PROTON TRANSPORT THROUGH MEMBRANES INDUCED BY WEAK ACIDS - STUDY OF 2 SUBSTITUTED BENZIMIDAZOLES
PROTON TRANSPORT THROUGH MEMBRANES INDUCED BY WEAK ACIDS - STUDY OF 2 SUBSTITUTED BENZIMIDAZOLES
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DOI:
10.1007/bf01868755
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发表时间:
1979-01-01
影响因子:
2.4
通讯作者:
MCLAUGHLIN, S
中科院分区:
文献类型:
--
作者:
DILGER, J;MCLAUGHLIN, S
A kinetic study of the mechanism by which the weak acid TTFB (4,5,6,7-tetrachloro-2-trifluoromethylbenzimidazole) transports protons across phospholipid bilayer membranes was reported. A previous kinetic study of the homologous 5,6-dichloro compound, DTFB, revealed that the rate limiting step for proton translocation was the back diffusion of the neutral, HA, form of the weak acid; this was apparently also the rate limiting step for proton translocation with TTFB. At high concentrations of either DTFB or TTFB the charged permeant species was an .**GRAPHIC**. complex. The kinetic analysis and independent measurements revealed that the permeability of the membrane to HA and adsorption coefficients of A- and HA were an order of magnitude higher for TTFB than for DTFB. When either DTFB or TTFB was present in a solution where the pH was less than the pK of the weak acid, an unusual relaxation in the current was noted on application of a voltage step. The amplitude of the relaxation decreased as the voltage was increased. This relaxation was possibly due to a reorientation of the benzimidazole molecules at the membrane-solution interface. Experiments were performed with DTFB on [rat liver] mitochondria. These results could be reconciled with the bilayer data and with the chemiosmotic hypothesis by postulating that the dielectric constant of the mitochondrial membrane is greater than that of a bilayer formed with decane as a solvent. To demonstrate the effect of dielectric constant on permeability, decane was replaced by 1-chlorodecane. This increased the capacitance of the artificial bilayer by a factor of 2 and the permeability of the bilayer to the A- form of DTFB by 2 orders of magnitude.