Interaction of biological membranes with substituted 1,4-anthraquinones

被引:13
作者
Apostolova, E
Krumova, S
Tuparev, N
Molina, MT
Filipova, T
Petkanchin, I
Taneva, SG
机构
[1] Bulgarian Acad Sci, Inst Biophys, BU-1113 Sofia, Bulgaria
[2] CSIC, Inst Quim Med, E-28006 Madrid, Spain
[3] Univ Chem Technol & Met, Dept Organ Chem, BU-1756 Sofia, Bulgaria
[4] Bulgarian Acad Sci, Inst Phys Chem, BU-1113 Sofia, Bulgaria
关键词
1,4-anthraquinones; fluorescence quenching; permanent dipole moment; electric polarizability; bacteriorhodopsin;
D O I
10.1016/S0927-7765(02)00179-0
中图分类号
Q6 [生物物理学];
学科分类号
071011 ;
摘要
The interaction of the substituted 1,4-anthraquinones with purple membranes (PM) is studied by the fluorescence and electric light scattering techniques. Substituted 1,4-anthraquinones are shown to quench bacteriorhodopsin tryptophan fluorescence. The quenching efficiency of 1,4-anthraquinone derivatives is smaller than that of 1,4-anthraquinone. It is the smallest at di-substituted 1,4-anthraquinones (R9 = OCOCH3 and R3 = Cl or Br). The type of the halogen atom as substituent does not affect the quenching efficiency of di-substituted 1,4-anthraquinones (R9 = OH or OCOCH3 and R3 = Cl or Br). The quenching efficiency depends on the position of the Cl atom for di-substituted 1.4-anthraquinone derivatives (R9 = OH and R3 = Cl or R9 = OH and R10 = Cl). 9-Hydroxy-1,4-anthraquinones induce decrease in purple membrane charge asymmetry distribution whereas mono-substituted 1,4-anthraquinones containing R9 = OCH3 or R9 = OCOCH3 induce increase in the membrane charge asymmetry. The membrane electric polarizability, related to the structure and dynamics of the electric double layer, decreases in the presence of 1,4-anthraquinone derivatives, the greatest effect being observed for the 9-hydroxy-1,4-anthraquinones. The energy transfer and the quenching of bR tryptophan fluorescence from 9-hydroxy-1,4-anthraquinones correlate with the variation of the surface electric properties of PM in the presence of relatively low concentrations of substituted 1,4-anthraquinones. (C) 2002 Elsevier Science B.V. All rights reserved.
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页码:1 / 12
页数:12
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