171375

Amphotericin B, Streptomyces sp.

A polyene antifungal antibiotic that non-specifically induces loss of low molecular weight substances from cells. Binds to sterols and disrupts osmotic integrity of fungal membrane. Causes suppression of bone marrow progenitor cells.

• Synonym(s): Amphotericin B, Streptomyces sp., Fungizone
• Empirical Formula (Hill Notation): C₄₇H₇₃NO₁₇
• CAS Number: 1397-89-3
• Molecular Weight: 924.08
• MDL number: MFCD00877763
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• assay: >86% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: yellow
• solubility: DMSO: 30-40 mg/mL; DMF: soluble
• shipped in: ambient
• storage temp.: 2-8°C
• 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-ZNVUZQDLSA-N

Description

General description

A polyene antifungal antibiotic that non-specifically induces loss of low molecular weight substances from cells. Binds to sterols and disrupts osmotic integrity of fungal membrane. Causes suppression of bone marrow progenitor cells.

An antifungal agent. A polyene antibiotic that nonspecifically induces the loss of low molecular weight substances from cells. Causes suppression of bone marrow progenitor cells. Probably forms channels by complexing with membrane cholesterol. Effective against fungi and yeast at concentrations of 1-10 µg/ml.

Warning

Toxicity: Harmful (C)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C. Solutions in tissue culture media are stable for 3 days at 37°C.

Other Notes

Tollemar, J., et al. 1995. Transplantation 59, 45.
Charak, B.S., et al. 1994. Br. J. Haematol. 88, 693.
Barth, C., et al. 1993. J. Biophys.64, 92.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H372
• pcodes: P260 - P264 - P270 - P314 - P501
• Hazard Classifications: STOT RE 1
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable