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Merck
CN

P9703

游霉素

from Streptomyces chattanoogensis, ≥95% (HPLC)

别名:

那他霉素

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关于此项目

经验公式(希尔记法):
C33H47NO13
化学文摘社编号:
分子量:
665.73
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51102829
EC Number:
231-683-5
MDL number:
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产品名称

游霉素, from Streptomyces chattanoogensis, ≥95% (HPLC)

InChI key

NCXMLFZGDNKEPB-FFPOYIOWSA-N

InChI

1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32+,33-/m1/s1

SMILES string

C[C@@H]1C\C=C\C=C\C=C\C=C\[C@@H](C[C@@H]2O[C@](O)(C[C@@H](O)C[C@H]3O[C@@H]3\C=C\C(=O)O1)C[C@H](O)[C@H]2C(O)=O)O[C@@H]4O[C@H](C)[C@@H](O)[C@H](N)[C@@H]4O

biological source

Streptomyces chattanoogensis

assay

≥95% (HPLC)

form

lyophilized powder
powder

solubility

0.1% formic acid in methanol: soluble 1 mg/mL

antibiotic activity spectrum

fungi

application(s)

agriculture
environmental

mode of action

cell membrane | interferes

storage temp.

2-8°C

Quality Level

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Biochem/physiol Actions

与麦角固醇特异性结合并阻止真菌生长的抗真菌多烯大环内脂。但不同于制霉菌素和菲律宾菌素不同,那他霉素不会改变细胞质膜的渗透性

Application

Pimaricin is an amphoteric antibiotic from Streptomyces chattanoogensis. It is used for a variety of fungal infections, mainly topically. It is used as an ergosterol and cholesterol binding agent to study lipid bilayer dynamics, especially in fungal cells. Pimaricin is used as a fungicide in agar media. It is used to study the pleitropic regulator AdpAch and the gamma-butyrolactone regulatory system of Streptomyces chattanoogensis.

General description

Chemical structure: macrolide

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature: 2 - 8 °C. Light sensitive.

存储类别

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Yi-Ling Du et al.
Microbiology (Reading, England), 157(Pt 5), 1300-1311 (2011-02-19)
The complete natamycin (NTM) biosynthetic gene cluster of Streptomyces chattanoogensis was cloned and confirmed by the disruption of pathway-specific activator genes. Comparative cluster analysis with its counterpart in Streptomyces natalensis revealed different cluster architecture between these two clusters. Compared with
Gamma-Butyrolactone Regulatory System of Streptomyces chattanoogensis Links Nutrient Utilization, Metabolism, and Development
Yi-Ling Du, Shan-Zhen Li, et al.
Microbiology, 77, 8415-8426 (2011)
Prajna Lalitha et al.
Cornea, 31(6), 662-667 (2012-02-16)
To analyze the minimum inhibitory concentration (MIC) of isolates from fungal keratitis to natamycin and voriconazole and to assess the relationship between organism, MIC, and clinical outcome. Data were collected as part of a randomized, controlled, double-masked clinical trial. Main
F N Arroyo-López et al.
International journal of food microbiology, 155(3), 257-262 (2012-03-01)
The present work uses a logistic/probabilistic model to obtain the growth/no growth interfaces of Saccharomyces cerevisiae, Wickerhamomyces anomalus and Candida boidinii (three yeast species commonly isolated from table olives) as a function of the diverse combinations of natamycin (0-30 mg/L)
Yvonne Maria te Welscher et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(28), 11156-11159 (2012-06-27)
The limited therapeutic arsenal and the increase in reports of fungal resistance to multiple antifungal agents have made fungal infections a major therapeutic challenge. The polyene antibiotics are the only group of antifungal antibiotics that directly target the plasma membrane

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