P9703

Pimaricin

from Streptomyces chattanoogensis, ≥95% (HPLC)

• Synonyme(s) : Natamycin
• Formule empirique (notation de Hill): C₃₃H₄₇NO₁₃
• Numéro CAS: 7681-93-8
• Poids moléculaire : 665.73
• Numéro CE : 231-683-5
• Numéro MDL: MFCD00135085
• Code UNSPSC : 51101500
• ID de substance PubChem : 24899055
• Nomenclature NACRES : NA.85

Propriétés

• Source biologique: Streptomyces chattanoogensis
• Niveau de qualité: 300
• Pureté: ≥95% (HPLC)
• Forme: lyophilized powder; powder
• Solubilité: 0.1% formic acid in methanol: soluble 1 mg/mL
• Spectre d'activité de l'antibiotique: fungi
• Application(s): agriculture; environmental
• Mode d’action: cell membrane | interferes
• Température de stockage: 2-8°C
• Chaîne 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
• Clé InChI: NCXMLFZGDNKEPB-FFPOYIOWSA-N

Description

Description générale

Chemical structure: macrolide

Application

Pimaricin is an amphoteric antibiotic from Streptomyces 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. Pimaricin is used as a fungicide in agar media. It is used to study the pleitropic regulator AdpAch and the gamma-butyrolactone regulatory system of Streptomyces chattanoogensis.

Actions biochimiques/physiologiques

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

Autres remarques

Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature: 2 - 8 °C. Light sensitive.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)