Induced chirality in fisetin upon binding to serum albumin: experimental circular dichroism and TDDFT calculations.

Journal of Molecular Modeling
Iulia MateiMihaela Hillebrand

Abstract

Theoretical absorption and electronic circular dichroism (ECD) spectra predicted via time-dependent density functional theory (TDDFT) calculations on the neutral and four anionic species of fisetin, an achiral flavonoid, were used to rationalize the experimental absorption and induced circular dichroism (ICD) spectra of the ligand upon binding to human serum albumin (HSA). On this basis, the mechanism responsible for the appearance of the ICD signal was ascribed to a distortion of the conformation of bound fisetin. Furthermore, comparison of the simulated and experimental spectra revealed that two fisetin species bind to HSA, namely, the neutral molecule and the anion deprotonated at the hydroxyl group in position 7, in a 1:1 ratio. The coupling of the theoretical results with the experimental absorption and ICD data allows identification of the flavonoid species that bind to the protein and evaluation of their conformation in the binding site.

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Oct 27, 2009·Journal of Pharmaceutical and Biomedical Analysis·Iulia Matei, Mihaela Hillebrand
Jul 8, 2010·Journal of Computational Chemistry·Abdul-Rahman Allouche

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Citations

Sep 14, 2013·Luminescence : the Journal of Biological and Chemical Luminescence·Qin Wang, Shengrui Zhang
Mar 15, 2015·Journal of Pharmaceutical and Biomedical Analysis·Daniele Tedesco, Carlo Bertucci
Aug 14, 2012·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Iulia MateiMihaela Hillebrand
Jun 14, 2013·Physical Chemistry Chemical Physics : PCCP·Sorana IonescuMihaela Hillebrand
Feb 13, 2020·Journal of Clinical Medicine·Jung-Min ParkMoo-Yeol Lee

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