Natamycin (pimaricin)是抗真菌化合物。Natamycin (pimaricin) is an antifungal macrolide polyene that binds to cell membrane sterols. Target: Antifungal Natamycin (INN), also known as pimaricin and sometimes sold as Natacyn, is a naturally occurring antifungal agent produced during fermentation by the bacterium Streptomyces natalensis, commonly found in soil. Natamycin has a very low solubility in water; however, natamycin is effective at very low levels. There is an MIC (minimum inhibitory concentration) of less than 10 ppm for most molds. Natamycin is classified as a macrolide polyene antifungal and, as a drug, is used to treat fungal keratitis. It is especially effective against Aspergillus and Fusarium corneal infections. Other common members of the polyene macrolide antifungal family are amphotericin B, nystatin, and filipin. Natamycin is also used in the food industry as a natural preservative. Natamycin is used to treat fungal infections, including Candida, Aspergillus, Cephalosporium, Fusarium and Penicillium. It is applied as a cream, in eyedrops, or (for oral infections) in a lozenge. Natamycin shows negligible absorption into the body when administered in these ways. When taken orally, little or none is absorbed from the gastrointestinal tract, making it inappropriate for systemic infections.

Information

Natamycin Natamycin (Pimaricin), a natural and versatile anti-fungal agent during fermentation by the bacterium Streptomyces natalensis, commonly found in soil; with little to no flavour interference
In vitro

Natamycin binds specifically to ergosterol present in model membranes. Natamycin does not change the permeability of the yeast plasma membrane under conditions that growth is blocked. Natamycin blocks the fusion of isolated vacuoles without compromising the barrier function of the vacuolar membrane. Natamycin perturbs the cellular vacuole morphology, causing the formation of many more small vacuolar structures in yeast cells. Natamycin inhibits the priming stage of vacuole fusion. Natamycin shows low MIC against the dematiaceous fungi, Curvularia species. Natamycin is complexed with gamma-cyclodextrin (NT-gamma CyD) to increase the solubility and stability of NT in aqueous solutions and reduce the side effects of the drug without decreasing antimycotic activity. MIC90 of Natamycin alone and Natamycin-gamma CyD complexes are below 0.0313 mg/mL, suggesting that complexation with gamma CyD has effectively increased the antimycotic activity of Natamycin, thus indicating the clinical usefulness of Natamycin-gamma CyD complexes.

In vivo

Cell Data

cell lines：

Concentrations：

Incubation Time：

Powder Purity:≥98%

规格

别名

纳他霉素

英文别名

Pimaricin | (1R*,3S*,5R*,7R*,8E,12R*,14E,16E,18E,20E,22R*,24S*,25R*,26S*)]-22-[(3-Amino-3,6-dideoxy-β-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid

规格或纯度

10mM in DMSO

英文名称

Natamycin

生化机理

纳他霉素（Pimaricin）是由常见于土壤中的纳他链霉菌（Streptomyces natalensis）在发酵过程中产生的一种天然多功能抗真菌剂；几乎不干扰任何味道。

储存条件

-80℃储存

运输条件

特低温运输

作用类型

多价螯合剂

作用机制

麦角甾醇螯合剂

名称和识别符

EC号

231-683-5

分子类型

小分子

Isomeric SMILES

C[C@@H]1C/C=C/C=C/C=C/C=C/[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@@H]3[C@H](O3)/C=C/C(=O)O1)O)O)O)C(=O)O)O[C@H]4[C@H]([C@H]([C@@H]([C@H](O4)C)O)N)O

分子量

665.73

Beilstein号

1614878

Reaxy-Rn

25144604

Reaxys-RN link address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25144604&ln=

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化学和物理性质

闪点(℃)

>110°C

沸点

952°C

熔点

280°C（分解）

安全和危险性（GHS）

WGK Germany

RTECS

TK3325000

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请于?80 °C条件下保存。需超低温保存以维持规定的有效期。

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本产品采用干冰配冷袋冷冻运输。收货后请立即拆包，并按上述储存条件保存；处理干冰时请戴隔热手套并保持通风。

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本产品的 CAS 号为 7681-93-8，分子式为 C33H47NO13，分子量为 665.73 g/mol。

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色谱分析（HPLC / GC / TLC）1

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