Visual Sensing of β-Glucosidase From Intestinal Fungus in the Generation of Cytotoxic Icarisid II

Gang Wang, Fei Yan, Yufei Wang, Yingping Liu, Jingnan Cui, Zhenlong Yu, Lei Feng, Tony D. James, Chao Wang, Ying Kong

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2 Citations (SciVal)

Abstract

β-Glucosidase (β-Glc) is an enzyme capable of the selective hydrolysis of the β-glycosidic bond of glycosides and glycans containing glucose. β-Glc expressed by intestinal microbiota has attracted increasing levels of interest, due to their important roles for the metabolism of exogenous substances in the gut. Using the 2-((6-hydroxy-2,3-dihydro-1H-xanthen-4-yl)methylene)malononitrile fluorophore (DXM-OH, λem 636 nm) and the recognition group β-Glucose, an enzymatic activatable turn-on fluorescent probe (DXM-Glc) was developed for the selective and sensitive sensing of β-Glc. In addition, DXM-Glc could be used to sense endogenous β-Glc in living fungal cells. Using DXM-Glc, Pichia terricola M2 was identified as a functional intestinal fungus with β-Glc expression. P. terricola M2 could transform the flavone glycoside Icariin to Icariside Ⅱ efficiently, which confirmed the metabolism of glycosides in the gut mediated by fungi. Furthermore, Icariside Ⅱ could inhibit the proliferation of human endometrial cancer cells (RL 95-2 and ishikawa) significantly, suggesting the metabolic activation of Icariin by intestinal fungi in vivo. Therefore, DXM-Glc as a probe for β-Glc provided a novel technique for the investigation of the metabolism of bioactive substances by intestinal microbiota.

Original languageEnglish
Article number919624
JournalFrontiers in Chemistry
Volume10
DOIs
Publication statusPublished - 27 May 2022

Bibliographical note

Funding Information:
This work was financially supported by the National Natural Science Foundation of China (No. 81872970), Liaoning Revitalization Talents Program (XLYC1907017), High-level Talents of Dalian (2020RJ09). Open Research Fund of the School of Chemistry and Chemical Engineering, Henan Normal University (2020ZD01).

Funding Information:
This work was financially supported by the National Natural Science Foundation of China (No. 81872970), Liaoning Revitalization Talents Program (XLYC1907017), High-level Talents of Dalian (2020RJ09). Open Research Fund of the School of Chemistry and Chemical Engineering, Henan Normal University (2020ZD01).

Publisher Copyright:
Copyright © 2022 Wang, Yan, Wang, Liu, Cui, Yu, Feng, James, Wang and Kong.

Keywords

  • endometrial cancer
  • fluorescent probe
  • iIcariside Ⅱ
  • Pichia terricola M2
  • β-glucosidase

ASJC Scopus subject areas

  • General Chemistry

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