Fluorescence of amphotericin B-deoxycholate (fungizone) monomers and aggregates and the effect of heat-treatment.
Fluorescence excitation and emission spectra are reported for the polyene macrolide antifungal agent Amphotericin B formulated as micellar dispersion Fungizone (FZ) and its modified counterpart heat-treated Fungizone. The addition of sodium dodecyl sulfate or sodium deoxycholate surfactant to modulate the aggregation state of Amphotericin B confirms that the monomer and dimer states have different fluorescence spectra. Energy transfer from excited dimer to monomer is observed. Both FZ and heat-treated FZ (HTFZ) show expected S1 --> S0 fluorescence emission as well as anti-Kasha fluorescence emission from the S2 state. The excitation and S1 --> S0 emission spectra of HTFZ are similar to those of FZ, while the S2 --> S0 fluorescence differs in intensity between them. The variation in the rate constant for internal conversion from S2 to S1 as the surfactant concentration is increased differs for FZ and HTFZ; we propose that this may form a new basis for examining the super-aggregated character of AmB preparations. FZ and HTFZ have a similar stability to disaggregation by added sodium dodecyl sulfate surfactant. These findings provide the groundwork for future fluorescence characterization of FZ or HTFZ interactions with cell membranes.
Stoodley
Robin
R
Advanced Materials and Process Engineering Laboratory, Department of Chemistry, University of British Columbia, Vancouver, British Columbia, V6T 1Z1, Canada.
Wasan
Kishor M
KM
Bizzotto
Dan
D
D000666:Amphotericin B / Q000737:chemistry*; D003840:Deoxycholic Acid / Q000737:chemistry*; D004338:Drug Combinations; D004583:Electrons; D006358:Hot Temperature; D015394:Molecular Structure; D013053:Spectrophotometry
D004338:Drug Combinations; D003840:Deoxycholic Acid; D000666:Amphotericin B; C059765:amphotericin B, deoxycholate drug combination