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基于丙烯酸十八酯和二烯丙基二硫的氧化还原响应性固体脂质毫微粒。

Redox-responsive solid lipid microparticles composed of octadecyl acrylate and allyl disulfide.

机构信息

a Department of Medical Biomaterials Engineering, College of Biomedical Science and Institute of Bioscience and Biotechnology , Kangwon National University , Chuncheon , Republic of Korea.

出版信息

J Biomater Sci Polym Ed. 2018 Apr;29(5):476-490. doi: 10.1080/09205063.2017.1422854. Epub 2018 Jan 8.

DOI:10.1080/09205063.2017.1422854
PMID:29291676
Abstract

Redox-responsive solid lipid microparticles were prepared by an emulsification photo-polymerization method. Octadecyl acrylate (ODA) and a cross-linker (i.e. allyl disulfide (ADS) and octadiene (ODE)) were dissolved in dichloromethane, it was emulsified in poly(vinyl alcohol) solution, and the resulting O/W emulsion was irradiated with UV light. On the scanning electron microscope micrographs, the microparticles were sphere-like and they were not markedly different from the oil droplets in size. Using the atomic compositions analyzed by energy dispersive X-ray spectroscopy, the ODA to cross-linker molar ratio of ODA/ADS microparticles and ODA/ODE ones were calculated to be 1:0.13 and 1:0.15, respectively. In the FT-IR spectra of the microparticles, the signal of the vinyl group was hardly detected, implying that the monomer and the cross-linkers participated in the photo-polymerization. In differential scanning calorimetry study, ODA/ADS microparticles and ODA/ODE ones exhibited their endothermic peaks around 42.9 and 41.3 °C, respectively, possibly due to the melting of polymeric ODA. Dithiothreitol (DTT, a reducing agent) concentration had little effect on the release degree of dye loaded in ODA/ODE microparticles. Whereas, DTT concentration had a significant effect on the release degree of dye loaded in ODA/ADS microparticles. The release degree at 26 °C was weakly affected by DTT concentration. When the temperature was 37 °C, DTT concentration had a strong effect on the release degree. The disulfide cross-linker (i.e. ADS) can be broken to thiol compounds by the reducing agent, resulting in an increase in the release degree.

摘要

氧化还原响应性固载脂质体微球通过乳化光聚合方法制备。十八烯丙烯酸酯(ODA)和交联剂(即二烯丙基二硫(ADS)和辛二烯(ODE))溶解在二氯甲烷中,乳化在聚乙烯醇溶液中,然后用紫外光照射。在扫描电子显微镜照片中,微球呈球状,与油滴大小无明显差异。通过能量色散 X 射线光谱分析原子组成,计算出 ODA/ADS 微球和 ODA/ODE 微球中 ODA 与交联剂的摩尔比分别为 1:0.13 和 1:0.15。在微球的傅立叶变换红外光谱中,几乎检测不到乙烯基的信号,这意味着单体和交联剂参与了光聚合反应。在差示扫描量热法研究中,ODA/ADS 微球和 ODA/ODE 微球分别在约 42.9 和 41.3°C 处表现出吸热峰,可能是由于聚合 ODA 的熔融。二硫苏糖醇(DTT,一种还原剂)浓度对负载在 ODA/ODE 微球中的染料的释放度影响不大。然而,DTT 浓度对负载在 ODA/ADS 微球中的染料的释放度有显著影响。在 26°C 时,DTT 浓度对释放度的影响较弱。当温度为 37°C 时,DTT 浓度对释放度有很强的影响。还原剂可以将二硫交联剂(即 ADS)断裂成硫醇化合物,导致释放度增加。

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