Figure 1110

Proposed partial model for the amphotericin B (AmB)-induced pore in the cell membrane. AmB is an amphipathic molecule: its structure enhances the drug's binding to sterols in the cell membranes and induces formation of aqueous pores that result in weakening of barrier function and loss of protons and cations from the cell. The drug acts as a counterfeit phospholipid, with the C15 hydroxyl, Cjg carboxyl, and Cjg mycosamine groups situated at the membrane-water interface, and the Cj to C14 and C20 to C33 chains aligned in parallel within the membrane. The heptaene chain seeks a hydrophobic environment, and the hydroxyl groups seek a hydrophilic environment. Thus, a cylindrical pore is formed, the inner wall of which consists of the hydroxyl-substituted carbon chains of the AmB molecules and the outer wall of which is formed by the heptaene chains of the molecules and by sterol nuclei [15].

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