Microbial production of astilbin, a bioactive rhamnosylated flavanonol, from taxifolin

Nguyen Huy Thuan, Sailesh Malla, Nguyen Thanh Trung, Dipesh Dhakal, Anaya Raj Pokhrel, Luan Luong Chu, Jae Kyung Sohng

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

Flavonoids are plant-based polyphenolic biomolecules with a wide range of biological activities. Glycosylated flavonoids have drawn special attention in the industries as it improves solubility, stability, and bioactivity. Herein, we report the production of astilbin (ATN) from taxifolin (TFN) in genetically-engineered Escherichia coli BL21(DE3). The exogenously supplied TFN was converted to ATN by 3-O-rhamnosylation utilizing the endogeneous TDP-l-rhamnose in presence of UDP-glycosyltransferase (ArGT3, Gene Bank accession number: At1g30530) from Arabidopsis thaliana. Upon improving the intracellular TDP-l-rhamnose pool by knocking out the chromosomal glucose phosphate isomerase (pgi) and d-glucose-6-phosphate dehydrogenase ( zwf) deletion along with the overexpression of rhamnose biosynthetic pathway increases the biotransformation product, ATN with total conversion of similar to 49.5 +/- 1.67% from 100 mu M of taxifolin. In addition, the cytotoxic effect of taxifolin-3-O-rhamnoside on PANC-1 and A-549 cancer cell lines was assessed for establishing ATN as potent antitumor compound.
Original languageEnglish
Article number36
JournalWorld Journal of Microbiology and Biotechnology
Volume33
Number of pages10
ISSN0959-3993
DOIs
Publication statusPublished - 2017

Keywords

  • Biotransformation
  • Cytotoxicity
  • Escherichia coli
  • Flavonoid
  • Glycosylation

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