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Select item 34163791.

Identification of a Novel Dihydrodaidzein Racemase Essential for Biosynthesis of Equol from Daidzein in Lactococcus sp. Strain 20-92

Yoshikazu Shimada, Masayuki Takahashi, Norihiro Miyazawa, Yasuhiro Abiru, Shigeto Uchiyama, Haretsugu Hishigaki

Appl Environ Microbiol. 2012 Jul; 78(14): 4902–4907. doi: 10.1128/AEM.00410-12

PMCID:: PMC3416379

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

Pyung-Gang Lee, Joonwon Kim, Eun-Jung Kim, EunOk Jung, Bishnu Prasad Pandey, Byung-Gee Kim

Appl Environ Microbiol. 2016 Apr 1; 82(7): 1992–2002. Prepublished online 2016 Jan 22. Published online 2016 Mar 21. doi: 10.1128/AEM.03584-15

PMCID:: PMC4807523

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Select item 65668063.

Transcriptional Regulation of the Equol Biosynthesis Gene Cluster in Adlercreutzia equolifaciens DSM19450^T

Ana Belén Flórez, Lucía Vázquez, Javier Rodríguez, Begoña Redruello, Baltasar Mayo

Nutrients. 2019 May; 11(5): 993. Published online 2019 Apr 30. doi: 10.3390/nu11050993

PMCID:: PMC6566806

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The vascular activity of some isoflavone metabolites: implications for a cardioprotective role

Jaye P F Chin-Dusting, Lisa J Fisher, Tamara V Lewis, Anna Piekarska, Paul J Nestel, Alan Husband

Br J Pharmacol. 2001 Jun; 133(4): 595–605. doi: 10.1038/sj.bjp.0704088

PMCID:: PMC1572805

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Cloning and Expression of a Novel NADP(H)-Dependent Daidzein Reductase, an Enzyme Involved in the Metabolism of Daidzein, from Equol-Producing Lactococcus Strain 20-92

Yoshikazu Shimada, Setsuko Yasuda, Masayuki Takahashi, Takashi Hayashi, Norihiro Miyazawa, Ikutaro Sato, Yasuhiro Abiru, Shigeto Uchiyama, Haretsugu Hishigaki

Appl Environ Microbiol. 2010 Sep; 76(17): 5892–5901. Published online 2010 Jul 16. doi: 10.1128/AEM.01101-10

PMCID:: PMC2935058

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Stereospecific Biotransformation of Dihydrodaidzein into (3S)-Equol by the Human Intestinal Bacterium Eggerthella Strain Julong 732

Mihyang Kim, Su-Il Kim, Jaehong Han, Xiu-Ling Wang, Dae-Geun Song, Soo-Un Kim

Appl Environ Microbiol. 2009 May; 75(10): 3062–3068. Published online 2009 Mar 20. doi: 10.1128/AEM.02058-08

PMCID:: PMC2681664

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Soy isoflavone metabolism in cats compared with other species: Urinary metabolite concentrations and glucuronidation by liver microsomes

Joanna M. Redmon, Binu Shrestha, Rosario Cerundolo, Michael H. Court

Xenobiotica. Author manuscript; available in PMC 2017 Jan 1.

Published in final edited form as: Xenobiotica. 2016; 46(5): 406–415. Published online 2015 Sep 14. doi: 10.3109/00498254.2015.1086038

PMCID:: PMC4967369

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Isoflavone pharmacokinetics and metabolism after consumption of a standardized soy and soy-almond bread in men with asymptomatic prostate cancer

Jennifer H. Ahn-Jarvis, Steven K. Clinton, Elizabeth M. Grainger, Kenneth M. Riedl, Steven J. Schwartz, Mei-Ling T. Lee, Raul Cruz-Cano, Gregory S. Young, Gregory B. Lesinski, Yael Vodovotz

Cancer Prev Res (Phila) Author manuscript; available in PMC 2016 Nov 1.

Published in final edited form as: Cancer Prev Res (Phila). 2015 Nov; 8(11): 1045–1054. Published online 2015 Aug 14. doi: 10.1158/1940-6207.CAPR-14-0465

PMCID:: PMC4633369

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Identification of an Enzyme System for Daidzein-to-Equol Conversion in Slackia sp. Strain NATTS

Hirokazu Tsuji, Kaoru Moriyama, Koji Nomoto, Hideyuki Akaza

Appl Environ Microbiol. 2012 Feb; 78(4): 1228–1236. doi: 10.1128/AEM.06779-11

PMCID:: PMC3272994

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Assessment of Dietary Isoflavone Intake among Middle-Aged Chinese Men

Sang-Ah Lee, Wanqing Wen, Yong-Bing Xiang, Stephen Barnes, Dake Liu, Qiuyin Cai, Wei Zheng, Xiao Ou Shu

J Nutr. Author manuscript; available in PMC 2007 Oct 22.

Published in final edited form as: J Nutr. 2007 Apr; 137(4): 1011–1016. doi: 10.1093/jn/137.4.1011

PMCID:: PMC2040062

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Enantioselective Synthesis of S-Equol from Dihydrodaidzein by a Newly Isolated Anaerobic Human Intestinal Bacterium

Xiu-Ling Wang, Hor-Gil Hur, Je Hyeon Lee, Ki Tae Kim, Su-Il Kim

Appl Environ Microbiol. 2005 Jan; 71(1): 214–219. doi: 10.1128/AEM.71.1.214-219.2005

PMCID:: PMC544246

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Heterologous expression of equol biosynthesis genes from Adlercreutzia equolifaciens

Lucía Vázquez, Ana Belén Flórez, Javier Rodríguez, Baltasar Mayo

FEMS Microbiol Lett. 2021 Jun; 368(13): fnab082. Published online 2021 Jun 26. doi: 10.1093/femsle/fnab082

PMCID:: PMC8266531

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Characterization and Identification of a New Daidzein Reductase Involved in (S)-Equol Biosynthesis in Clostridium sp. ZJ6

Yunfei Hu, Chunfang Yang, Can Song, Weixuan Zhong, Baiyuan Li, Linyan Cao, Huahai Chen, Changhui Zhao, Yeshi Yin

Front Microbiol. 2022; 13: 901745. Published online 2022 May 20. doi: 10.3389/fmicb.2022.901745

PMCID:: PMC9164157

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Dihydrodaidzein-producing Clostridium-like intestinal bacterium, strain TM-40, affects in vitro metabolism of daidzein by fecal microbiota of human male equol producer and non-producers

Motoi TAMURA, Sachiko HORI, Hiroyuki NAKAGAWA

Biosci Microflora. 2011; 30(3): 65–71. Published online 2011 Aug 15. doi: 10.12938/bifidus.30.65

PMCID:: PMC4103632

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Development and Use of a Real-Time Quantitative PCR Method for Detecting and Quantifying Equol-Producing Bacteria in Human Faecal Samples and Slurry Cultures

Lucía Vázquez, Lucía Guadamuro, Froilán Giganto, Baltasar Mayo, Ana B. Flórez

Front Microbiol. 2017; 8: 1155. Published online 2017 Jun 30. doi: 10.3389/fmicb.2017.01155

PMCID:: PMC5491606

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The production of S-equol from daidzein is associated with a cluster of three genes in Eggerthella sp. YY7918

Yuika KAWADA, Shinichiro YOKOYAMA, Emiko YANASE, Toshio NIWA, Tohru SUZUKI

Biosci Microbiota Food Health. 2016; 35(3): 113–121. Published online 2016 Mar 31. doi: 10.12938/bmfh.2015-023

PMCID:: PMC4965515

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Identification and Expression of Genes Involved in the Conversion of Daidzein and Genistein by the Equol-Forming Bacterium Slackia isoflavoniconvertens

Christine Schröder, Anastasia Matthies, Wolfram Engst, Michael Blaut, Annett Braune

Appl Environ Microbiol. 2013 Jun; 79(11): 3494–3502. doi: 10.1128/AEM.03693-12

PMCID:: PMC3648055

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Select item 735542818.

Metabolism of Soy Isoflavones by Intestinal Bacteria: Genome Analysis of an Adlercreutzia equolifaciens Strain That Does Not Produce Equol

Lucía Vázquez, Ana Belén Flórez, Begoña Redruello, Baltasar Mayo

Biomolecules. 2020 Jun; 10(6): 950. Published online 2020 Jun 23. doi: 10.3390/biom10060950

PMCID:: PMC7355428

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Select item 1004817919.

Isoflavone Metabolism by Lactic Acid Bacteria and Its Application in the Development of Fermented Soy Food with Beneficial Effects on Human Health

Susana Langa, Ángela Peirotén, José Antonio Curiel, Ana Ruiz de la Bastida, José María Landete

Foods. 2023 Mar; 12(6): 1293. Published online 2023 Mar 18. doi: 10.3390/foods12061293

PMCID:: PMC10048179

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Select item 635113920.

A Novel Tomato-Soy Juice Induces a Dose-Response Increase in Urinary and Plasma Phytochemical Biomarkers in Men with Prostate Cancer

Elizabeth M Grainger, Nancy E Moran, David M Francis, Steven J Schwartz, Lei Wan, Jennifer Thomas-Ahner, Rachel E Kopec, Ken M Riedl, Gregory S Young, Ronney Abaza, Robert R Bahnson, Steven K Clinton

J Nutr. 2019 Jan; 149(1): 26–35. Published online 2018 Nov 24. doi: 10.1093/jn/nxy232

PMCID:: PMC6351139

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FIG. 5.

Bacterial growth (A) and biotransformation kinetics of dihydrodaidzein while strain Julong 732 was growing in BHI medium (B). ▴, dihydrodaidzein with strain; ▪, equol produced from dihydrodaidzein by strain; ▿, dihydrodaidzein without strain. Error bars indicate standard deviations.

Enantioselective Synthesis of S-Equol from Dihydrodaidzein by a Newly Isolated Anaerobic Human Intestinal Bacterium

Appl Environ Microbiol. 2005 Jan;71(1):214-219.
FIG. 3.

HPLC elution profile of metabolism of dihydrodaidzein by strain Julong 732 in BHI liquid medium under anaerobic conditions. The insets show UV spectra of dihydrodaidzein (DHD) and a metabolite of dihydrodaidzein and the EI-MS (m/z) spectrum of the metabolite of dihydrodaidzein. AU, absorbance units.

Enantioselective Synthesis of S-Equol from Dihydrodaidzein by a Newly Isolated Anaerobic Human Intestinal Bacterium

Appl Environ Microbiol. 2005 Jan;71(1):214-219.
Fig 4

Dihydrodaidzein racemase assays using the recombinant US6-His protein and chiral HPLC analysis with (R)-enantiomer (a) and (S)-enantiomer (b) of dihydrodaidzein as the substrate. The chiral HPLC profiles of the products generated from one dihydrodaidzein enantiomer in a reaction mixture with or without the recombinant US6-His protein are shown. The retention times for the (S)-enantiomer and (R)-enantiomer of dihydrodaidzein were 13.3 and 14.2 min, respectively. “(R)” and “(S)” indicate (R)-dihydrodaidzein and (S)-dihydrodaidzein, respectively.

Identification of a Novel Dihydrodaidzein Racemase Essential for Biosynthesis of Equol from Daidzein in Lactococcus sp. Strain 20-92

Appl Environ Microbiol. 2012 Jul;78(14):4902-4907.
FIG 1

Conversion of daidzein to (S)-equol by gut bacteria. The scheme shows the pathway from daidzein to (S)-equol as reported previously (). DZNR, daidzein reductase; DDRC, dihydrodaidzein racemase; DHDR, dihydrodaidzein reductase; THDR, tetrahydrodaidzein reductase. The stereochemistry of tetrahydrodaidzein produced by DHDR was confirmed in this study.

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

Appl Environ Microbiol. 2016 Apr 1;82(7):1992-2002.