Park Kyeong Hui, Choi Jae Min, Cho Eunae, Jung Seunho
Department of Systems Biotechnology, Microbial Carbohydrate Resource Bank (MCRB), Center for Biotechnology Research in UBITA (CBRU), Konkuk University, Seoul 05029, Korea.
Center for Biotechnology Research in UBITA (CBRU), Institute for Ubiquitous Information Technology and Applications (UBITA), Konkuk University, Seoul 05029, Korea.
Polymers (Basel). 2018 Jan 24;10(2):111. doi: 10.3390/polym10020111.
Fluoranthene (FT) is a polycyclic aromatic hydrocarbon (PAH), consisting of naphthalene and benzene rings connected by a five-member ring. It is widespread in the environment. The hydrophobicity of FT limits its availability for biological uptake and degradation. In this study, hydroxypropyl β-cyclodextrin oligomers (HP-β-CD-ol) were synthesized with epichlorohydrin (EP), while the solubility enhancement of FT by HP-β-CD-ol was investigated in water. The synthesized HP-β-CD-ol was characterized by MALDI-TOF mass spectrometry (MS), ¹H NMR, and C NMR spectroscopy. The solubility of FT increased 178-fold due to the complex formation with HP-β-CD oligomers. The inclusion complexes of FT/HP-β-CD-ol were analyzed using Fourier-Transform Infrared (FT-IR), Differential Scanning Calorimetry (DSC), Scanning Electron Microscope (SEM), and Nuclear Overhauser Effect Spectroscopy Nuclear magnetic resonance (NOESY NMR) spectroscopy. On the basis of these results, HP-β-CD-ol is recommended as a potential solubilizer for the development of PAH removal systems.
荧蒽(FT)是一种多环芳烃(PAH),由通过五元环连接的萘环和苯环组成。它在环境中广泛存在。FT的疏水性限制了其被生物吸收和降解的可能性。在本研究中,用环氧氯丙烷(EP)合成了羟丙基β-环糊精低聚物(HP-β-CD-ol),并研究了HP-β-CD-ol在水中对FT溶解度的增强作用。通过基质辅助激光解吸电离飞行时间质谱(MALDI-TOF MS)、¹H NMR和¹³C NMR光谱对合成的HP-β-CD-ol进行了表征。由于与HP-β-CD低聚物形成络合物,FT的溶解度增加了178倍。使用傅里叶变换红外光谱(FT-IR)、差示扫描量热法(DSC)、扫描电子显微镜(SEM)和核Overhauser效应光谱核磁共振(NOESY NMR)光谱对FT/HP-β-CD-ol的包合物进行了分析。基于这些结果,推荐将HP-β-CD-ol作为开发PAH去除系统的潜在增溶剂。