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A spectroscopic study of the interaction of nigerloxin, a fungal metabolite, with serum albumin

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Lipids

Abstract

Nigerloxin [2-amido-3-hydroxy-6-methoxy-5-methyl-4-(prop-1′-enyl) benzoic acid], a fungal metabolite, is an inhibitor of lipoxygenase and aldose reductase with free radical-scavenging properties. The interaction of nigerloxin with bovine serum albumin (BSA) was investigated using fluorescence spectroscopy and circular dichroic measurements. The fluorescence of BSA was quenched following interaction with nigerloxin, and this property was used to generate a binding constant. The estimated association constant was 1.01±0.2×106 M−1. Job's method of continuous variation indicated that nigerloxin formed a 1∶1±0.1 complex with BSA. To understand the nature of the interaction, the variance in the association constant as a function of temperature in the range of 14–45°C was used to calculate the thermodynamic parameters. The thermodynamic parameters at 27°C derived from the mass action plot and van't Hoff's plot were as follows: ΔG=−8.2±0.1 kcal/mol, ΔH≈0 kcal/mol, and ΔS=27.5±0.4 cal/mol/K (where ΔG is free energy, ΔH is enthalpy, and ΔS is entropy). Increasing ionic strength did not favor interaction. Circular dichroic measurements revealed that the interaction of nigerloxin with BSA did not lead to changes in the secondary structure of the protein. The reversibility of the interaction verified by the dilution method was found to be reversible. These measurements suggest that partial hydrophobic and partial ionic bonding play a role in the interaction of nigerloxin with BSA.

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Abbreviations

BSA:

bovine serum albumin

CD:

circular dichroism

FA:

fatty acid

LOX:

lipoxygenase

HSA:

human serum albumin

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Correspondence to A. G. Appu Rao.

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Sekhar Rao, K.C., Appu Rao, A.G. & Sattur, A.P. A spectroscopic study of the interaction of nigerloxin, a fungal metabolite, with serum albumin. Lipids 39, 173–177 (2004). https://doi.org/10.1007/s11745-004-1216-4

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  • DOI: https://doi.org/10.1007/s11745-004-1216-4

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