Tauraite Daiva, Razumas Valdemaras, Butkus Eugenijus
Department of Bioelectrochemistry and Biospectroscopy, Institute of Biochemistry, Vilnius, Lithuania.
Chem Phys Lipids. 2009 May;159(1):45-50. doi: 10.1016/j.chemphyslip.2009.02.002. Epub 2009 Feb 13.
1,4-naphthoquinone derivatives (NQD) containing lipophilic alkyl chains, i.e. 2-((Z)-heptadec-8-enyl)-3-methyl 1,4-naphthoquinone (QMe), 2-((Z)-heptadec-8-enyl)-3-hydroxy-1,4-naphthoquinone (QOH) and (Z)-octadec-9-enyl 1,4-naphthoquinone-2-carboxylate (QE) were synthesized. The redox behavior of these NQD was studied in ethanol and entrapped in the reversed bicontinuous cubic phase of space group type Pn3m (Q(224)) of aqueous monoolein. In ethanol, cyclic voltammetry curves exhibit two pairs of oxidation-reduction peaks arising from the redox processes controlled by adsorption and molecular diffusion. The NQD molecules are also electrochemically active in the cubic phase, indicating the participation in the 2e(-), 2H(+)-redox cycle at pH<9. Therefore, it was concluded that the head group of the entrapped NQD reaches the lipid bilayer interface of cubic phase during the process.
合成了含有亲脂性烷基链的1,4-萘醌衍生物（NQD），即2-((Z)-十七碳-8-烯基)-3-甲基-1,4-萘醌（QMe）、2-((Z)-十七碳-8-烯基)-3-羟基-1,4-萘醌（QOH）和(Z)-十八碳-9-烯基-1,4-萘醌-2-羧酸盐（QE）。研究了这些NQD在乙醇中的氧化还原行为，并将其包埋在单油酸盐水相的空间群类型为Pn3m（Q(224)）的反相双连续立方相中。在乙醇中，循环伏安曲线显示出由吸附和分子扩散控制的氧化还原过程产生的两对氧化还原峰。NQD分子在立方相中也具有电化学活性，表明在pH<9时参与了2e(-)、2H(+)-氧化还原循环。因此，得出结论，在该过程中，被包埋的NQD的头基到达了立方相的脂质双分子层界面。
