Abstract
It was found that the modification of one side of lipid membranes by amphotericin B and N‑methyl derivatives of amphotericin B (methamphocin) resulted in a discrete increase in the membrane conductivity by the channel mechanism. The conditions under which amphotericin B increased the conductivity of membranes upon addition on one side of the membranes were found. The effect of amphotericin B upon addition on one side of the membranes was observed in an acidic medium (pH 3.0) and at a two-fold lower concentration of phospholipids in the membrane-forming solution. A large dispersion of the conductivity from 2 to 20 pS of single channels was revealed. The channels with the conductivity of 10 pS were most likely to occur. The histogram of distribution of the conductivity of metamphocin channels showed that the channels with the conductivity of 5 pS were most likely to occur. The selective permeability of membranes upon addition of methamphocin on one side of the membranes was predominantly anionic and did not depend on the concentration of cholesterol in the membranes. The mechanism of the amphotericin B and methamphocin action from one side of the membranes was due to the formation of semipores in the membranes, which were asymmetric in their structure. It was assumed that the selective permeability of the amphotericin and metamphocin channels was determined by the molecular structure of the hydrophilic chain that lines the inner cavity of the semipore.
Similar content being viewed by others
REFERENCES
Y. Nakagawa, Y. Umegawa, N. Matsushita, et al., Biochemistry 55 (24), 3392 (2016).
A. Neumann, M. Wieczor, J. Zielinska, et al., Langmuir 32 (14), 3452 (2016)
J. M. Falcon-Gonzalez, G. Jimenez-Dominguez, I. Ortega-Blake, et al., J. Chem. Theory Comput. 13 (7), 3388 (2017).
Kh. M. Kasumov, Structure and Membrane Function of Polyenic Macrolide Antibiotics (Nauka, Moscow, 2009).
S. S. Efimova, L. V. Schagina, and O. S. Ostroumova, Acta Naturae 6 (4), 67 (2014).
H. Kagohashi, O. Shirai, Sh. Kubota, et al., Electroanalysis 26 (3), 625 (2014).
D. M. Kamiński, Eur. Biophys. J. 43 (10–11), 453 (2014).
K. Boukari, S. Balme, J. M. Janot, et al., J. Membrane Biol. 249 (3), 261 (2016).
T. Shahmoradi, M. Ashrafpour, and H. Sepehri, J. Babol Univ. Med. Sci. 18 (2), 26 (2016).
A. A. Samedova, T. P. Tagi-zade, and Kh. M. Kasumov, Russ. J. Bioorg. Chem. 44 (3), 337 (2018).
T. S. Yang, K. L. Ou, P. W. Peng, et al., Biochim. Biophys. Acta – Biomembranes 1828 (8), 1794 (2013).
R. Brutyan and P. McPhee, J. Gen. Physiol. 107, 69 (1996).
S. Kintali, G. K. Varshney, and K. Das, Chem. Select. 3 (38), 10559 (2018).
B. A. Vainshtein, G. E. Grinberg, M. A. Mikhailova, et al., in Proc. Symp. “Prospects in Bioorganic Chemistry for Producing Novel Medicinal Preparations” (Riga, 1982), p. 235.
M. P. Borisova, L. N. Ermishkin, and A. Y. Silberstein, Biochim. Biophys. Acta, Biomembr. 553, 450 (1979).
M. P. Borisova, L. N. Ermishkin, and A. Ya. Zil’bershtein, Biofizika 26 (6), 1093 (1978).
M. Liu, M. Chen, and Z. Yang, Drug Delivery 24 (1), 1 (2017).
E. Grela, M. Wieczor, R. Luchowski, et al., Mol. Pharm. 15 (9), 4202 (2018).
J. He, Ch. Chipot, X. Shao, and W. Cai, J. Phys. Chem. 117 (22), 11750 (2013).
S. De Marie, R. Janknegt, and I. A. J. Bakker-Woudenberg, J. Antimicrob. Chemother. 33, 907 (1994).
A. Mamidi, J. A. DeSimone, and R. J. Pomerantz, J. Neurovirol. 8, 158 (2002).
K. A. Sepkowitz, Clin. Infect. Dis. 34, 1098 (2002).
D. S. Palacios, L. Dailey, D. M. Siebert, et al., Proc. Natl. Acad. Sci. U. S. A. 108 (17), 6733 (2011).
M. N. Preobrazhenskaya, E. N. Olsufyeva, S. E. Solovieva, et al., J. Med. Chem. 52, 189 (2009).
Funding
The work was supported by the Foundation for the Development of Science under the President of the Republic of Azerbaijan, project no. EIF-BGM-3-BRFTF-2+/2017-15/12.
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
Conflict of interests. The authors declare that they have no conflicts of interest.
Statement on the welfare of humans or animals. This article does not contain any studies involving animals performed by any of the authors.
Additional information
Translated by E. Puchkov
Abbreviations: PA—polyene antibiotics; BLM—bilayer lipid membranes.
Rights and permissions
About this article
Cite this article
Pashazade, T.D., Kasumov, K.M. The Properties of Ion Channels Formed in Bilayer Lipid Membranes by Amphotericin and N-Methyl Derivative of Amphotericin under Their Action on One Side. BIOPHYSICS 66, 428–433 (2021). https://doi.org/10.1134/S0006350921030131
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0006350921030131