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Merck

N2286

Sigma-Aldrich

无活菌素

from Streptomyces griseus, ≥98.0% (Total homologs, HPLC)

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:
分子量:
736.93
Beilstein:
76434
EC號碼:
分類程式碼代碼:
51102829
PubChem物質ID:
NACRES:
NA.76

生物源

Streptomyces griseus

品質等級

描述

Natural macrotetrolide, may contain homologues (like monactin and dinactin)

化驗

≥98.0% (Total homologs, HPLC)

形狀

powder

溶解度

chloroform: soluble 10 mg/mL

抗生素活性譜

Gram-positive bacteria

作用方式

DNA synthesis | interferes
cell membrane | interferes

儲存溫度

2-8°C

SMILES 字串

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 密鑰

RMIXHJPMNBXMBU-QIIXEHPYSA-N

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一般說明

Chemical structure: macrolide

應用

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 an uncoupler of oxidative phosphorylation .

生化/生理作用

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

其他說明

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Total synthesis of nonactin.
Ju Y.L.; Byeang H.K.
ChemInform, 52, 571-571 (1996)
Pei-Ji Zhao et al.
Archives of pharmacal research, 28(11), 1228-1232 (2005-12-15)
Four compounds, including two novel macrolides, were isolated from an endophyte Streptomyces sp. Is9131 of Maytenus hookeri. Spectral data indicated that these compounds were dimeric dinactin (1), dimeric nonactin (2), cyclo-homononactic acid (3), and cyclo-nonactic acid (4). Bioassay results showed
Brian R Kusche et al.
Journal of the American Chemical Society, 131(47), 17155-17165 (2009-11-12)
Nonactin is a polyketide antibiotic produced by Streptomyces griseus ETH A7796 and is an ionophore that is selective for K(+) ions. It is a cyclic tetraester generated from two monomers of (+)-nonactic acid and two of (-)-nonactic acid, arranged (+)-(-)-(+)-(-)
V Gh Shlyonsky et al.
Biochimica et biophysica acta, 1758(11), 1723-1731 (2006-10-31)
We describe the phenomenon of mechanoelectrical transduction in macroscopic lipid bilayer membranes modified by two cation-selective ionophores, valinomycin and nonactin. We found that bulging these membranes, while maintaining the membrane tension constant, produced a marked supralinear increase in specific carrier-mediated
Sarah B Luesse et al.
Bioorganic & medicinal chemistry letters, 18(14), 3946-3949 (2008-07-01)
The synthesis of a library of nonactic acid-derived triazoloamide derivatives and their evaluation as antimicrobial agents is described.

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