Synthesis of Novel Phosphorylated Daidzein Derivatives and ESI Investigation on Their Non‐Covalent Complexes with Lysozyme

Chen, Xiaolan; Xiaona, Shi; Qu, Lingbo; Yuan, Jinwei; Lu, Jike; Lu, Yu-Fen

doi:10.1002/cjoc.200790161

Cited by 8 publications

(1 citation statement)

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“…Flavonoids have been widely found in our daily diet and are active ingredients in natural medicinal plants. − They exhibit extensive biological and pharmaceutical activities . The ingestion of flavonoid-rich plants and their products has been related with a reduced risk of various diseases. − The biological activities of flavonoids are regulated by their noncovalent interactions with enzymes, receptors, and transporters. − It has been reported that flavonoid can bind to plasma protein and may help maintain significant plasma concentrations of flavonoids, thereby prolonging their antioxidant effects …”

Section: Introductionmentioning

confidence: 99%

Stabilization of Labile Lysozyme–Ligand Interactions in Native Electrospray Ionization Mass Spectrometry

Zhao

Xing

et al. 2023

J. Am. Soc. Mass Spectrom.

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Flavonoids are polyphenolic secondary metabolites with extensive biological activities and pharmacological effects. Exploring the interactions of flavonoids with proteins may be helpful for understanding their biological processes. Electrospray ionization mass spectrometry (ESI-MS) is a powerful tool to characterize the noncovalent protein−ligand (PL) complexes. However, some protein−flavonoid complexes are labile during electrospray ionization. Here, the labile lysozyme−flavonoid (rutin, icariin, and naringin) complexes were determined by direct ESI-MS without derivation. It has been found that low amounts of N-methylpyrrolidinone and dimethylformamide can protect labile lysozyme-flavonoid complexes away from dissociation during electrospray ionization process. The intact lysozyme-flavonoid complexes were specifically observed in mass spectra, and the measured binding affinities by ESI-MS were matched with the fluorescence data. The effects of additives on the analysis of lysozymeflavonoid complexes were investigated by ESI-MS, combined with the molecular docking and fluorescence. This strategy was helpful to investigate the labile PL interactions by direct ESI-MS.

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