A2411

Amphotéricine B from Streptomyces sp.

solid, suitable for cell culture, BioReagent

• Synonyme(s) : Fungizone
• Formule empirique (notation de Hill) : C₄₇H₇₃NO₁₇
• CAS Number: 1397-89-3
• Poids moléculaire : 924.08
• Beilstein: 78342
• Numéro CE : 215-742-2
• Numéro MDL: MFCD00877763
• Code UNSPSC : 12352207
• ID de substance PubChem : 24890655
• Nomenclature NACRES : NA.76

Propriétés

• Product Name: Amphotéricine B from Streptomyces sp., BioReagent, suitable for cell culture, ~80% (HPLC)
• Source biologique: Streptomyces sp.
• Niveau de qualité: 300
• Gamme de produits: BioReagent
• Essai: ~80% (HPLC)
• Forme: solid
• Puissance: >750.00 μg per mg (Dry basis)
• Technique(s): cell culture | mammalian: suitable
• Couleur: yellow to yellow-orange
• Solubilité: H₂O: slightly soluble
• Spectre d'activité de l'antibiotique: fungi; yeast
• Mode d’action: cell membrane | interferes
• Température de stockage: 2-8°C
• Chaîne SMILES: 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
• Clé InChI: APKFDSVGJQXUKY-INPOYWNPSA-N

Description

Description générale

Chemical structure: polyene

Application

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.

Actions biochimiques/physiologiques

L′amphotéricine B se fixe aux stérols, formant ainsi des pores dans la membrane et provoquant la libération de petites molécules. Ce produit est particulièrement efficace contre les champignons et les levures.

Attention

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.

Notes préparatoires

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.

Autres remarques

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

Informations sur la sécurité

• Pictogrammes: GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H372
• Conseils de prudence: P260 - P264 - P270 - P314 - P501
• Classification des risques: STOT RE 1
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves