P9703

Pimaricin

from Streptomyces chattanoogensis, ≥95% (HPLC)

• Synonym(e): Natamycin
• Empirische Formel (Hill-System): C₃₃H₄₇NO₁₃
• CAS-Nummer: 7681-93-8
• Molekulargewicht: 665.73
• EG-Nummer: 231-683-5
• MDL-Nummer: MFCD00135085
• UNSPSC-Code: 51102829
• PubChem Substanz-ID: 24899055
• NACRES: NA.85

Eigenschaften

• Biologische Quelle: Streptomyces chattanoogensis
• Qualitätsniveau: 300
• Assay: ≥95% (HPLC)
• Form: lyophilized powder; powder
• Löslichkeit: 0.1% formic acid in methanol: soluble 1 mg/mL
• Wirkungsspektrum von Antibiotika: fungi
• Anwendung(en): agriculture; environmental
• Wirkungsweise: cell membrane | interferes
• Lagertemp.: 2-8°C
• SMILES String: 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
• InChIKey: NCXMLFZGDNKEPB-FFPOYIOWSA-N

Beschreibung

Allgemeine Beschreibung

Chemical structure: macrolide

Anwendung

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.

Biochem./physiol. Wirkung

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

Sonstige Hinweise

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)