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A Study of Interaction between Flavonoids and the Parallel Quadruplex Structure [d(TGGGGT)]4 by Electrospray Ionization Mass Spectrometry
Authors:Niusheng Xu  Hongmei Yang  Meng Cui  Fengrui Song  Zhiqiang Liu  Shuying Liu
Institution:1. Changchun Center of Mass Spectrometry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, Jilin 130022, China;2. Graduate School of the Chinese Academy of Sciences, Beijing 100039, China;3. Changchun University of Chinese Medicine, Changchun, Jilin 130117, China
Abstract:In this study, electrospray ionization mass spectrometry (ESI‐MS) was used to investigate interaction of 21 flavonoids (10 aglycones and 11 glycosides) with the parallel quadruplex structure d(TGGGGT)]4. Relative binding affinities of flavonoids toward d(TGGGGT)]4 were estimated based on the fraction of bound DNA. It was found that d(TGGGGT)]4 showed a binding preference to the flavonoid glycosides over flavonoid aglycones. It was deduced that glycosylation played a key role for the d(TGGGGT)]4‐binding properties of flavonoid glycosides. Upon collision‐induced dissociation, complexes of flavonoid/d(TGGGGT)]4 underwent the loss of flavonoids, suggesting an end‐stacking binding mode. The current work demonstrates that ESI‐MS is a powerful tool in the study of interaction between drugs and nucleic acids.
Keywords:flavonoids  G‐quadruplex DNA  interaction  ESI‐MS
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