A2411

Amphotericin B aus Streptomyces sp.

solid, suitable for cell culture, BioReagent

• Synonym(e): Fungizon
• Empirische Formel (Hill-System): C₄₇H₇₃NO₁₇
• CAS-Nummer: 1397-89-3
• Molekulargewicht: 924.08
• Beilstein: 78342
• EG-Nummer: 215-742-2
• MDL-Nummer: MFCD00877763
• UNSPSC-Code: 12352207
• PubChem Substanz-ID: 24890655
• NACRES: NA.76

Eigenschaften

• Produktbezeichnung: Amphotericin B aus Streptomyces sp., BioReagent, suitable for cell culture, ~80% (HPLC)
• Biologische Quelle: Streptomyces sp.
• Qualitätsniveau: 300
• Produktlinie: BioReagent
• Assay: ~80% (HPLC)
• Form: solid
• Wirksamkeit: >750.00 μg per mg (Dry basis)
• Methode(n): cell culture | mammalian: suitable
• Farbe: yellow to yellow-orange
• Löslichkeit: H₂O: slightly soluble
• Wirkungsspektrum von Antibiotika: fungi; yeast
• Wirkungsweise: cell membrane | interferes
• Lagertemp.: 2-8°C
• SMILES String: C[C@H]1O[C@@H](O[C@@H]2C[C@@H]3O[C@](O)(C[C@@H](O)C[C@@H](O)[C@H](O)CC[C@@H](O)C[C@@H](O)CC(=O)O[C@@H](C)[C@H](C)[C@H](O)[C@@H](C)\C=C\C=C\C=C\C=C\C=C\C=C\C=C\2)C[C@H](O)[C@H]3C(O)=O)[C@@H](O)[C@@H](N)[C@@H]1O
• InChI: 1S/C47H73NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-33(51)22-36(53)35(52)20-19-31(49)21-32(50)23-39(55)62-29(3)28(2)42(27)56/h5-18,27-38,40-44,46,49-54,56-58,61H,19-26,48H2,1-4H3,(H,59,60)/b6-5+,9-7+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+/m0/s1
• InChIKey: APKFDSVGJQXUKY-INPOYWNPSA-N

Beschreibung

Allgemeine Beschreibung

Chemical structure: polyene

Anwendung

Amphotericin B is a polyene antifungal antibiotic from Streptomyce sp. It has a high affinity for sterols, especially ergosterols, of both fungal and bacterial cell membranes. Normal usage in maintenance of antifungal cell cultures is 2.5 mg/L with penicillin and streptomycin used in the medium.

Biochem./physiol. Wirkung

Amphotericin B bindet an Sterine, wobei es Poren in der Membran bildet und kleine Moleküle austreten lässt. Das Produkt ist am wirksamsten gegen Pilze und Hefen.

Vorsicht

Amphotericin B remains active for 3 days in culture at 37°C. At -20°C, and with protection from air and light, the product remains active for 5 years.

Angaben zur Herstellung

Amphotericin B is insoluble in water at pH 6 to 7, but soluble in water at pH 2 or 11. It is soluble in DMSO (30-40 mg/mL) and in dimethylformamide (2-4 mg/mL). Aqueous solutions cannot be sterile filtered due to poor solubility.

Sonstige Hinweise

Keep container tightly closed in a dry and well-ventilated place. Product is sensitive to light and moisture.

Sicherheitshinweise

• Piktogramme: GHS08
• Signalwort: Danger
• H-Sätze: H372
• P-Sätze: P260 - P264 - P270 - P314 - P501
• Gefahreneinstufungen: STOT RE 1
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves