ArticleMicrobial cell factories2016
Hydroxylation of diverse flavonoids by CYP450 BM3 variants: biosynthesis of eriodictyol from naringenin in whole cells and its biological activities.
Article in Microbial cell factories, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.
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31 citing papers in PubMed, 75 citations in OpenAlex.
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- Enzymatic Modification of Flavonoids: Implications for Bioavailability, Bioactivity, and Therapeutic Potential Based on a Systematic Review and Bioinformatics Analysis.Antioxidants (Basel, Switzerland) · 2026Review
- A Dynamic Gate Enables Regioselective Hydroxylation of Free Arginine by a Non-Canonical Heme Enzyme.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Bioactive Polyphenolic Compounds from Propolis ofFoods (Basel, Switzerland) · 2025Article
- Mechanism of Mongolian Medicine Batri-7 onJournal of inflammation research · 2025Article
- Biosynthesis of eriodictyol in citrus waster by endowing P450BM3 activity of naringenin hydroxylation.Applied microbiology and biotechnology · 2024Article
- Choose Your Own Adventure: A Comprehensive Database of Reactions Catalyzed by Cytochrome P450 BM3 Variants.ACS catalysis · 2024Review
- Sustainable production of natural products using synthetic biology: Ginsenosides.Journal of ginseng research · 2024Review
- 4-Hydroxyphenylacetate 3-Hydroxylase (4HPA3H): A Vigorous Monooxygenase for VersatileInternational journal of molecular sciences · 2024Review
- Review
- Flavonoid Production: Current Trends in Plant Metabolic Engineering and De Novo Microbial Production.Metabolites · 2023Review
- Efficient hydroxylation of flavonoids by using whole-cell P450 sca-2 biocatalyst inFrontiers in bioengineering and biotechnology · 2023Article
- Crystal Structure and Biochemical Analysis of a Cytochrome P450 CYP101D5 fromInternational journal of molecular sciences · 2022Article
- Engineering Saccharomyces cerevisiae for the production of dihydroquercetin from naringenin.Microbial cell factories · 2022Article
- Novel flavonoid C-8 hydroxylase from Rhodotorula glutinis: identification, characterization and substrate scope.Microbial cell factories · 2022Article
- Bioproduction of eriodictyol by Escherichia coli engineered co-culture.World journal of microbiology & biotechnology · 2022Article
- Biosynthesis of eriodictyol from tyrosine by Corynebacterium glutamicum.Microbial cell factories · 2022Article
- A Pharmacokinetic Study of Mix-160 by LC-MS/MS: Oral Bioavailability of a Dosage Form of Citroflavonoids Mixture.Molecules (Basel, Switzerland) · 2022Article
- A Promiscuous Bacterial P450: The Unparalleled Diversity of BM3 in Pharmaceutical Metabolism.International journal of molecular sciences · 2021Review
- Hemoprotein Catalyzed Oxygenations: P450s, UPOs, and Progress toward Scalable Reactions.JACS Au · 2021Review
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6 authors at 2 institutions in 1 country.
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Abstract
backgroundCytochrome P450 monooxygenase constitutes a significant group of oxidative enzymes that can introduce an oxygen atom in a high regio- and stereo-selectivity mode. We used the Bacillus megaterium cytochrome P450 BM3 (CYP450 BM3) and its variants namely mutant 13 (M13) and mutant 15 (M15) for the hydroxylation of diverse class of flavonoids.
resultsAmong 20 flavonoids, maximum seven flavonoids were hydroxylated by the variants while none of these molecules were accepted by CYP450 BM3 in in vitro reaction. Moreover, M13 exhibited higher conversion of substrates than M15 and CYP450 BM3 enzymes. We found that M13 carried out regiospecific 3'-hydroxylation reaction of naringenin with the highest conversion among all the tested flavonoids. The apparent K m and k cat values of M13 for naringenin were 446 µM and 1.955 s(-1), respectively. In whole-cell biotransformation experiment with 100 µM of naringenin in M9 minimal medium with 2 % glucose in shake flask culture, M13 showed 2.14- and 13.96-folds higher conversion yield in comparison with M15 (16.11 %) and wild type (2.47 %). The yield of eriodictyol was 46.95 µM [~40.7 mg (13.5 mg/L)] in a 3-L volume lab scale fermentor at 48 h in the same medium exhibiting approximately 49.81 % conversion of the substrate. In addition, eriodictyol exhibited higher antibacterial and anticancer potential than naringenin, flavanone and hesperetin.
conclusionsWe elucidated that eriodictyol being produced from naringenin using recombinant CYP450 BM3 and its variants from B. megaterium, which shows an approach for the production of important hydroxylated compounds of various polyphenols that may span pharmaceutical industries.
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