Permeability-controllable membranes. Part 8. Electrical redox sensitive permeation through a multibilayer-immobilized film containing a ferrocenyl group as a redox site

Okahata, Voshio; En-na, Gen-ichiro; Takenouchi, Kazuya

doi:10.1039/p29890000835

Cited by 9 publications

(2 citation statements)

References 2 publications

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“…Owing to their hydrophobic character, they are mainly encountered in lipid phases or incorporated into membranes and films. For instance, a ferrocenyl group linked to a hydrophobic alkyl chain, to the head-group of an amphiphile [30], or to polypeptides [31] has been incorporated into artificial membranes, with the aim that the ferrocenyl redox state controls the permeability of the membranes. This systems aim at mimicking certain biological processes occurring at synapses, where potential variation induces the release of transmitter metabolites.…”

Section: Introductionmentioning

confidence: 99%

A novel low-molecular-mass gelator with a redox active ferrocenyl group: Tuning gel formation by oxidation

Liu

Yan

Yuan

et al. 2008

Journal of Colloid and Interface Science

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Section: Introductionmentioning

confidence: 99%

A novel low-molecular-mass gelator with a redox active ferrocenyl group: Tuning gel formation by oxidation

Liu

Yan

Yuan

et al. 2008

Journal of Colloid and Interface Science

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“…The aqueous solution was 02-degassed and N2-purged before each experiment. The relative permeation coefficient, P (cm2 s"1), was obtained from the following equation:1,6"10 P = Jd/CoS (1) where d and S are a thickness and an area of the film, respectively.…”

Section: Methodsmentioning

confidence: 99%

Permeability-controllable membranes. 9. Electrochemical redox-sensitive gate membranes of polypeptide films having ferrocene groups in side chains

Okahata¹,

Takenouchi²

1989

Macromolecules

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Redox-Switched Amphiphiles: Oxidized Ferrocene Derivatives Form Stable Vesicles When Either One or Two Alkyl Tails Are Present

Wang

Gokel

1997

J. Phys. Org. Chem.

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Thirty ferrocene derivatives were prepared and their ability to form vesicles in aqueous solution when oxidized was assessed. The compounds included alkyl ferrocenylmethyl ether derivatives of the form C 10 H 9 FeCH 2 OR in which R = octyl, dodecyl, tetradecyl, hexadecyl, octadecyl and eicosanyl. One single-tailed amine derivative, C 10 H 9 FeCH 2 NR 2 , R = octadecyl, was studied. Alkylferrocene derivatives had the form C 10 H 9 FeR in which R = butyl, decyl, tetradecyl, hexadecyl, octadecyl, eicosanyl and docosanyl. Sixteen symmetrical 1,1Ј-disubstituted ferrocenes were also studied. Three ethers were of the form C 10 H 8 Fe-1,1Ј-(CH 2 OR), 2 , R = tetradecyl, hexadecyl and octadecyl. Four corresponding dialkyl derivatives of the form C 10 H 8 Fe-1,1Ј-R 2 , R = decyl, tetradecyl, hexadecyl and octadecyl, were assessed. Finally, a range of 1,1Ј-disubstituted ferrocene derivatives were analyzed. These all had the form C 10 H 8 Fe-1,1Ј-(COR) 2 , for which R has the following identities: octyl, tridecyl, pentadecyl and heptadecyl (ketones); heptadecyloxy, 3-cholesteryl and 3-cholestanyl (esters); and two amides, R = NHC 18 H 37 and N(C 18 H 37 ) 2 . The alkyl and ether derivatives could be readily oxidized and formed vesicular aggregates upon sonication. The ketones, esters and amides could be oxidized but the ferricenium derivatives did not form stable aggregates. An interesting observation is that the aggregates formed were vesicular whether the ferrocene derivative had one or two alkyl tails.

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Permeability-controllable membranes. Part 8. Electrical redox sensitive permeation through a multibilayer-immobilized film containing a ferrocenyl group as a redox site

Cited by 9 publications

References 2 publications

A novel low-molecular-mass gelator with a redox active ferrocenyl group: Tuning gel formation by oxidation

A novel low-molecular-mass gelator with a redox active ferrocenyl group: Tuning gel formation by oxidation

Permeability-controllable membranes. 9. Electrochemical redox-sensitive gate membranes of polypeptide films having ferrocene groups in side chains

Redox-Switched Amphiphiles: Oxidized Ferrocene Derivatives Form Stable Vesicles When Either One or Two Alkyl Tails Are Present

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