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辛烯基琥珀酸-β-环糊精和维生素 E 包合物的制备及表征及其在乳液中的应用。

Preparation and Characterization of Octenyl Succinate β-Cyclodextrin and Vitamin E Inclusion Complex and Its Application in Emulsion.

机构信息

College of Food Sciences & Engineering, Hainan University, 58 People Road, Haikou 570228, China.

Chunguang Agro-Product Processing Institute, Wenchang 571333, China.

出版信息

Molecules. 2020 Feb 4;25(3):654. doi: 10.3390/molecules25030654.

DOI:10.3390/molecules25030654
PMID:32033016
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7037632/
Abstract

Vitamin E (VE) and β-cyclodextrin (β-CD) can form an inclusion complex; however, the inclusion rate is low because of the weak interaction between VE and β-CD. The results of a molecular docking study showed that the oxygen atom in the five-membered ring of octenyl succinic anhydride (OSA) formed a strong hydrogen bond interaction (1.89 Å) with the hydrogen atom in the hydroxyl group of C-6. Therefore, β-CD was modified using OSA to produce octenyl succinic-β-cyclodextrin (OCD). The inclusion complexes were then prepared using OCD with VE. The properties of the inclusion complex were investigated by Fourier-transform infrared spectroscopy (FT-IR), C CP/MAS NMR, scanning electron microscopy (SEM), and atomic force microscopy (AFM). The results demonstrated that VE had been embedded into the cavity of OCD. Furthermore, the emulsifying properties (particle size distribution, ζ-potential, and creaming index) of the OCD/VE inclusion-complex-stabilized emulsion were compared with that stabilized by β-CD, OCD, and an OCD/VE physical mixture. The results showed that the introduction of the OS group and VE could improve the physical stability of the emulsion. In addition, the OCD/VE inclusion complex showed the strongest ability to protect the oil in the emulsion from oxidation. OCD/VE inclusion complex was able to improve the physical and oxidative stability of the emulsion, which is of great significance to the food industry.

摘要

维生素 E(VE)和β-环糊精(β-CD)可以形成包合物;然而,由于 VE 和β-CD 之间的相互作用较弱,包合率较低。分子对接研究的结果表明,辛烯基琥珀酸酐(OSA)五元环中的氧原子与 C-6 羟基上的氢原子形成了强氢键相互作用(1.89Å)。因此,β-CD 被 OSA 修饰生成辛烯基琥珀酸-β-环糊精(OCD)。然后使用 OCD 与 VE 制备包合物。通过傅里叶变换红外光谱(FT-IR)、C CP/MAS NMR、扫描电子显微镜(SEM)和原子力显微镜(AFM)研究了包合物的性质。结果表明,VE 已嵌入 OCD 的腔中。此外,还比较了 OCD/VE 包合物稳定乳液的乳化性能(粒径分布、ζ-电位和乳状液分层指数)与β-CD、OCD 和 OCD/VE 物理混合物稳定乳液的乳化性能。结果表明,OS 基团和 VE 的引入可以提高乳液的物理稳定性。此外,OCD/VE 包合物对乳液中油的氧化保护能力最强。OCD/VE 包合物能够提高乳液的物理和氧化稳定性,这对食品工业具有重要意义。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/5a44961ca3c0/molecules-25-00654-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/c7f5185ec6ef/molecules-25-00654-g001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/394aac179d60/molecules-25-00654-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/035479ab5d54/molecules-25-00654-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/8db61672f700/molecules-25-00654-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/504892b6c0c2/molecules-25-00654-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/5a44961ca3c0/molecules-25-00654-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/c7f5185ec6ef/molecules-25-00654-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/8b01576af42f/molecules-25-00654-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/5448c1f8e236/molecules-25-00654-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/d5996128899f/molecules-25-00654-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/394aac179d60/molecules-25-00654-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/035479ab5d54/molecules-25-00654-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/8db61672f700/molecules-25-00654-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/504892b6c0c2/molecules-25-00654-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c828/7037632/5a44961ca3c0/molecules-25-00654-g009.jpg

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