A2411

Amphotéricine B from Streptomyces sp.

solid, suitable for cell culture, BioReagent

• Synonyme(s) : Fungizone
• Formule empirique (notation de Hill) : C₄₇H₇₃NO₁₇
• Numéro CAS: 1397-89-3
• Poids moléculaire : 924.08
• NACRES: NA.76
• PubChem Substance ID: 24890655
• UNSPSC Code: 12352207
• EC Number: 215-742-2
• MDL number: MFCD00877763
• Beilstein/REAXYS Number: 78342
• eCl@ss: 34010400

Propriétés

• Nom du produit: Amphotéricine B from Streptomyces sp., BioReagent, suitable for cell culture, ~80% (HPLC)
• biological source: Streptomyces sp.
• Quality Segment: 300
• product line: BioReagent
• assay: ~80% (HPLC)
• form: solid
• potency: >750.00 μg per mg (Dry basis)
• technique(s): cell culture | mammalian: suitable
• color: yellow to yellow-orange
• solubility: H₂O: slightly soluble
• antibiotic activity spectrum: fungi, yeast
• mode of action: cell membrane | interferes
• storage temp.: 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
• InChI key: APKFDSVGJQXUKY-INPOYWNPSA-N

Description

General description

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.

Biochem/physiol Actions

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.

Preparation Note

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.

Other Notes

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

Disclaimer

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.

Informations sur la sécurité

• pictograms: GHS08
• signalword: Danger
• hcodes: H372
• pcodes: P260 - P264 - P270 - P314 - P501
• Hazard Classifications: STOT RE 1
• Classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves