Possible conformation of amphotericin B dimer in membrane-bound assembly as deduced from solid-state NMR

Yuichi Umegawa, Takeshi Adachi, Nobuaki Matsumori, Michio Murata

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Aiming for structural analysis of amphotericin B (AmB) ion-channel assemblies in membrane, a covalent dimer was synthesized between 13C-labled AmB methyl ester and 19F-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 13C{19F}REDOR (Rotational-Echo Double Resonance) experiments in hydrated lipid bilayers. The obtained REDOR dephasing effects were explained by two components; a short 13C/19F distance (6.9 Å) accounting for 23% of the REDOR dephasing, and a longer one (14 Å) comprising the rest of the dephasing. The shorter distance is likely to reflect the formation of barrel-stave ion channel.

Original languageEnglish
Pages (from-to)5699-5704
Number of pages6
JournalBioorganic and Medicinal Chemistry
Volume20
Issue number19
DOIs
Publication statusPublished - Oct 1 2012
Externally publishedYes

Fingerprint

Amphotericin B
Dimers
Conformations
Nuclear magnetic resonance
Membranes
Ion Channels
Lipid bilayers
Lipid Bilayers
Bioactivity
Fungi
Structural analysis
Blood
Erythrocytes
Cells
Experiments

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Possible conformation of amphotericin B dimer in membrane-bound assembly as deduced from solid-state NMR. / Umegawa, Yuichi; Adachi, Takeshi; Matsumori, Nobuaki; Murata, Michio.

In: Bioorganic and Medicinal Chemistry, Vol. 20, No. 19, 01.10.2012, p. 5699-5704.

Research output: Contribution to journalArticle

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