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Amphotericin B trihydrate

Catalog No. T38588   CAS 1202017-46-6

Amphotericin B trihydrate, a polyene antibiotic, is derived from Streptomyces nodosus fermenter cultures. It exhibits antileishmanial properties.

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Amphotericin B trihydrate Chemical Structure
Amphotericin B trihydrate, CAS 1202017-46-6
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Amphotericin B trihydrate, a polyene antibiotic, is derived from Streptomyces nodosus fermenter cultures. It exhibits antileishmanial properties.
In vitro Amphotericin B, a chemical compound, interacts with cholesterol—primarily found in mammal cell membranes—thus its application is limited due to notable toxicity. In its operational state, Amphotericin B may exist either as a pre-micellar form or in highly aggregated clusters in the subphase. Its antimicrobial mechanism is specific to unicellular Leishmania promastigotes (LPs), where it functions by creating aqueous pores in cell membranes that allow the passage of small cations and anions, leading to cell death. At a concentration of 0.1 mM, Amphotericin B triggers a change in polarization potential indicative of potassium (K+) leakage from KCl-loaded liposomes, a model for cell membranes, in an iso-osmotic sucrose solution. Furthermore, at 0.05 mM, it causes a substantial reduction in the cell's negative membrane potential, suggesting sodium (Na+) influx, a critical factor in cell viability.
In vivo Amphotericin B extends incubation times and diminishes PrPSc accumulation in the hamster scrapie model, while significantly lowering PrPSc levels in mice affected by transmissible subacute spongiform encephalopathies (TSSE)[4]. Additionally, this compound directly targets Plasmodium falciparum, affecting eryptosis in infected erythrocytes, parasitemia, and survival in murine malaria. It also delays the escalation of parasitemia and notably prolongs the survivability of Plasmodium berghei-infected mice[5].
Molecular Weight 978.136
Formula C47H79NO20
CAS No. 1202017-46-6

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

TargetMolReferences and Literature

1. A Lemke, et al. Amphotericin B Appl Microbiol Biotechnol. 2005 Aug;68(2):151-62. 2. Andreza Rochelle do Vale Morais, et al. In-vitro and in-vivo antileishmanial activity of inexpensive Amphotericin B formulations: Heated Amphotericin B and Amphotericin B-loaded microemulsion. Exp Parasitol. 2018 Sep;192:85-92. 3. Ramos H, et al. Amphotericin B kills unicellular leishmanias by forming aqueous pores permeable to small cations and anions. J Membr Biol. 1996 Jul;152(1):65-75. 4. Demaimay R, et al. Pharmacological studies of a new derivative of amphotericin B, MS-8209, in mouse and hamster scrapie. J Gen Virol. 1994 Sep;75 (Pt 9):2499-503. 5. Adams ML, et al. Amphotericin B encapsulated in micelles based on poly(ethylene oxide)-block-poly(L-amino acid) derivatives exerts reduced in vitro hemolysis but maintains potent in vivo antifungal activity. Biomacromolecules. 2003 May-Jun;4(3):750-7.

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