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Pimaricin preparation

Catalog No. P0440 Name Sigma Aldrich
CAS Number 7681-93-8 Website http://www.sigmaaldrich.com
M. F. C33H47NO13 Telephone 1-800-521-8956
M. W. 665.72518 Fax
Purity Email
Storage Chembase ID: 134056

SYNONYMS

Title
游霉素 制备
IUPAC name
(1R,3S,5R,7R,8Z,12R,14Z,16Z,18Z,20Z,22R,24S,25R,26S)-22-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
IUPAC Traditional name
(1R,3S,5R,7R,8Z,12R,14Z,16Z,18Z,20Z,22R,24S,25R,26S)-22-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
Synonyms
那他霉素 制备

DATABASE IDS

PubChem SID 24898105
CAS Number 7681-93-8
Beilstein Number 1614878
MDL Number MFCD00135085

PROPERTIES

Concentration ~2.5%
Sterility γ-irradiated
Apperance aqueous suspension
Density 1.0 g/mL at 20 °C(lit.)
Personal Protective Equipment Eyeshields, Gloves
Storage Temperature 2-8°C
German water hazard class 2

DETAILS

Description (English)
Biochem/physiol Actions
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.3
Application
Pimaricin is an amphoteric macrolide antifungal 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 biosynthesis1 and as a fungicide in agar media2.

REFERENCES