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Amphotericin B is a polyene antifungal compound that increases levels of ROS and forms pores or channels in membranes by binding membrane sterols. Amphotericin B induces iNOS, activates astrocytes, and increases expression of IL-1β, TNF-α, BDNF, and GDNF, displaying potential neuroprotective activity and therapeutic effects in models of prion diseases.
| Cas No. | 1397-89-3 |
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| Purity | ≥90% |
| Formula | C47H73NO17 |
| Formula Wt. | 924.08 |
| IUPAC Name | (1S,3R,4E,6E,8E,10E,12E,14E,16E,18S,19R,20R,21S,25R,27R,30R,31R,33S,35R, 37S,38R)-3-[(2R,3S,4S,5S,6R)-4-amino-3, 5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,30,31,33,35, 37-octahydroxy-18,20,21-trimethyl-23-oxo-22, 39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10,12,14, 16-heptaene-38-carboxylic acid |
| Synonym | Ampho-Moronal, Fungilin, Fungizone |
| Melting Point | >170°C (dec) |
| Solubility | Soluble in DMSO (30-40mg/mL), DMF(2-4mg/mL) or water (pH 2 or 11). |
| Appearance | Orange-yellow powder |
| Store Temp | -20°C |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Serhan G, Stack CM, Perrone GG, et al. The polyene antifungals, amphotericin B and nystatin, cause cell death in Saccharomyces cerevisiae by a distinct mechanism to amphibian-derived antimicrobial peptides. Ann Clin Microbiol Antimicrob. 2014 May 12;13:18. PMID: 24884795.
Nakagawa Y, Umegawa Y, Takano T, et al. Effect of sterol side chain on ion channel formation by amphotericin B in lipid bilayers. Biochemistry. 2014 May 20;53(19):3088-94. PMID: 24762132.
Motoyoshi-Yamashiro A, Tamura M, Moriyama M, et al. Activation of cultured astrocytes by amphotericin B: stimulation of NO and cytokines production and changes in neurotrophic factors production. Neurochem Int. 2013 Aug;63(2):93-100. PMID: 23727061.