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. 1968 Aug;96(2):338–345. doi: 10.1128/jb.96.2.338-345.1968

Action of Steroidal Diamines on Active Transport and Permeability Properties of Escherichia coli

Simon Silver 1, Elaine Levine 1
PMCID: PMC252303  PMID: 4877122

Abstract

The steroidal diamine irehdiamine A (IDA) is a potent inhibitor of bacteriophage growth and macromolecular synthesis in Escherichia coli. By using radioactive 42K and 14C-thiomethylgalactoside (TMG), rapid effects of IDA and related steroids, both on the influx of potassium and TMG via their respective transport systems and on the efflux (leakage) of radioactivity from the treated cells, have been measured. IDA affects both the influx and efflux of 42K at concentrations of steroid as low as 2 × 10−5m. Because of the increased leakage, it is not possible to tell whether there is a direct effect reducing the rate of active transport of potassium. The primary diamine, IDA, and its bis-secondary, bis-tertiary, and bis-quaternary diamine analogues are decreasingly effective in altering cell permeability properties in the order 1° > 2° > 3° > 4°. The effects of IDA on potassium transport are mirrored by similar effects on the transport of TMG. Therefore, the action of IDA is on the cell membrane and not directly on one or another transport system. The effects of IDA on cell permeability can reasonably explain the inhibitory actions of the drugs on bacteriophage growth and cellular metabolism.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Bangham A. D., Standish M. M., Weissmann G. The action of steroids and streptolysin S on the permeability of phospholipid structures to cations. J Mol Biol. 1965 Aug;13(1):253–259. doi: 10.1016/s0022-2836(65)80094-8. [DOI] [PubMed] [Google Scholar]
  2. CLAYTON R. K. On the interplay of environmental factors affecting taxis and motility in Rhodospirillum rubrum. Arch Mikrobiol. 1958;29(2):189–212. doi: 10.1007/BF00409860. [DOI] [PubMed] [Google Scholar]
  3. Cramer W. A., Uretz R. B. Acridine orange-sensitized photoinactivation of the capacity of Escherichia coli for bacteriophage T4. Virology. 1966 Jan;28(1):142–149. doi: 10.1016/0042-6822(66)90315-1. [DOI] [PubMed] [Google Scholar]
  4. Epstein W., Schultz S. G. Cation transport in Escherichia coli. VI. K exchange. J Gen Physiol. 1966 Jan;49(3):469–481. doi: 10.1085/jgp.49.3.469. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. HUU LAINE F. K., PINTO SCOGNAMIGLIO W. ACTIVIT'E CURARISANTE DU DICHLORURE 3BETA-20ALPHA BISTRIMETHYLAMMONIUM 5ALPHA-PR'EGNANE (MALOU'ETINE) ET DE SES ST'ER'EOISOM'ERES. Arch Int Pharmacodyn Ther. 1964 Jan 1;147:209–219. [PubMed] [Google Scholar]
  6. KOCH A. L. THE ROLE OF PERMEASE IN TRANSPORT. Biochim Biophys Acta. 1964 Jan 27;79:177–200. doi: 10.1016/0926-6577(64)90050-6. [DOI] [PubMed] [Google Scholar]
  7. Khuong-Huu-Lainé F., Bisset N. G., Goutarel R. Alcaloïdes stéroïdiques, XXXIX. Alcaloïdes du Malouetia bequaertiana Woods. Mise au point sur le genre Malouetia (Apocynacées) et sur une drogue curarisante du Venezuela, le Guachamacá. Ann Pharm Fr. 1965 Jun;23(6):395–409. [PubMed] [Google Scholar]
  8. Kozinski A. W., Lin T. H. Early intracellular events in the replication of T4 phage DNA. I. Complex formation of replicative DNA. Proc Natl Acad Sci U S A. 1965 Jul;54(1):273–278. doi: 10.1073/pnas.54.1.273. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. Lefresne P., Saucier J. M., Paoletti C. Structural changes of polyriboinosinic acid induced by a steroidal diamine, irehdiamine A. Biochem Biophys Res Commun. 1967 Oct 26;29(2):216–222. doi: 10.1016/0006-291x(67)90590-6. [DOI] [PubMed] [Google Scholar]
  10. Mahler H. R., Baylor M. B. Effects of steroidal diamines on DNA duplication and mutagenesis. Proc Natl Acad Sci U S A. 1967 Jul;58(1):256–263. doi: 10.1073/pnas.58.1.256. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. Mahler H. R., Goutarel R., Khuong-Huu Q., Truong HO M. Nucleic acid interactions. VI. Effects of steroidal diamines. Biochemistry. 1966 Jul;5(7):2177–2191. doi: 10.1021/bi00871a005. [DOI] [PubMed] [Google Scholar]
  12. Ryter A., Jacob F. Etude morphologique de la liaison du noyau à la membrane chez E. coli et chez les protoplastes de B. subtilis. Ann Inst Pasteur (Paris) 1966 Jun;110(6):801–812. [PubMed] [Google Scholar]
  13. SCHULTZ S. G., EPSTEIN W., SOLOMON A. K. CATION TRANSPORT IN ESCHERICHIA COLI. IV. KINETICS OF NET K UPTAKE. J Gen Physiol. 1963 Nov;47:329–346. doi: 10.1085/jgp.47.2.329. [DOI] [PMC free article] [PubMed] [Google Scholar]
  14. SCHULTZ S. G., SOLOMON A. K. Cation transport in Escherichia coli. I. Intracellular Na and K concentrations and net cation movement. J Gen Physiol. 1961 Nov;45:355–369. doi: 10.1085/jgp.45.2.355. [DOI] [PMC free article] [PubMed] [Google Scholar]
  15. SILVER S. ACRIFLAVINE RESISTANCE: A BACTERIOPHAGE MUTATION AFFECTING THE UPTAKE OF DYE BY THE INFECTED BACTERIAL CELLS. Proc Natl Acad Sci U S A. 1965 Jan;53:24–30. doi: 10.1073/pnas.53.1.24. [DOI] [PMC free article] [PubMed] [Google Scholar]
  16. Silver S. Acridine sensitivity of bacteriophage T2: a virus gene affecting cell permeability. J Mol Biol. 1967 Oct 14;29(1):191–202. doi: 10.1016/0022-2836(67)90190-8. [DOI] [PubMed] [Google Scholar]
  17. Silver S., Levine E. Reversible alterations in membrane permeability of Escherichia coli induced by a steroidal diamine, irehdiamine A. Biochem Biophys Res Commun. 1968 Jun 10;31(5):743–748. doi: 10.1016/0006-291x(68)90624-4. [DOI] [PubMed] [Google Scholar]
  18. Silver S., Wendt L. Mechanism of action of phenethyl alcohol: breakdown of the cellular permeability barrier. J Bacteriol. 1967 Feb;93(2):560–566. doi: 10.1128/jb.93.2.560-566.1967. [DOI] [PMC free article] [PubMed] [Google Scholar]
  19. Smith P. F., Rothblat G. H. INCORPORATION OF CHOLESTEROL BY PLEUROPNEUMONIA-LIKE ORGANISMS. J Bacteriol. 1960 Dec;80(6):842–850. doi: 10.1128/jb.80.6.842-850.1960. [DOI] [PMC free article] [PubMed] [Google Scholar]
  20. Tabor C. W. STABILIZATION OF PROTOPLASTS AND SPHEROPLASTS BY SPERMINE AND OTHER POLYAMINES. J Bacteriol. 1962 May;83(5):1101–1111. doi: 10.1128/jb.83.5.1101-1111.1962. [DOI] [PMC free article] [PubMed] [Google Scholar]
  21. WEISSMANN G. LABILIZATION AND STABILIZATION OF LYSOSOMES. Fed Proc. 1964 Sep-Oct;23:1038–1044. [PubMed] [Google Scholar]
  22. Winkler H. H., Wilson T. H. The role of energy coupling in the transport of beta-galactosides by Escherichia coli. J Biol Chem. 1966 May 25;241(10):2200–2211. [PubMed] [Google Scholar]

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