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Possible conformation of amphotericin B dimer in membrane-bound assembly as deduced from solid-state NMR
- Source :
- Bioorganic & Medicinal Chemistry. 20:5699-5704
- Publication Year :
- 2012
- Publisher :
- Elsevier BV, 2012.
-
Abstract
- Aiming for structural analysis of amphotericin B (AmB) ion-channel assemblies in membrane, a covalent dimer was synthesized between 13 C-labled AmB methyl ester and 19 F-labled AmB. The dimer showed slightly weaker but significant biological activities against fungi and red blood cells compared with those of monomeric AmB. Then the dimer was subjected to 13 C{ 19 F}REDOR (Rotational-Echo Double Resonance) experiments in hydrated lipid bilayers. The obtained REDOR dephasing effects were explained by two components; a short 13 C/ 19 F distance (6.9 A) accounting for 23% of the REDOR dephasing, and a longer one (14 A) comprising the rest of the dephasing. The shorter distance is likely to reflect the formation of barrel-stave ion channel.
- Subjects :
- Antifungal Agents
Erythrocytes
Magnetic Resonance Spectroscopy
Stereochemistry
Dimer
Dephasing
Lipid Bilayers
Clinical Biochemistry
Molecular Conformation
Pharmaceutical Science
Hemolysis
Biochemistry
chemistry.chemical_compound
Amphotericin B
Drug Discovery
Aspergillosis
Humans
Lipid bilayer
Molecular Biology
Organic Chemistry
Resonance (chemistry)
Monomer
Membrane
Solid-state nuclear magnetic resonance
chemistry
Covalent bond
Molecular Medicine
Aspergillus niger
Dimerization
Subjects
Details
- ISSN :
- 09680896
- Volume :
- 20
- Database :
- OpenAIRE
- Journal :
- Bioorganic & Medicinal Chemistry
- Accession number :
- edsair.doi.dedup.....10eb8abae4062db1792bab44b3cea09a