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Merck
CN
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安全信息

74155

Sigma-Aldrich

无活菌素

from Streptomyces sp., ≥97.0% (TLC)

别名:

铵离子载体

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About This Item

经验公式（希尔记法）:
C40H64O12
CAS号:
6833-84-7
分子量:
736.93
Beilstein:
76434
EC 号:
229-911-3
UNSPSC代码:
51102829
PubChem化学物质编号:
24886652
NACRES:
NA.85

生物来源

Streptomyces sp.

质量水平

200

方案

≥97.0% (TLC)

表单

powder

颜色

white to faint yellow

抗生素抗菌谱

Gram-positive bacteria

作用机制

DNA synthesis | interferes
cell membrane | interferes
enzyme | inhibits

储存温度

2-8°C

SMILES字符串

C[C@H]1C[C@@H]2CC[C@@H](O2)[C@@H](C)C(=O)O[C@H](C)C[C@H]3CC[C@H](O3)[C@H](C)C(=O)O[C@@H](C)C[C@@H]4CC[C@@H](O4)[C@@H](C)C(=O)O[C@H](C)C[C@H]5CC[C@H](O5)[C@H](C)C(=O)O1

InChI

1S/C40H64O12/c1-21-17-29-9-13-34(49-29)26(6)38(42)46-23(3)19-31-11-15-36(51-31)28(8)40(44)48-24(4)20-32-12-16-35(52-32)27(7)39(43)47-22(2)18-30-10-14-33(50-30)25(5)37(41)45-21/h21-36H,9-20H2,1-8H3/t21-,22+,23+,24-,25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-

InChI key

RMIXHJPMNBXMBU-QIIXEHPYSA-N

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一般描述

Chemical structure: macrolide
May contain the homologues monactin and dinactin

应用

Nonactin is used as a neutral lipid membrane soluble ammonium (and potassium) ionophore, as an uncoupler of oxidative phosphorylation, and to inhibit surface expression of certain heat shock proteins (HSP60) .

生化/生理作用

Nonactin is a macrotetrolide that forms complexes with alkali cations, such as potassium and sodium. Nonactin has been reported to inhibit the processing of cytoplasmic precursor proteins destined for the mitochondria. Nonactin is a uncoupler of oxidative phosphorylation .

包装

5 mg

其他说明

Keep container tightly closed in a dry and well-ventilated place. Store under inert gas.Moisturesensitive. Keep in a dry place.
Natural macrotetrolide

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCBR6659V
BCBP9183V
1431469V
1431469

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Total synthesis of nonactin.
Ju Y.L.; Byeang H.K.
Tetrahedron, 52, 571-571 (1996)
[Macrotetrolides].
W Keller-Schierlein et al.
Fortschritte der Chemie organischer Naturstoffe = Progress in the chemistry of organic natural products. Progres dans la chimie des substances organiques naturelles, 26, 161-189 (1968-01-01)
S Krasne et al.
Science (New York, N.Y.), 174(4007), 412-415 (1971-10-22)
An abrupt loss of effectiveness of the presumed carriers, nonactin and valinomycin, in mediating ion conductance occurred at the same temperature as the membrane fluidity, judged visually, was lost. By contrast, the effects of the presumed channel-former, gramicidin, were the
Sergey M Korotkov et al.
Journal of biochemical and molecular toxicology, 21(2), 81-91 (2007-04-12)
The effects of Tl(+) ions on isolated rat liver mitochondria were studied in the presence of nonactin, a cyclic ionophore. Nonenergized rat liver mitochondria were increasingly swollen at an elevated concentration of Tl(+) in the 160 mOsm medium containing 0-150
Joshua B Phillips et al.
Bioorganic & medicinal chemistry letters, 20(19), 5936-5938 (2010-08-31)
We have shown that the intentional engineering of a natural product biosynthesis pathway is a useful way to generate stereochemically complex scaffolds for use in the generation of combinatorial libraries that capture the structural features of both natural products and
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