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Merck

P0440

Sigma-Aldrich

Pimaricin

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

Synonym(e):

Natamycin

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About This Item

Empirische Formel (Hill-System):
C33H47NO13
CAS-Nummer:
Molekulargewicht:
665.73
Beilstein:
1614878
MDL-Nummer:
UNSPSC-Code:
51102829
PubChem Substanz-ID:
NACRES:
NA.85

Form

aqueous suspension

Qualitätsniveau

Konzentration

~2.5% (γ-irradiated Pimaricin)

Löslichkeit

DMSO: soluble

Dichte

1.0 g/mL at 20 °C (lit.)

Wirkungsspektrum von Antibiotika

fungi
yeast

Wirkungsweise

cell membrane | interferes

Lagertemp.

2-8°C

SMILES String

[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

InChIKey

NCXMLFZGDNKEPB-FFPOYIOWSA-N

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Allgemeine Beschreibung

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

Anwendung

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.

Biochem./physiol. Wirkung

Ein antifungales Polyenmakrolid, welches hauptsächlich am Zellmembran aktiv ist.

Angaben zur Herstellung

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.

Lagerung und Haltbarkeit

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

Sonstige Hinweise

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

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves


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Kunden haben sich ebenfalls angesehen

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
Javier Santos-Aberturas et al.
PloS one, 7(6), e38536-e38536 (2012-06-14)
Control of polyene macrolide production in Streptomyces natalensis is mediated by the transcriptional activator PimR. This regulator combines an N-terminal domain corresponding to the Streptomyces antibiotic regulatory protein (SARP) family of transcriptional activators with a C-terminal half homologous to guanylate
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

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