Membrane interaction of amphotericin B as single-length assembly examined by solid state NMR for uniformly 13C-enriched agent

Shigeru Matsuoka, Hiroki Ikeuchi, Yuichi Umegawa, Nobuaki Matsumori, Michio Murata

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

The membrane interaction of amphotericin B (AmB), one of the most important anti-fungal drugs, was investigated by solid state NMR measurements of uniformly 13C-enriched AmB, which was prepared by the culture of the drug-producing microorganism in the presence of [u-13C6]glucose. All the 13C NMR signals of AmB upon binding to DLPC membrane were successfully assigned on the basis of the 13C-13C correlation spectrum. 13C-31P RDX (Rotational-Echo Double Resonance for X-clusters) experiments clearly revealed the REDOR dephasing effects for carbon atoms residing in the both terminal parts, whereas no dephasing was observed for the middle parts including polyolefinic C20-C33 and hydroxyl-bearing C8/C9 parts. These observations suggest that AmB binds to DLPC membrane with a high affinity to the phospholipid and spans the membrane with a single molecular length.

Original languageEnglish
Pages (from-to)6608-6614
Number of pages7
JournalBioorganic and Medicinal Chemistry
Volume14
Issue number19
DOIs
Publication statusPublished - Oct 1 2006
Externally publishedYes

Fingerprint

Amphotericin B
Nuclear magnetic resonance
Membranes
Bearings (structural)
Pharmaceutical Preparations
Microorganisms
Hydroxyl Radical
Phospholipids
Carbon
Glucose
Atoms
Carbon-13 Magnetic Resonance Spectroscopy
Experiments

All Science Journal Classification (ASJC) codes

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

Cite this

Membrane interaction of amphotericin B as single-length assembly examined by solid state NMR for uniformly 13C-enriched agent. / Matsuoka, Shigeru; Ikeuchi, Hiroki; Umegawa, Yuichi; Matsumori, Nobuaki; Murata, Michio.

In: Bioorganic and Medicinal Chemistry, Vol. 14, No. 19, 01.10.2006, p. 6608-6614.

Research output: Contribution to journalArticle

Matsuoka, Shigeru ; Ikeuchi, Hiroki ; Umegawa, Yuichi ; Matsumori, Nobuaki ; Murata, Michio. / Membrane interaction of amphotericin B as single-length assembly examined by solid state NMR for uniformly 13C-enriched agent. In: Bioorganic and Medicinal Chemistry. 2006 ; Vol. 14, No. 19. pp. 6608-6614.
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