32417

Natamycin

VETRANAL^®, analytical standard

• Sinónimos: Pimaricin, Natamycin
• Fórmula empírica (notación de Hill): C₃₃H₄₇NO₁₃
• Número de CAS: 7681-93-8
• Peso molecular: 665.73
• Número CE: 231-683-5
• Número MDL: MFCD00135085
• Código UNSPSC: 41116107
• ID de la sustancia en PubChem: 329754196
• Número E: E235
• NACRES: NA.24

Propiedades

• grado: analytical standard
• Nivel de calidad: 100
• Línea del producto: VETRANAL^®
• caducidad: limited shelf life, expiry date on the label
• técnicas: HPLC: suitable; gas chromatography (GC): suitable
• aplicaciones: cleaning products; cosmetics; food and beverages; personal care
• Formato: neat
• temp. de almacenamiento: 2-8°C
• cadena SMILES: C[C@@H]1C\C=C\C=C\C=C\C=C\[C@@H](C[C@@H]2O[C@](O)(C[C@@H](O)C[C@H]3O[C@@H]3\C=C\C(=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
• 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

Descripción

Descripción general

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.[1][2]

Natamycin shows activity against both molds and yeasts.[3] It finds applications as a fungicidal and antibiotic preservative in the food industry.[4]

Aplicación

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)[3] and reversed-phase high-performance liquid chromatography-tandem mass spectrometry technique (UHPLC-MS/MS).[4]

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Acciones bioquímicas o fisiológicas

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

Información legal

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3