Tuning the hydrophobicity overcomes unfavorable deprotonation making octylamino-substituted 7-nitrobenz-2-oxa-1,3-diazole (n-octylamino-NBD) a protonophore and uncoupler of oxidative phosphorylation in mitochondria
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- 作者：Stepan S. Denisova ; b ; Elena A. Kotovaa ; Ljudmila S. Khailovaa ; Galina A. Korshunovaa ; Yuri N. Antonenkoa ; antonen@genebee.msu.ru" class="auth_mail
- 关键词：NBD-C12 ; 4-dodecylamino-7-nitrobenz-2-oxa-1 ; 3-diazole ; NBD-C10 ; 4-decylamino-7-nitrobenz-2-oxa-1 ; 3-diazole ; NBD-C9 ; 4-nonylamino-7-nitrobenz-2-oxa-1 ; 3-diazole ; NBD-C8 ; 4-octylamino-7-nitrobenz-2-oxa-1 ; 3-diazole ; NBD-C6 ; 4-hexylamino-7-nitrobenz-2-oxa-1 ; 3-diazole ; NBD-C4 ; 4-butylamino-7-nitrobenz-2-oxa-1 ; 3-diazole ; NBD-Cl ; 4-chloro-7-nitrobenz-2-oxa-1 ; 3-diazole ; NBD-Cn ; 4-alkylamino derivatives of 7-nitrobenz-2-oxa-1 ; 3-diazole with n hydrocarbon units ; DPhPC ; diphytanoylphosphatidylcholine ; POPC
- 刊名：Bioelectrochemistry
- 出版年：August 2014
- 年：2014
- 卷：98
- 期：Complete
- 页码：30-38
- 全文大小：1036 K
文摘
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Protonophoric activity of alkylamino-NBD derivatives was found in lipid membranes.
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NBD-based fluorescent uncouplers of oxidative phosphorylation were screened.
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n-Octylamino-NBD proved to be an uncoupler in mitochondria.
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Half-maximal uncoupling concentration of n-octylamino-NBD was 5 渭M.
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NBD-based uncouplers showed a bell-shaped dependence on the alkyl chain length.