In this study, we developed selenoprotein L-inspired nano-vesicular peroxidase mimics based on amphiphilic diselenides. Selenocystine (SeCyst) was used as the starting material for the synthesis of four liposomal membrane-compatible diselenide derivatives (R?Se?Se?R’) with two hydrophobic tails and a polar part. The diselenide derivatives were successfully incorporated into the phosphatidylcholine (PC)-based nano-vesicular scaffold. The results of the particle diameter and zeta-potential measurements suggested that the functional diselenide moiety was placed around the outer surface, not in the hydrophobic interior, of the liposomal membrane structures. The GPx-like catalytic activity of the diselenide/PC liposomes was determined by the conventional NADPH method using glutathione as the reducing substrate. For three peroxide substrates, i.e., hydrogen peroxide, organic tert-butyl hydroperoxide and cummen hydroperoxide, the cationic property-possessing diselenide derivatives in the PC-based liposomes resulted in a higher catalytic activity in comparison to electrically neutral and anionic derivatives. Overall, the diselenide derivatives at the surface of a liposomal colloidal scaffold could exert a GPx-like catalytic activity in physiological aqueous media.
雑誌名
Colloids and Surfaces B: Biointerfaces
巻
162
ページ
172 - 178
発行年
2018-02-01
出版者
Elsevier B.V.
ISSN
09277765
DOI
10.1016/j.colsurfb.2017.11.063
権利
c 2017 Elsevier B.V. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
著者版フラグ
author
引用
Colloids and Surfaces B: Biointerfaces, 162, pp.172-178; 2018
Selenoprotein L-inspired nano-vesicular peroxidase mimics based on amphiphilic diselenides
CSB162_172.pdf
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