka, Iza

dc.contributor.author	Kwiecień, Iwona
dc.contributor.author	Kwiecień, Michał
dc.contributor.author	Adamus, Grazyna
dc.contributor.author	Radecka, Iza
dc.date.accessioned	2016-11-21T12:33:44Z
dc.date.available	2016-11-21T12:33:44Z
dc.date.issued	2016-04-25
dc.identifier.citation	Kwiecień, I., Kwiecień, M., Adamus, G., and Radecka, I. (2016) 'Synthesis and Structural Characterization of Bioactive PHA and γ-PGA Oligomers for Potential Applications as a Delivery System', Materials, 9 (5) doi: 10.3390/ma9050307
dc.identifier.issn	1996-1944
dc.identifier.doi	10.3390/ma9050307
dc.identifier.uri	http://hdl.handle.net/2436/620289
dc.description.abstract	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.
dc.language.iso	en
dc.publisher	MDPI
dc.relation.url	http://www.mdpi.com/1996-1944/9/5/307
dc.subject	biodegradable polymers
dc.subject	polyhydroxyalkanoates
dc.subject	P(3HB-co-4HB)
dc.subject	poly-ƴ-glutamic
dc.subject	ƴ-PGA
dc.subject	conjugates
dc.subject	tyrosol
dc.subject	mass spectrometry
dc.title	Synthesis and structural characterization of bioactive PHA and γ-PGA oligomers for potential applications as a delivery system
dc.type	Journal article
dc.identifier.journal	Materials
dc.date.accepted	2016-04-19
rioxxterms.funder	University of Wolverhampton
rioxxterms.identifier.project	DTI (BIOAD) TP/5/REG/6/I/H0669A
rioxxterms.version	VoR
rioxxterms.licenseref.uri	https://creativecommons.org/licenses/by/4.0/
rioxxterms.licenseref.startdate	2016-11-21
dc.source.volume	9
dc.source.issue	5
refterms.dateFCD	2018-10-19T09:23:24Z
refterms.versionFCD	VoR
refterms.dateFOA	2016-11-21T00:00:00Z
html.description.abstract	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.