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

• Published in: World journal of microbiology & biotechnology 2017-02, Vol.33 (2), p.36-36, Article 36
• Main Authors: Thuan, Nguyen Huy, Malla, Sailesh, Trung, Nguyen Thanh, Dhakal, Dipesh, Pokhrel, Anaya Raj, Chu, Luan Luong, Sohng, Jae Kyung
• Format: Article
• Language: English
• Subjects: Antineoplastic Agents - chemistry; Antineoplastic Agents - pharmacology; Applied Microbiology; Arabidopsis Proteins - genetics; Arabidopsis Proteins - metabolism; Biochemistry; Biological activity; Biomedical and Life Sciences; Biosynthetic Pathways; Biotechnology; Biotransformation; Cell Line, Tumor; Cell Survival - drug effects; Chemical synthesis; Chromatography; Cloning; Cytotoxicity; E coli; Environmental Engineering/Biotechnology; Escherichia coli - enzymology; Escherichia coli - genetics; Fermentation; Flavonoids; Flavonols - biosynthesis; Gene banks; Gene Knockout Techniques; Genetic engineering; Genetic Engineering - methods; Glucose; Glycosylation; Glycosyltransferases - genetics; Glycosyltransferases - metabolism; Humans; Life Sciences; Mass spectrometry; Metabolites; Microbiology; NMR; Nuclear magnetic resonance; Original Paper; Quercetin - analogs & derivatives; Quercetin - metabolism; Quercetin - pharmacology; Raw materials; Rhamnose - metabolism; Scientific imaging; Solvents
• ISSN: 0959-3993; 1573-0972
• DOI: 10.1007/s11274-017-2208-7

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 ( Ar GT3, 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 ~49.5 ± 1.67% from 100 µM 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.