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Merck

P0440

Sigma-Aldrich

Pimaricin preparation

~2.5% (γ-irradiated Pimaricin), aqueous suspension

Sinónimos:

Pimaricin, Tennecetin, Natamycin preparation

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About This Item

Fórmula empírica (notación de Hill):
C33H47NO13
Número de CAS:
Peso molecular:
665.73
Beilstein:
1614878
Número MDL:
Código UNSPSC:
51102829
ID de la sustancia en PubChem:
NACRES:
NA.85

formulario

aqueous suspension

concentración

~2.5% (γ-irradiated Pimaricin)

solubilidad

DMSO: soluble

densidad

1.0 g/mL at 20 °C (lit.)

espectro de actividad antibiótica

fungi
yeast

Modo de acción

cell membrane | interferes

temp. de almacenamiento

2-8°C

cadena SMILES

[H][C@]12C[C@@H](O[C@@H]3O[C@H](C)[C@@H](O)[C@H](N)[C@@H]3O)\C=C\C=C\C=C\C=C\C[C@@H](C)OC(=O)\C=C\[C@@]4([H])O[C@]4([H])C[C@H](O)C[C@](O)(C[C@H](O)[C@H]1C(O)=O)O2

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

This product is a saline suspension with approximately 2.5% pimaricin γ-irradiated.

Pimaricin is a polyene antifungal antibiotic produced by Streptomyces natalensis from soil near Pietermaritzburg, South Africa.1 Pimaricin has antimicrobial activity similar to that of nystatin. In addition, it is active against Trichomonas vaginalis. Pimaricin is used in the treatment of candidiasis, trichomoniasis, fungal keratitis and aspergillosis. It has also been used as a food additive in some countries. In some studies, it has been shown to decrease the amount of mold upon which the Dermatophagoides pteronyssinus (house-dust mite) is dependent.2

Aplicación

Pimaricin is an amphoteric antibiotic from Streptomyces natalensis or S. 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. It is used to study pimaricin biosynthesis and as a fungicide in agar media.

Acciones bioquímicas o fisiológicas

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

Nota de preparación

The product can be further diluted with 0.5 M sodium chloride giving a suspension as well. The product can also be further diluted into an organic solvent such as dimethylformamide (may also be soluble in DMSO).

The product and any aqueous dilutions will be suspensions and should not be sterile filtered.

Almacenamiento y estabilidad

The product is not degraded by a single freeze-thaw cycle. The diluted product should be aliquoted and stored frozen.

Otras notas

20ml
Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.Light Sensitive

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Los clientes también vieron

Eliseo Recio et al.
The Journal of biological chemistry, 279(40), 41586-41593 (2004-07-03)
A chemically novel autoinducer (PI factor) has been purified from cultures of the pimaricin producer Streptomyces natalensis ATCC27448. The chemical structure of the PI molecule was identified as 2,3-diamino-2,3-bis (hydroxymethyl)-1,4-butanediol. Pimaricin biosynthesis in S. natalensis npi287, a mutant impaired in
J C Pedersen
Applied and environmental microbiology, 58(3), 1064-1066 (1992-03-01)
Fungal inhibition in four commonly used agar media was improved by substituting natamycin (pimaricin) for cycloheximide. The recovery of bacteria was not affected by natamycin, whereas fungal contamination from a variety of samples was significantly suppressed. Furthermore, natamycin lacks the
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)
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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