Skip to main content
Log in

Pentachlorophenol alters the molecular organization of membranes in mammalian cells

  • Published:
Archives of Environmental Contamination and Toxicology Aims and scope Submit manuscript

Abstract

Biophysical measurements of motion parameters for fluorescent and paramagnetic probes partitioned into membranes of mammalian cells have indicated that the lipid bilayers of the membranes become destabilized as a result of treatment with sublethal doses of pentachlorophenol. Decreases in bulk lipid fluidity of up to 50%, which can be attributed to perturbation of the bilayer by the toxicant, were observed for purified plasma membrane and for preparations of total cell membrane. Spin labels that probe the hydrophobic interior and headgroup regions, respectively, of bilayers indicated that pentachlorophenol does not assume an amphipathic orientation in the membrane, but rather it partitions into the hydrophobic interior of the bilayer. Arrhenius plots of motion parameters were continuously linear over temperatures ranging from 20 to 55°C for both treated and control cells, indicating that pentachlorophenol does not induce lipid phase transitions. Treatment with sublethal doses of pentachlorophenol also induced a decline in levels of phospholipid phosphate per cell that can be attributed to a selective action of phospholipase C. Notwithstanding these changes, the cells remained viable judging from their ability to exclude trypan blue and thus the deleterious effects of pentachlorophenol on membranes can be interpreted as sublethal damage.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  • Adamich M, Dennis EA (1979) Action of cobra venom phospholipase A2 toward lipids of erythrocyte membranes. In: Fox C (ed) Normal and abnormal red cell membranes. Allan R Liss Inc, New York, pp 515–521

    Google Scholar 

  • Allen D, Billah MM, Finean JB, Michell RH (1976) Release of diacylglycerol-enriched vesicles from erythrocytes with increased intracellular Ca2+. Nature 261:58–60

    Google Scholar 

  • Allen D, Low MG, Finean JB, Michell RH (1975) Changes in lipid metabolism and cell morphology following attack by phospholipase C(Clostidium perfringens) in red cells or lymphocytes. Biochim Biophys Acta 413:309–316

    Google Scholar 

  • Barber RF, Thompson JE (1983) Neutral lipids rigidify unsaturated acyl chains in senescing membranes. J Exptl Bot 34:268–276

    Google Scholar 

  • Bevenue A, Beckman H (1967) Pentachlorophenol: A discussion of its properties and its occurrence as a residue in human and animal tissue. Residue Reviews 19:83–134

    Google Scholar 

  • Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72:248–254

    Google Scholar 

  • Buff K, Brundl A, Berndt J (1982) Differential effects of environmental chemicals on liposomal bilayers; fluorescence polarization and pesticide-lipid association studies. Biochim Biophys Acta 688:93–100

    Google Scholar 

  • Buff K, Berndt J (1981) Interaction of DDT (1,1,1-trichloro-2,2-bis(p-chlorophenyl)-ethane) with liposomal phospholipids. Biochim Biophys Acta 643:205–212

    Google Scholar 

  • Cinelli DP (1978) Patterns of pentachlorophenol usage in the United States of America—An overview. In: Rao KR (ed) Pentachlorophenol. Plenum Press, New York, pp 13–26

    Google Scholar 

  • Danner J, Resnick H (1980) Use of the fluorescent probe 1-ani-lino-8-naphthaline sulfonate to monitor the interactions of chlorophenols with phospholipid membranes (liposomes). Biochem Pharmacol 29:2471–2475

    Google Scholar 

  • Dittmer JC, Wells MA (1969) Quantitative and qualitative analysis of lipids and lipid components. Methods Enzymol 14:482–530

    Google Scholar 

  • Finean JB, Martonosi A (1965) The action of phospholipase C on muscle microsomes: a correlation of electron microscope and biochemical data. Biochim Biophys Acta 98:547–553

    Google Scholar 

  • Goormaghtigh E, Van Campenhoud M, Ruysschaert JM (1981) Lipid phase separation mediates binding of pancreatic phospholipase A2 to its substrate. Biochem Biophys Res Commun 101:1410–1418

    Google Scholar 

  • Gruber MY, Cheng KH, Lepock JR, Thompson JE (1984) Improved yield of plasma membrane from mammalian cells through modifications of the two-phase polymer isolation procedure. Anal Biochem 138:112–118

    Google Scholar 

  • Grunwald C (1970) Sterol distribution in intracellular organelles isolated from tobacco leaves. Plant Physiol 45:663–666

    Google Scholar 

  • Hayes A (1978) Transport processes as sites of action of toxic chemicals. Fed Proc 38:2218–2219

    Google Scholar 

  • Holmberg B, Jensen S, Larsson A, Luvander K, Olsson M (1972) Metabolic effects of technical pentachlorophenol (PCP) on the eelAnguilla anguilla. Comp Biochem Physiol 43:171–183

    Google Scholar 

  • Keith A, Bullfield G, Snipes W (1970) Spin-labelledNeurospora mitochondria. Biophys J 10:618–629

    Google Scholar 

  • Lakowicz JR, Hogan D (1976) Diffusional transport of toxic materials in membranes studied by fluorescence spectroscopy. In: Miller MW, Shamoo AE (eds) Membrane Toxicity. Plenum Press, New York pp 509–546

    Google Scholar 

  • Lepock JR, Morse PD II, Mehlhorn RJ, Hammerstedt RH, Snipes W, Keith AD (1975) Spin labels for cell surfaces. FEBS Lett 60:185–189

    Google Scholar 

  • Morrison WR, Smith LM (1964) Preparation of fatty acid methyl esters and dimethylacetals from lipids with boron tri-fluoride-methanol. J Lipid Res 5:600–608

    Google Scholar 

  • Packharn ED, Thompson JE, Mayfield CI, Inniss WE, Kruuv J (1981) Perturbation of lipid membranes by organic pollutants. Arch Environ Contam Toxicol 10:347–356

    Google Scholar 

  • Packham ED, Duxbury CL, Mayfield CI, Inniss WE, Kruuv J, Thompson JE (1982) Quantitative analysis of pollutant-induced lethal and sublethal damage in cultured mammalian cells. Bull Environ Contam Toxicol 29:739–746

    Google Scholar 

  • Reich T, Depew MC, Marks GS, Singer MA, Wan JKS (1981) Effect of polychlorinated biphenyls (PCBs) on phospholipid membrane fluidity. J Environ Sci Health A16:65–71

    Google Scholar 

  • Roberts DR, Dumbroff EB, Thompson JE (1986) Exogenous polyamines alter membrane fluidity in bean leaves—a basis for potential misinterpretation of their true physiological role. Planta 167:395–401

    Google Scholar 

  • Shinitzky M, Barenholz Y (1978) Fluidity parameters of lipid regions determined by fluorescence polarization. Biochim Biophys Acta 515:367–394

    Google Scholar 

  • Sklar LA, Hudson BS, Petersen M, Diamond J (1977) Conjugated polyene fatty acids on fluorescent probes: Spectroscopic characterization. Biochem 16:813–819

    Google Scholar 

  • Villanueva EC, Burse VW, Jennings RW (1973) Chlorodibenzop-dioxin contamination of two commercially available pentachlorophenols. J Agric Food Chem 21:739–740

    Google Scholar 

  • Weinbach EC, Garbus J (1965) The interaction of uncoupling phenols with mitochondria and mitochondrial protein. J Biol Chem 240:1811–1819

    Google Scholar 

  • Williams JC, Melhorn R, Keith AD (1971) Synthesis and novel uses of nitroxide motion probes. Chem Phys Lipids 7:207–230

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Duxbury, C.L., Thompson, J.E. Pentachlorophenol alters the molecular organization of membranes in mammalian cells. Arch. Environ. Contam. Toxicol. 16, 367–373 (1987). https://doi.org/10.1007/BF01054955

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01054955

Keywords

Navigation