P212A Mutant of Dihydrodaidzein Reductase Enhances (S)-Equol Production and Enantioselectivity in a Recombinant Escherichia coli Whole-Cell Reaction System

Applied and Environmental Microbiology
Pyung-Gang LeeByung-Gee Kim

Abstract

(S)-Equol, a gut bacterial isoflavone derivative, has drawn great attention because of its potent use for relieving female postmenopausal symptoms and preventing prostate cancer. Previous studies have reported on the dietary isoflavone metabolism of several human gut bacteria and the involved enzymes for conversion of daidzein to (S)-equol. However, the anaerobic growth conditions required by the gut bacteria and the low productivity and yield of (S)-equol limit its efficient production using only natural gut bacteria. In this study, the low (S)-equol biosynthesis of gut microorganisms was overcome by cloning the four enzymes involved in the biosynthesis from Slackia isoflavoniconvertens into Escherichia coli BL21(DE3). The reaction conditions were optimized for (S)-equol production from the recombinant strain, and this recombinant system enabled the efficient conversion of 200 μM and 1 mM daidzein to (S)-equol under aerobic conditions, achieving yields of 95% and 85%, respectively. Since the biosynthesis of trans-tetrahydrodaidzein was found to be a rate-determining step for (S)-equol production, dihydrodaidzein reductase (DHDR) was subjected to rational site-directed mutagenesis. The introduction of the DHDR P212A mutation in...Continue Reading

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Citations

Sep 30, 2016·Pharmacological Reviews·Birgit M DietzJudy L Bolton
Jun 20, 2018·Frontiers in Microbiology·Hailiang LiYeshi Yin
Sep 6, 2018·FEMS Microbiology Letters·Pyung-Gang LeeByung-Gee Kim
Jun 28, 2018·Applied Microbiology and Biotechnology·Pyung-Gang LeeByung-Gee Kim
Jul 21, 2021·International Journal of Food Microbiology·Ana Ruiz de la BastidaJosé María Landete
Jun 27, 2021·FEMS Microbiology Letters·Lucía VázquezBaltasar Mayo
Feb 21, 2018·Journal of Agricultural and Food Chemistry·Cun-Duo TangYun-Chao Kan
Feb 27, 2019·Journal of Agricultural and Food Chemistry·Cun-Duo TangYun-Chao Kan

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