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Merck

P9703

Sigma-Aldrich

Pimaricin

from Streptomyces chattanoogensis, ≥95% (HPLC)

Sinónimos:

Natamycin

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About This Item

Fórmula empírica (notación de Hill):
C33H47NO13
Número de CAS:
Peso molecular:
665.73
Número CE:
Número MDL:
Código UNSPSC:
51102829
ID de la sustancia en PubChem:
NACRES:
NA.85

origen biológico

Streptomyces chattanoogensis

Nivel de calidad

Ensayo

≥95% (HPLC)

Formulario

lyophilized powder
powder

solubilidad

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

espectro de actividad antibiótica

fungi

aplicaciones

agriculture
environmental

Modo de acción

cell membrane | interferes

temp. de almacenamiento

2-8°C

cadena SMILES

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

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

Clave InChI

NCXMLFZGDNKEPB-FFPOYIOWSA-N

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Descripción general

Chemical structure: macrolide

Aplicación

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.

Acciones bioquímicas o fisiológicas

An antifungal polyene macrolide that binds specifically to ergosterol and blocks fungal growth. However, unlike nysatin and filipin, pimaricin does not change the permeability of the plasma membrane

Otras notas

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Visite la Librería de documentos

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)
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
Pranab K Mukherjee et al.
Investigative ophthalmology & visual science, 53(8), 4450-4457 (2012-06-07)
Fusarium is a major cause of microbial keratitis, and its ability to form biofilms was suggested as a contributing factor in recent outbreaks. We investigated the ability of outbreak Fusarium isolates (F. solani species complex [FSSC] and F. oxysporum species
Namrata Sharma et al.
Ophthalmology, 120(4), 677-681 (2012-12-19)
To compare the efficacy of topical voriconazole and topical natamycin with that of intrastromal voriconazole and topical natamycin in patients with recalcitrant fungal keratitis. Randomized clinical trial. Forty eyes of 40 patients with fungal keratitis (positive smear or culture results
R S Bhatta et al.
International journal of pharmaceutics, 432(1-2), 105-112 (2012-05-10)
The aim of this study was to prepare natamycin encapsulated lecithin/chitosan mucoadhesive nanoparticles (NPs) for prolonged ocular application. These NPs were characterized by their mean particle size 213nm, encapsulation efficiency 73.57%, with a theoretical drug loading 5.09% and zeta potential

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