Pimaricin preparation

SIGMA/P0440 - ~2.5% (γ-irradiated Pimaricin), aqueous suspension

Synonym: Pimaricin; Tennecetin; Natamycin preparation

CAS Number: 7681-93-8
Empirical Formula (Hill Notation): C₃₃H₄₇NO₁₃
Molecular Weight: 665.73
MDL Number: MFCD00135085
Linear Formula: C₃₃H₄₇NO₁₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-P0440-20ML	20 mL	$394.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	fungi
	yeast
concentration	~2.5% (γ-irradiated Pimaricin)
density	1.0 g/mL at 20 °C (lit.)
form	aqueous suspension
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
InChI key	NCXMLFZGDNKEPB-FFPOYIOWSA-N
mode of action	cell membrane \| interferes
Quality Level	200
SMILES string	[H][C@]12C[C@@H](O[C@@H]3O[C@H](C)[C@@H](O)[C@H](N)[C@@H]3O)C=CC=CC=CC=CC[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
solubility	DMSO: soluble
storage temp.	2-8°C

Application:	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 Actions:	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.
General description:	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
Other Notes:	20ml
Other Notes:	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
Preparation Note:	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.
Preparation Note:	The product is not degraded by a single freeze-thaw cycle. The diluted product should be aliquoted and stored frozen.

RIDADR	NONH for all modes of transport
WGK Germany	WGK 2
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Density	1.0 g/mL at 20 °C (lit.)
Storage Temp.	2-8°C
UNSPSC	51102829

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