Taşkor Önel Gülce
Department of Analytical Chemistry, Faculty of Pharmacy, Erzincan Binali Yıldırım University, Yalnızbağ, Erzincan 24002, Türkiye.
Polymers (Basel). 2023 Oct 5;15(19):3998. doi: 10.3390/polym15193998.
-ornithine and -glutamine are amino acids used for ammonia and nitrogen transport in the human body. Novel biodegradable synthetic poly(lactic--glycolic acid) derivatives were synthesized via conjugation with -ornithine or -glutamine, which were selected due to their biological importance. -ornithine or -glutamine was integrated into a PLGA polymer with EDC coupling reactions as a structure developer after the synthesis of PLGA via the polycondensation and ring-opening polymerization of lactide and glycolide. The chemical, thermal, and degradation property-structure relationships of PLGA, PLGA--ornithine, and PLGA--glutamine were identified. The conjugation between PLGA and the amino acid was confirmed through observation of an increase in the number of carbonyl carbons in the range of 170-160 ppm in the C NMR spectrum and the signal of the amide carbonyl vibration at about 1698 cm in the FTIR spectrum. The developed PLGA--ornithine and PLGA--glutamine derivatives were thermally stable and energetic materials. In addition, PLGA--ornithine and PLGA--glutamine, with their unique hydrophilic properties, had faster degradation times than PLGA in terms of surface-type erosion, which covers their requirements. -ornithine- and -glutamine-linked PLGAs are potential candidates for development into biodegradable PLGA-derived biopolymers that can be used as raw materials for biomaterials.
鸟氨酸和谷氨酰胺是人体内用于氨和氮运输的氨基酸。通过与鸟氨酸或谷氨酰胺共轭合成了新型可生物降解的合成聚(乳酸-乙醇酸)衍生物,选择它们是因其生物学重要性。在通过丙交酯和乙交酯的缩聚和开环聚合合成聚乳酸-乙醇酸(PLGA)后,利用1-乙基-3-(3-二甲基氨基丙基)碳二亚胺(EDC)偶联反应将鸟氨酸或谷氨酰胺作为结构显影剂整合到PLGA聚合物中。确定了PLGA、PLGA-鸟氨酸和PLGA-谷氨酰胺的化学、热和降解性能-结构关系。通过观察碳核磁共振(C NMR)谱中170-160 ppm范围内羰基碳数量的增加以及傅里叶变换红外光谱(FTIR)谱中约1698 cm处酰胺羰基振动信号,证实了PLGA与氨基酸之间的共轭。所开发的PLGA-鸟氨酸和PLGA-谷氨酰胺衍生物是热稳定的含能材料。此外,具有独特亲水性的PLGA-鸟氨酸和PLGA-谷氨酰胺在表面型侵蚀方面比PLGA具有更快的降解时间,满足了它们的要求。与鸟氨酸和谷氨酰胺相连的PLGA有潜力发展成为可生物降解的PLGA衍生生物聚合物,用作生物材料的原料。