Interactions of cyclic hydrocarbons with biological membranes

Journal of Biological Chemistry

Volumn 269, Issue 11, 1994, Pages 8022-8028

  Sikkema, Jan ^a,c   De Bont, Jan A M ^a   Poolman, Bert ^b  

^a WAGENINGEN UNIVERSITY   (Netherlands)

^b UNIVERSITY OF GRONINGEN   (Netherlands)

^c Snow Brand Europ Res Labs BV   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOALKANE; HYDROCARBON; TERPENE;

ANTIMICROBIAL ACTIVITY; ARTICLE; CELL MEMBRANE FLUIDITY; CELL VOLUME; DRUG BINDING; DRUG EFFECT; ENZYME INACTIVATION; ESCHERICHIA COLI; HYDROPHOBICITY; MEMBRANE BINDING; MEMBRANE PERMEABILITY; MEMBRANE STABILIZATION; NONHUMAN; PRIORITY JOURNAL;

BENZENE; BENZENE DERIVATIVES; CELL MEMBRANE; ELECTRON TRANSPORT COMPLEX IV; ESCHERICHIA COLI; HYDROCARBONS; KINETICS; LIPOSOMES; MEMBRANE LIPIDS; PHOSPHOLIPIDS; SOLUBILITY; STRUCTURE-ACTIVITY RELATIONSHIP;

ESCHERICHIA COLI;

EID: 0028341844     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (45)

1. Antunes-Madeira, M. C., and Madeira, V. M. C. (1984) Biochim. Biophys. Acta 778, 49-56
2. Antunes-Madeira, M. C., and Madeira, V. M. C. (1985) Biochim. Biophys. Acta 820, 165-172
3. Antunes-Madeira, M. C., and Madeira, V. M. C. (1986) Biochim. Biophys. Acta 861, 159-164
4. Antunes-Madeira, M. C., and Madeira, V. M. C. (1987) Biochim. Biophys. Acta 901, 61-66
5. Antunes-Madeira, M. C., and Madeira, V. M. C. (1989) Biochim. Biophys. Acta 982, 161-166
6. Cartwright, C. P., Juroszek, J.-R., Beavan, M. J., Ruby, F. M. S., De Morais, S. M. F., and Rose, A. H. (1986) J. Gen. Microbiol. 132, 369-377
7. Chapman, D. (1984) in Liposome Technology (Gregoriadis, G., ed) Vol. 1, pp. 1-18, CRC Press, Boca Raton, FL
8. Clement, N. R., and Gould, J. M. (1981) Biochemistry 20, 1534-1538
9. de Smet, M. J., Kingma, J., and Witholt, B. (1978) Biochim. Biophys. Acta 506, 64-80
10. de Vrij, W., Bulthuis, R. A., and Konings, W. N. (1988) J. Bacteriol 170, 2359-2366
11. De Young, L. R., and Dill, K. A. (1988) Biochemistry 27, 5281-5289
12. Eastcott, L., Shiu, W. Y., and Mackay, D. (1988) Oil Chem. Poll. 4, 191-216
13. Elferink, M. G. L., de Wit, J. G., Demel, R., Driessen, A. J. M., and Konings, W. N. (1992) J. Biol. Chem. 267, 1375-1381
14. Franks, N. P., and Lieb, W. R. (1987) Trends Pharmacol Sci. 8, 169-174
15. Hinkle, P. C., Kim, J. J., and Racker, E. (1972) J. Biol. Chem. 247, 1338-1339
16. Hoekstra, D., de Boer, T., Klappe, K., and Wilschut, J. (1984) Biochemistry 23, 5675-5681
17. In 't Veld, G., Driessen, A. J. M., Op den Kamp, J. A. F., and Konings, W. N. (1991) Biochim. Biophys. Acta 1065, 203-212
18. In 't Veld, G., de Vrije, T., Driessen, A. J. M., and Konings, W. N. (1992) Biochim. Biophys. Acta 1104, 250-256
19. Kagawa, Y., and Racker, E. (1971) J. Biol. Chem. 235, 769-775
20. Katz, Y., and Diamond, J. M. (1974) J. Membr. Biol. 17, 69-86
21. LaBella, F. S. (1981) Can. J. Physiol. Pharmacol. 59, 432-442
22. Leão, C., and van Uden, N. (1984) Biochim. Biophys. Acta 774, 43-48
23. Lentz, B. R. (1989) Chem. Phys. Lipids 50, 171-190
24. Leo, A., Hansch, C., and Elkins, D. (1971) Chem. Rev. 71, 525-616
25. Lide, K. (1992) Handbook of Chemistry and Physics, CRC Press, Inc. Boca Raton, FL
26. Lieb, W. R., and Stein, W. D. (1986) in Transport and Diffusion across Cell Membranes (Stein, W. D., ed) pp. 69-112, Academic Press Inc., New York
27. Lolkema, J. S., Hellingwerf, K. J., and Konings, W. N. (1982) Biochim. Biophys. Acta 681, 85-94
28. Machleidt, H., Roth, S., and Seeman, P. (1972) Biochim. Biophys. Acta 255, 178-189
29. Overton, E. (1896) Z. Phys. Chem. 22, 189-209
30. Rekker, R. F. (1977) in The Hydrophobic Fragmental Constant (Nauta, W. T., and Rekker, R. F., eds), Elsevier, Amsterdam, The Netherlands
31. Rekker, R. F., and de Kort, H. M. (1979) Eur. J. Med. Chem. 14, 479-488
32. Riddick, J. A., Bunger, W. B., and Sakano, T. K. (1986) in Techniques of Chemistry (Weissberger, A., ed) Vol. 2, John Wiley & Sons, Inc., New York
33. Rottenberg, H. (1990) Biochim. Biophys. Acta 1018, 1-17
34. Rouser, G., Fleischer, S., and Yamamoto, A. (1970) Lipids 5, 494-496
35. Seeman, P. (1972) Pharmacol. Rev. 24, 583-655
36. Seeman, P., Roth, S., and Schneider, H. (1971) Biochim. Biophys. Acta 225, 171-184
37. Shinitzky, M., and Barenholz, Y. (1978) Biochim. Biophys. Acta 515, 367-394
38. Sikkema, J., and de Bont, J. A. M. (1991) Biodegradation 2, 15-23
39. Sikkema, J., Poolman, B., Konings, W. N., and de Bont, J. A. M. (1992) J. Bacteriol. 174, 2986-2992
40. Smith, M. R. (1993) in Biochemistry of Microbial Degradation (Ratledge, C., ed) pp. 347-378, Kluwer Academic Press, Dordrecht, The Netherlands
41. Tomlinson, E., and Hafkenscheid, T. L. (1986) in Partition Coefficient, Determination and Estimation (Dunn, W. J., III, Block, J. H., and Pearlman, R. S., eds) pp. 101-141, Pergamon Press, Inc., New York
42. Uribe, S., Ramirez, J., and Peňa, A. (1985) J. Bacteriol. 161, 1195-1200
43. Uribe, S., Rangel, P., Espinola, G., and Aguirre, G. (1990) Appl. Environ. Microbiol. 36, 2114-2119
44. Verschueren, K. (1983) Handbook of Environmental Data on Organic Chemicals, 2nd Ed., Van Nostrand Reinhold, New York
45. Yeagle, P. L. (1989) FASEB J. 3, 1833-1842