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 language | English |
|---|---|
| Pages (from-to) | 6608-6614 |
| Number of pages | 7 |
| Journal | Bioorganic and Medicinal Chemistry |
| Volume | 14 |
| Issue number | 19 |
| DOIs | |
| Publication status | Published - Oct 1 2006 |
| Externally published | Yes |
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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 journal › Article
}
TY - JOUR
T1 - Membrane interaction of amphotericin B as single-length assembly examined by solid state NMR for uniformly 13C-enriched agent
AU - Matsuoka, Shigeru
AU - Ikeuchi, Hiroki
AU - Umegawa, Yuichi
AU - Matsumori, Nobuaki
AU - Murata, Michio
PY - 2006/10/1
Y1 - 2006/10/1
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=33747157259&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=33747157259&partnerID=8YFLogxK
U2 - 10.1016/j.bmc.2006.06.001
DO - 10.1016/j.bmc.2006.06.001
M3 - Article
C2 - 16782343
AN - SCOPUS:33747157259
VL - 14
SP - 6608
EP - 6614
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
SN - 0968-0896
IS - 19
ER -