GlpBio

Natamycin

目录号: GC12381纯度: >99.00%同义词: 纳他霉素; Pimaricin
A macrolide polyene antifungal agent
Natamycin
Cas No.: 7681-93-8
规格价格库存数量操作
50mg¥371.00现货
1
100mg¥619.00现货
1
200mg¥1,084.00现货
1
500mg¥2,148.00现货
1
10mM (in 1mL DMSO)¥408.00现货
1
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文献被引

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产品描述 Description

Natamycin is a naturally-occurring macrolide polyene antifungal agent produced during fermentation by the bacterium S. natalensis, commonly found in soil. With minimal inhibitory concentrations ranging from 4-64 μM, natamycin is used to treat fungal infections, including Candida, Aspergillus, Cephalosporium, Fusarium, and Penicillium.[1],[2],[3] Natamycin blocks fungal growth by binding specifically to ergosterol with an apparent affinity of ~100 μM, but it does not permeabilize cell membranes as other polyene antibiotics are known to do.[2] Natamycin is also used in the food industry as a preservative.[4]
Reference:
[1]. Lalitha, P., Vijaykumar, R., Prajna, N.V., et al. In vitro natamycin susceptibility of ocular isolates of Fusarium and Aspergillus species: Comparison of commercially formulated natamycin eye drops to pharmaceutical-grade powder. Journal of Clinical Microbiology 46(10), 3477-3478 (2008).
[2]. te Welscher, Y.M., ten Napel, H.H., Balagué, M.M., et al. Natamycin blocks fungal growth by binding specifically to ergosterol without permeabilizing the membrane. The Journal of Biological Chemisty 283(10), 6393-6401 (2008).
[3]. Dong, X.H., Gao, W.J., and He, X.P. Antifungal efficacy of natamycin in experimental fusarium solani keratitis. Int.J.Ophthalmol. 5(2), 143-146 (2012).
[4]. de Vries, R.P., de Lange, E.S., Wösten, H.A.B., et al. Control and possible applications of a novel carrot-spoilage basidiomycete, Fibulorhizoctonia psychrophila. Antonie Van Leeuwenhoek 93, 407-413 (2008).

 

实验参考方法 Experimental Reference Method

Cell experiment [1]:

Cell lines

human corneal epithelial cells(HCE)

Preparation method

Soluble in DMSO > 10.75 mg/mL. General tips for obtaining a higher concentration: Please warm the tube at 37℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reacting condition

5 μM of FITC(Fluorescein isothiocyanate) labelled natamycin for 1 h at 37°C

Applications

The drug natamycin had a broad spectrum activity against filamentous fungi in the HCE, therefore, it was considered as the drug of choice for the treatment of filamentous fungi associated Keratitis.
Clinical experiment [2]:

Disease models

Patients with smear positive or culture-positive filamentous fungal corneal ulcers

Dosage form

5% natamycin plus 0.02% preservative, one drop to the affected eye every one hour while awake for 1 week, then every 2 hours while awake until 3 weeks

Application

Topical natamycin was superior to topical voriconazole for the treatment of filamentous fungal corneal ulcers, and in particular those culture-positive for Fusarium species. Vision-related functioning was higher among those treated with natamycin compared with voriconazole.

Other notes

Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.

References:

[1]. Jain A1, Shah SG, Chugh A, Cell penetrating peptides as efficient nanocarriers for delivery of antifungal compound, natamycin for the treatment of fungal keratitis. Pharm Res. 2015 Jun;32(6):1920-30. doi: 10.1007/s11095-014-1586-x. Epub 2014 Dec 3.

[2]. Rose-Nussbaumer J1,2,3, Prajna NV4, et al, Risk factors for low vision related functioning in the Mycotic Ulcer Treatment Trial: a randomised trial comparing natamycin with voriconazole. Br J Ophthalmol. 2016 Jul;100(7):929-932. doi: 10.1136/bjophthalmol-2015-306828. Epub 2015 Nov 3.

产品文档 Product Documents

Purity:>99.00%

化学性质Chemical Properties

CAS 号
7681-93-8
同义词
纳他霉素; Pimaricin
化学名
(5R,7R,24S)-22R-[(3S-amino-3,6-dideoxy-β-D-mannopyranosyl)oxy]-1R,3S,26S-trihydroxy-12R-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8E,14E,16E,18E,20E-pentaene-25R-carboxylic acid
SMILES
O[C@](C1)(C[C@H](C[C@H]2O[C@@H]2/C=C\C(O[C@H](C)C/C=C\C=C/C=C\C=C/[C@@H]3O[C@@H]([C@H]([C@H]4N)O)O[C@H](C)[C@H]4O)=O)O)O[C@](C3)([H])[C@H](C(O)=O)[C@H]1O
分子式
C33H47NO13
分子量
665.73 g/mol
溶解性
≥ 16.425mg/mL in DMSO with gentle warming
保存条件
Store at -20°C
General tips
请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。
储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。
为了提高溶解度，请将管子加热至 37°C，然后在超声波浴中震荡一段时间。
Shipping Condition
评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备 RT，或根据请求配备蓝冰。

计算工具摩尔浓度 / 稀释 / 分子量 / 单位换算 / 体内配方 / 溶解度

g/mol