Biotransformation to synthesize the methylated derivatives of baicalein using engineered Escherichia coli

Oroxylin A and negletein are flavonoid compounds existing in plants, with excellent pharmacological activities such as anti-inflammatory, anti-viropexis, and anti-cancer. Nevertheless, the natural abundance of these compounds in plants is extremely low. Here, a biotransformation pathway was develope...

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Bibliographic Details
Published in:Bioprocess and biosystems engineering 2023-05, Vol.46 (5), p.735-745
Main Authors: Zhang, Xiaomeng, Zhang, Haiyan, Shen, Tianyu, Pei, Jianjun, Zhao, Linguo
Format: Article
Language:English
Subjects:
Baicalin
Biosynthesis
Biotechnology
Biotransformation
Carbon
Carbon sources
Chemistry
Chemistry and Materials Science
Cloning
E coli
Engineering
Environmental Engineering/Biotechnology
Enzymes
Escherichia coli - genetics
Escherichia coli - metabolism
Flavanones - chemistry
Flavonoids
Flavonoids - metabolism
Food Science
Genes
Industrial and Production Engineering
Industrial Chemistry/Chemical Engineering
Inflammation
Methionine
Microorganisms
Natural products
Plasmids
Research Paper
Substrates
Synthesis
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Summary:Oroxylin A and negletein are flavonoid compounds existing in plants, with excellent pharmacological activities such as anti-inflammatory, anti-viropexis, and anti-cancer. Nevertheless, the natural abundance of these compounds in plants is extremely low. Here, a biotransformation pathway was developed in engineered strains to synthesize oroxylin A and negletein from baicalin by using the crude extract of Scutellaria baicalensis as the substrate. Briefly, the precursor baicalin in this crude extract was hydrolyzed by a β -glucuronidase to form the intermediate baicalein, then O -methyltransferases utilize this intermediate to synthesize oroxylin A and negletein. Through screening strains and carbon sources, regulating intercellular S-adenosyl l -methionine synthesis, and optimizing culture conditions, the titers of the target products increased gradually, with 188.0 mg/L for oroxylin A and 222.7 mg/L for negletein finally. The study illustrates a convenient method to synthesize oroxylin A and negletein from a low-cost substrate, paving the way for the mass acquisition and further bioactivities development and utilization of these rare and high-value compounds.
ISSN:1615-7591
1615-7605
DOI:10.1007/s00449-023-02860-x