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Research Article

How does Amphotericin B Work?: Studies on Model Membrane Systems

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Pages 377-408 | Published online: 28 Sep 2008

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Dariusz Man & Ryszard Olchawa. (2013) Two-step impact of Amphotericin B (AmB) on lipid membranes: ESR experiment and computer simulations. Journal of Liposome Research 23:4, pages 327-335.
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Mariusz Gagoś, Janina Gabrielska, Mauro Dalla Serra & Wiesław I. Gruszecki. (2005) Binding of antibiotic amphotericin B to lipid membranes: monomolecular layer technique and linear dichroism-FTIR studies. Molecular Membrane Biology 22:5, pages 433-442.
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Articles from other publishers (59)

Kengo Banshoya, Yoshiharu Kaneo, Tetsuro Tanaka, Shigechika Yamamoto & Hiroshi Maeda. (2020) Development of an amphotericin B micellar formulation using cholesterol-conjugated styrene-maleic acid copolymer for enhancement of blood circulation and antifungal selectivity. International Journal of Pharmaceutics 589, pages 119813.
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Falah Hasan Obayes AL-Khikani. (2020) Amphotericin B from antifungal to antiviral therapy: promising modern therapeutic branch. Research Results in Pharmacology 6:2, pages 57-65.
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Audrey E. Yñigez-Gutierrez & Brian O. Bachmann. (2019) Fixing the Unfixable: The Art of Optimizing Natural Products for Human Medicine. Journal of Medicinal Chemistry 62:18, pages 8412-8428.
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Khaoula Boukari, Sébastien Balme, Jean-Marc Janot & Fabien Picaud. (2015) Towards New Insights in the Sterol/Amphotericin Nanochannels Formation: A Molecular Dynamic Simulation Study. The Journal of Membrane Biology 249:3, pages 261-270.
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Grzegorz Czernel, Rafał Typek, Katarzyna Klimek, Aleksandra Czuryło, Andrzej L. Dawidowicz & Mariusz Gagoś. (2016) Catalytic effect of free iron ions and heme-iron on chromophore oxidation of a polyene antibiotic amphotericin B. Journal of Molecular Structure 1111, pages 69-75.
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Anna Neumann, Milosz Wieczor, Joanna Zielinska, Maciej Baginski & Jacek Czub. (2016) Membrane Sterols Modulate the Binding Mode of Amphotericin B without Affecting Its Affinity for a Lipid Bilayer. Langmuir 32:14, pages 3452-3461.
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Stephen A. Davis, Lisa A. Della Ripa, Lingbowei Hu, Alexander G. Cioffi, Taras V. Pogorelov, Chad M. Rienstra & Martin D. Burke. (2015) C3-OH of Amphotericin B Plays an Important Role in Ion Conductance. Journal of the American Chemical Society 137:48, pages 15102-15104.
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Luka Kristanc, Bojan Božič & Gregor Gomišček. (2014) The role of sterols in the lipid vesicle response induced by the pore-forming agent nystatin. Biochimica et Biophysica Acta (BBA) - Biomembranes 1838:10, pages 2635-2645.
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Yingzi Yun, Dafang Yin, Dawood Hosni Dawood, Xin Liu, Yun Chen & Zhonghua Ma. (2014) Functional characterization of FgERG3 and FgERG5 associated with ergosterol biosynthesis, vegetative differentiation and virulence of Fusarium graminearum. Fungal Genetics and Biology 68, pages 60-70.
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Patrick Walleser & Reinhard Brückner. (2014) Stereocontrolled Synthesis of a C 1 -C 10 Building Block (“Southwestern Moiety”) for the Unnatural Enantiomers of the Polyene Polyol Antibiotics Filipin III and Pentamycin: A Sultone-Forming Ring-Closing Metathesis for Protection of Homoallylic Alcohols . European Journal of Organic Chemistry 2014:15, pages 3210-3224.
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Mariusz Gagoś & Grzegorz Czernel. (2014) Oxidized forms of polyene antibiotic amphotericin B. Chemical Physics Letters 598, pages 5-9.
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Luc Nachbauer & Reinhard Brückner. (2013) Synthesis of a C n -C n +6 Building Block Common to Important Polyol,Polyene Antibiotics from a Divinylcarbinol by a Desymmetrizing Sharpless Epoxidation . European Journal of Organic Chemistry 2013:29, pages 6545-6562.
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T.T.H. Pham, G. Barratt, J.P. Michel, P.M. Loiseau & M. Saint-Pierre-Chazalet. (2013) Interactions of antileishmanial drugs with monolayers of lipids used in the development of amphotericin B–miltefosine-loaded nanocochleates. Colloids and Surfaces B: Biointerfaces 106, pages 224-233.
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Luc Nachbauer & Reinhard Brückner. (2012) Converting a Birch Reduction Product into a Polyketide: Application to the Synthesis of a C 1 -C 11 Building Block of Rimocidin . European Journal of Organic Chemistry 2012:35, pages 6904-6923.
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Sarah Kagan, Diana Ickowicz, Miriam Shmuel, Yoram Altschuler, Edward Sionov, Miriam Pitusi, Aryeh Weiss, Shimon Farber, Abraham J. Domb & Itzhack Polacheck. (2012) Toxicity Mechanisms of Amphotericin B and Its Neutralization by Conjugation with Arabinogalactan. Antimicrobial Agents and Chemotherapy 56:11, pages 5603-5611.
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Mariusz Gagoś & Marta Arczewska. (2012) FTIR spectroscopic study of molecular organization of the antibiotic amphotericin B in aqueous solution and in DPPC lipid monolayers containing the sterols cholesterol and ergosterol. European Biophysics Journal 41:8, pages 663-673.
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Luka Kristanc, Saša Svetina & Gregor Gomišček. (2012) Effects of the pore-forming agent nystatin on giant phospholipid vesicles. Biochimica et Biophysica Acta (BBA) - Biomembranes 1818:3, pages 636-644.
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Marta Arczewska & Mariusz Gagoś. (2011) Molecular organization of antibiotic amphotericin B in dipalmitoylphosphatidylcholine monolayers induced by K+ and Na+ ions: The Langmuir technique study. Biochimica et Biophysica Acta (BBA) - Biomembranes 1808:11, pages 2706-2713.
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Mariusz Gagoś & Marta Arczewska. (2010) Spectroscopic studies of molecular organization of antibiotic amphotericin B in monolayers and dipalmitoylphosphatidylcholine lipid multibilayers. Biochimica et Biophysica Acta (BBA) - Biomembranes 1798:11, pages 2124-2130.
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Anna Neumann, Jacek Czub & Maciej Baginski. (2009) On the Possibility of the Amphotericin B-Sterol Complex Formation in Cholesterol- and Ergosterol-Containing Lipid Bilayers: A Molecular Dynamics Study. The Journal of Physical Chemistry B 113:48, pages 15875-15885.
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Alex M. Szpilman, Damiano M. Cereghetti, Jeffrey M. Manthorpe, Nicholas R. Wurtz & Erick M. Carreira. (2009) Synthesis and Biophysical Studies on 35‐Deoxy Amphotericin B Methyl Ester. Chemistry – A European Journal 15:29, pages 7117-7128.
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Jacek Czub, Anna Neumann, Edward Borowski & Maciej Baginski. (2009) Influence of a lipid bilayer on the conformational behavior of amphotericin B derivatives — A molecular dynamics study. Biophysical Chemistry 141:1, pages 105-116.
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Alex M. Szpilman, Jeffrey M. Manthorpe & Erick M. Carreira. (2008) Synthesis and Biological Studies of 35‐Deoxy Amphotericin B Methyl Ester. Angewandte Chemie International Edition 47:23, pages 4339-4342.
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Alex M. Szpilman, Damiano M. Cereghetti, Nicholas R. Wurtz, Jeffrey M. Manthorpe & Erick M. Carreira. (2008) Synthesis of 35‐Deoxy Amphotericin B Methyl Ester: A Strategy for Molecular Editing. Angewandte Chemie International Edition 47:23, pages 4335-4338.
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Alex M. Szpilman, Jeffrey M. Manthorpe & Erick M. Carreira. (2008) Synthesis and Biological Studies of 35‐Deoxy Amphotericin B Methyl Ester. Angewandte Chemie 120:23, pages 4411-4414.
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Alex M. Szpilman, Damiano M. Cereghetti, Nicholas R. Wurtz, Jeffrey M. Manthorpe & Erick M. Carreira. (2008) Synthesis of 35-Deoxy Amphotericin B Methyl Ester: A Strategy for Molecular Editing. Angewandte Chemie 120:23, pages 4407-4410.
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Sergey A Kozmin. (2008) Chemical “knockout” challenges the amphotericin B channel model. Nature Chemical Biology 4:1, pages 19-20.
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Suk Joong Lee, Kaitlyn C. Gray, James S. Paek & Martin D. Burke. (2007) Simple, Efficient, and Modular Syntheses of Polyene Natural Products via Iterative Cross-Coupling. Journal of the American Chemical Society 130:2, pages 466-468.
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Jacek Czub, Edward Borowski & Maciej Baginski. (2007) Interactions of amphotericin B derivatives with lipid membranes—A molecular dynamics study. Biochimica et Biophysica Acta (BBA) - Biomembranes 1768:10, pages 2616-2626.
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Andreas Zumbuehl, Pasquale Stano, Marc Sohrmann, Mathias Peter, Peter Walde & Erick M. Carreira. (2007) A novel strategy for bioconjugation: synthesis and preliminary evaluation with amphotericin B. Organic & Biomolecular Chemistry 5:9, pages 1339.
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Valérie Paquet, Andreas Zumbuehl & Erick M. Carreira. (2006) Biologically Active Amphotericin B-Calix[4]arene Conjugates. Bioconjugate Chemistry 17:6, pages 1460-1463.
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Jacek Czub & Maciej Baginski. (2006) Modulation of Amphotericin B Membrane Interaction by Cholesterol and ErgosterolA Molecular Dynamics Study. The Journal of Physical Chemistry B 110:33, pages 16743-16753.
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Janina Gabrielska, Mariusz Gagoś, Jerzy Gubernator & Wiesław I. Gruszecki. (2006) Binding of antibiotic amphotericin B to lipid membranes: A 1 H NMR study . FEBS Letters 580:11, pages 2677-2685.
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Liana Silva, Ana Coutinho, Alexander Fedorov & Manuel Prieto. (2006) Competitive Binding of Cholesterol and Ergosterol to the Polyene Antibiotic Nystatin. A Fluorescence Study. Biophysical Journal 90:10, pages 3625-3631.
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Kazuo Maruyama, Tomoko Takizawa, Ryo Suzuki & Naoki Utoguchi. (2006) "Novel applications of DDS on infectious diseases and future prospect" Development of PEG-immunoliposomes encapsulating amphotericin B. Drug Delivery System 21:5, pages 516-522.
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Vafa Ibragimova, Irada Alieva, Khalil Kasumov & Vitaly Khutorsky. (2006) Transient permeability induced by alkyl derivatives of amphotericin B in lipid membranes. Biochimica et Biophysica Acta (BBA) - Biomembranes 1758:1, pages 29-37.
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Maciej Baginski, Barbara Cybulska & Wieslaw I. Gruszecki. 2006. Advances in Planar Lipid Bilayers and Liposomes Volume 3. Advances in Planar Lipid Bilayers and Liposomes Volume 3 269 329 .
Maciej Baginski, Jacek Czub & Kamil Sternal. (2006) Interaction of amphotericin B and its selected derivatives with membranes: molecular modeling studies. The Chemical Record 6:6, pages 320-332.
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Ana Coutinho, Liana Silva, Alexander Fedorov & Manuel Prieto. (2004) Cholesterol and Ergosterol Influence Nystatin Surface Aggregation: Relation to Pore Formation. Biophysical Journal 87:5, pages 3264-3276.
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Andreas Zumbuehl, Damien Jeannerat, Scott E. Martin, Marc Sohrmann, Pasquale Stano, Tamas Vigassy, Daniel D. Clark, Stephen L. Hussey, Mathias Peter, Blake R. Peterson, Ernö Pretsch, Peter Walde & Erick M. Carreira. (2004) An Amphotericin B–Fluorescein Conjugate as a Powerful Probe for Biochemical Studies of the Membrane. Angewandte Chemie 116:39, pages 5293-5297.
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Andreas Zumbuehl, Pasquale Stano, Dominik Heer, Peter Walde & Erick M. Carreira. (2004) Amphotericin B as a Potential Probe of the Physical State of Vesicle Membranes. Organic Letters 6:21, pages 3683-3686.
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Liana Silva, Ana Coutinho, Alexander Fedorov & Manuel Prieto. (2003) Conformation and self-assembly of a nystatin nitrobenzoxadiazole derivative in lipid membranes. Biochimica et Biophysica Acta (BBA) - Biomembranes 1617:1-2, pages 69-79.
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Ana Coutinho & Manuel Prieto. (2003) Cooperative Partition Model of Nystatin Interaction with Phospholipid Vesicles. Biophysical Journal 84:5, pages 3061-3078.
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Maciej Baginski, Haluk Resat & Edward Borowski. (2002) Comparative molecular dynamics simulations of amphotericin B–cholesterol/ergosterol membrane channels. Biochimica et Biophysica Acta (BBA) - Biomembranes 1567, pages 63-78.
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Mariusz Baran & Jan Mazerski. (2002) Molecular modelling of amphotericin B–ergosterol primary complex in water. Biophysical Chemistry 95:2, pages 125-133.
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Andrew W. Hing, Jacob Schaefer & George S. Kobayashi. (2000) Deuterium NMR investigation of an amphotericin B derivative in mechanically aligned lipid bilayers. Biochimica et Biophysica Acta (BBA) - Biomembranes 1463:2, pages 323-332.
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Kunikazu Moribe, Kazuo Maruyama & Motoharu Iwatsuru. (1999) Molecular localization and state of amphotericin B in PEG liposomes. International Journal of Pharmaceutics 193:1, pages 97-106.
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Bradley Baas, katie Kindt, Angela Scott, Jessica Scott, Peter Mikulecky & Scott C. Hartsel. (1999) Activity and kinetics of dissociation and transfer of amphotericin B from a novel delivery form. AAPS PharmSci 1:3, pages 21-31.
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Isabelle Fournier, Joanna Barwicz & Pierre Tancrède. (1998) The structuring effects of amphotericin B on pure and ergosterol- or cholesterol-containing dipalmitoylphosphatidylcholine bilayers: a differential scanning calorimetry study. Biochimica et Biophysica Acta (BBA) - Biomembranes 1373:1, pages 76-86.
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Tracy Ruckwardt, Angela Scott, Jessica Scott, Peter Mikulecky & Scott C. Hartsel. (1998) Lipid and stress dependence of amphotericin B ion selective channels in sterol-free membranes. Biochimica et Biophysica Acta (BBA) - Biomembranes 1372:2, pages 283-288.
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