Bioconversion of (−)-Epicatechin, (+)-Epicatechin, (−)-Catechin, and (+)-Catechin by (−)-Epigallocatechin-Metabolizing Bacteria
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- Takagaki Akiko
- Food Research Laboratories, Mitsui Norin Co., Ltd.
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- Nanjo Fumio
- Food Research Laboratories, Mitsui Norin Co., Ltd.
Bibliographic Information
- Other Title
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- Bioconversion of (-)-Epicatechin, (+)-Epicatechin, (-)-Catechin, and (+)-Catechin by (-)-Epigallocatechin-Metabolizing Bacteria
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Abstract
Bioconversion of (−)-epicatechin (−EC), (+)-epicatechin (+EC), (−)-catechin (−C), and (+)-catechin (+C) by (−)-epigallocatechin (−EGC)-metabolizing bacteria, Adlercreutzia equolifaciens MT4s-5, Eggerthella lenta JCM 9979, and Flavonifractor plautii MT42, was investigated. A. equolifaciens MT4s-5 could catalyze C ring cleavage to form (2S)-1-(3,4-dihydroxyphenyl)-3-(2,4,6-trihydroxyphenyl)propan-2-ol (1S) from −EC and −C, and (2R)-1-(3,4-dihydroxyphenyl)-3-(2,4,6-trihydroxyphenyl)propan-2-ol (1R) from +C. The C ring cleavage by A. equolifaciens MT4s-5 was accelerated in the presence of hydrogen. E. lenta JCM 9979 also catalyzed C ring cleavage of −EC and +C to produce 1S and 1R, respectively. In the presence of hydrogen or formate, strain JCM 9979 showed not only stimulation of C ring cleavage but also subsequent 4′-dehydroxylation of 1S and 1R to produce (2S)-1-(3-hydroxyphenyl)-3-(2,4,6-trihydroxyphenyl)propan-2-ol (2S) and (2R)-1-(3-hydroxyphenyl)-3-(2,4,6-trihydroxyphenyl)propan-2-ol (2R), respectively. On the other hand, A. equolifaciens MT4s-5 did not show any 4′-dehydroxylation ability even in the presence of hydrogen. F. plautii MT42 could convert 1S, 1R, 2S, and 2R into their corresponding 4-hydroxy-5-hydroxyphenylvaleric acids and 5-hydroxyphenyl-γ-valerolactones simultaneously. Similar bioconversion was observed by F. plautii ATCC 29863 and F. plautii ATCC 49531.
Journal
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- Biological and Pharmaceutical Bulletin
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Biological and Pharmaceutical Bulletin 38 (5), 789-794, 2015
The Pharmaceutical Society of Japan
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Details 詳細情報について
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- CRID
- 1390001204632858624
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- NII Article ID
- 130005068096
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- NII Book ID
- AA10885497
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- ISSN
- 13475215
- 09186158
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- NDL BIB ID
- 026355506
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- PubMed
- 25947926
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
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- Abstract License Flag
- Disallowed