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Natamycin

SIAL/32417 - VETRANAL®, analytical standard

Synonym: Pimaricin; Natamycin

CAS Number: 7681-93-8
Empirical Formula (Hill Notation): C33H47NO13
Molecular Weight: 665.73
EC Number: 231-683-5
MDL Number: MFCD00135085
Linear Formula: C33H47NO13
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-32417-50MG 50 mg
$165.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 32417-50MG

 

application(s) cleaning products
cosmetics
food and beverages
personal care
format neat
grade analytical standard
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
product line VETRANAL®
Quality Level 100 
shelf life limited shelf life, expiry date on the label
SMILES string C[C@@H]1CC=CC=CC=CC=C[C@@H](C[C@@H]2O[C@](O)(C[C@@H](O)C[C@H]3O[C@@H]3C=CC(=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
storage temp. 2-8°C
technique(s) gas chromatography (GC): suitable
  HPLC: suitable
Application: Natamycin may be used as an analytical reference standard for the quantification of the analyte in wine samples using high-performance liquid chromatography coupled to electrospray ionization in positive mode high resolution mass spectrometry (HPLC-ESI-HR-MS) and reversed-phase high-performance liquid chromatography-tandem mass spectrometry technique (UHPLC-MS/MS).
Application: Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
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
General description: Natamycin is a polyene antibiotic that generally finds application as an antifungal agent as it lacks development of resistance and has a broad spectrum of activity. However, its mode of action is yet unclear, direct binding and isothermal titration calorimetry studies has revealed that natamycin binds specifically to ergosterol present in model membranes.
General description: Natamycin shows activity against both molds and yeasts. It finds applications as a fungicidal and antibiotic preservative in the food industry.
Legal Information: VETRANAL is a registered trademark of Sigma-Aldrich Chemie GmbH
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Storage Temp. 2-8°C
UNSPSC 41116107

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