用于潜在递送系统应用的生物活性聚羟基脂肪酸酯（PHA）和γ-聚谷氨酸（γ-PGA）低聚物的合成与结构表征
Synthesis and Structural Characterization of Bioactive PHA and γ-PGA Oligomers for Potential Applications as a Delivery System.
作者信息
Kwiecień Iwona, Radecka Iza, Kwiecień Michał, Adamus Grażyna
机构信息
Centre of Polymer and Carbon Materials, Polish Academy of Sciences, Zabrze 41-819, Poland.
School of Biology, Chemistry and Forensic Science, Faculty of Science and Engineering, University of Wolverhampton, Wolverhampton WV1 1SB, UK.
出版信息
Materials (Basel). 2016 Apr 25;9(5):307. doi: 10.3390/ma9050307.
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--4-hydroxybutyrate) (P(3HB--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.
细菌生物聚合物与选定的含羟基生物活性化合物的（转）酯化反应被用作获得此类化合物共轭物的便捷方法。酪醇是一种天然存在的酚类化合物，被选作含羟基生物活性化合物的模型。分别选用了可生物降解的聚酯和聚酰胺，即聚（3-羟基丁酸酯-4-羟基丁酸酯）（P(3HB-4HB)）和聚γ-谷氨酸（γ-PGA）。（转）酯化反应在一水合对甲苯磺酸介导的熔融状态下进行。借助电喷雾电离串联质谱（ESI-MS²）和/或核磁共振（¹H NMR）技术在分子水平上确定了（转）酯化产物的结构。进行的分析证实，所开发的方法导致形成了生物活性化合物与生物聚合物链共价结合的共轭物。所得共轭物中与生物聚合物共价结合的生物活性化合物的量取决于合成中所用生物聚合物的类型。
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