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pH-dependent interaction of fumonisin B1 with (...)

J Agric Food Chem. 2002 Jan ;50(2):327-31
pH-dependent interaction of fumonisin B1 with cholesterol : physicochemical and molecular modeling studies at the air-water interface.
Mahfoud R, Maresca M, Santelli M, Pfohl-Leszkowicz A, Puigserver A, Fantini J.

Langmuir film balance technology was used to study the interaction between the mycotoxin fumonisin B1 (FB1) and cholesterol. FB1 was added in the aqueous subphase underneath a monomolecular film of cholesterol, and the interaction was measured as an increase in the surface pressure of the film. Above pH 9, a strong inhibition of the reaction was observed. Similar results were obtained with the bile salt sodium taurocholate. The FB1-cholesterol complex was reinforced by NaCl but was destabilized by NaF, a salt known to break hydrogen bonds. These data suggest that the molecular association between FB1 and cholesterol involves both hydrophobic interactions and a hydrogen bond between the NH3(+) group of FB1 and the OH group of cholesterol. Molecular mechanics simulations of the FB1-cholesterol complex were consistent with this hypothesis. These data may shed some light on the mechanisms involved in the intestinal absorption of FB1 and its biliary excretion.


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