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

2.50
Hdl Handle:
http://hdl.handle.net/2436/620289
Title:
Synthesis and Structural Characterization of Bioactive PHA and γ-PGA Oligomers for Potential Applications as a Delivery System
Authors:
Kwiecień, Iwona; Kwiecień, Michał; Adamus, Grażyna; Radecka, Iza ( 0000-0003-3257-8803 )
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.
Citation:
Synthesis and Structural Characterization of Bioactive PHA and γ-PGA Oligomers for Potential Applications as a Delivery System 2016, 9 (5):307 Materials
Publisher:
MDPI - Open Access Publishing
Journal:
Materials
Issue Date:
25-Apr-2016
URI:
http://hdl.handle.net/2436/620289
DOI:
10.3390/ma9050307
Additional Links:
http://www.mdpi.com/1996-1944/9/5/307
Type:
Article
Language:
en
ISSN:
1996-1944
Appears in Collections:
FSE

Full metadata record

DC FieldValue Language
dc.contributor.authorKwiecień, Iwonaen
dc.contributor.authorKwiecień, Michałen
dc.contributor.authorAdamus, Grażynaen
dc.contributor.authorRadecka, Izaen
dc.date.accessioned2016-11-21T12:33:44Z-
dc.date.available2016-11-21T12:33:44Z-
dc.date.issued2016-04-25-
dc.identifier.citationSynthesis and Structural Characterization of Bioactive PHA and γ-PGA Oligomers for Potential Applications as a Delivery System 2016, 9 (5):307 Materialsen
dc.identifier.issn1996-1944en
dc.identifier.doi10.3390/ma9050307-
dc.identifier.urihttp://hdl.handle.net/2436/620289-
dc.description.abstractThe (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.en
dc.language.isoenen
dc.publisherMDPI - Open Access Publishingen
dc.relation.urlhttp://www.mdpi.com/1996-1944/9/5/307en
dc.rightsArchived with thanks to Materialsen
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/*
dc.subjectbiodegradable polymersen
dc.subjectpolyhydroxyalkanoatesen
dc.subjectP(3HB-co-4HB)en
dc.subjectpoly-ƴ-glutamicen
dc.subjectƴ-PGAen
dc.subjectconjugatesen
dc.subjecttyrosolen
dc.subjectmass spectrometryen
dc.titleSynthesis and Structural Characterization of Bioactive PHA and γ-PGA Oligomers for Potential Applications as a Delivery Systemen
dc.typeArticleen
dc.identifier.journalMaterialsen
dc.date.accepted2016-04-19-
rioxxterms.funderUniversity of Wolverhampton, UK; the Centre of Polymer and CarbonMaterials, PAS, Polanden
rioxxterms.identifier.projectDTI (BIOAD) TP/5/REG/6/I/H0669Aen
rioxxterms.versionVoRen
rioxxterms.licenseref.urihttps://creativecommons.org/CC BY-NC-ND 4.0en
rioxxterms.licenseref.startdate2016-11-21en
This item is licensed under a Creative Commons License
Creative Commons
All Items in WIRE are protected by copyright, with all rights reserved, unless otherwise indicated.