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Enrichment of Polyglucosylated Isoflavones from Soybean Isoflavone Aglycones Using Optimized Amylosucrase Transglycosylation

Isoflavones in soybeans are well-known phytoestrogens. Soy isoflavones present in conjugated forms are converted to aglycone forms during processing and storage. Isoflavone aglycones (IFAs) of soybeans in human diets have poor solubility in water, resulting in low bioavailability and bioactivity. En...

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Autores principales: Jung, Young Sung, Kim, Ye-Jin, Kim, Aaron Taehwan, Jang, Davin, Kim, Mi-Seon, Seo, Dong-Ho, Nam, Tae Gyu, Rha, Chan-Su, Park, Cheon-Seok, Kim, Dae-Ok
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6982859/
https://www.ncbi.nlm.nih.gov/pubmed/31906359
http://dx.doi.org/10.3390/molecules25010181
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author Jung, Young Sung
Kim, Ye-Jin
Kim, Aaron Taehwan
Jang, Davin
Kim, Mi-Seon
Seo, Dong-Ho
Nam, Tae Gyu
Rha, Chan-Su
Park, Cheon-Seok
Kim, Dae-Ok
author_facet Jung, Young Sung
Kim, Ye-Jin
Kim, Aaron Taehwan
Jang, Davin
Kim, Mi-Seon
Seo, Dong-Ho
Nam, Tae Gyu
Rha, Chan-Su
Park, Cheon-Seok
Kim, Dae-Ok
author_sort Jung, Young Sung
collection PubMed
description Isoflavones in soybeans are well-known phytoestrogens. Soy isoflavones present in conjugated forms are converted to aglycone forms during processing and storage. Isoflavone aglycones (IFAs) of soybeans in human diets have poor solubility in water, resulting in low bioavailability and bioactivity. Enzyme-mediated glycosylation is an efficient and environmentally friendly way to modify the physicochemical properties of soy IFAs. In this study, we determined the optimal reaction conditions for Deinococcus geothermalis amylosucrase-mediated α-1,4 glycosylation of IFA-rich soybean extract to improve the bioaccessibility of IFAs. The conversion yields of soy IFAs were in decreasing order as follows: genistein > daidzein > glycitein. An enzyme quantity of 5 U and donor:acceptor ratios of 1000:1 (glycitein) and 400:1 (daidzein and genistein) resulted in high conversion yield (average 95.7%). These optimal reaction conditions for transglycosylation can be used to obtain transglycosylated IFA-rich functional ingredients from soybeans.
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spelling pubmed-69828592020-02-06 Enrichment of Polyglucosylated Isoflavones from Soybean Isoflavone Aglycones Using Optimized Amylosucrase Transglycosylation Jung, Young Sung Kim, Ye-Jin Kim, Aaron Taehwan Jang, Davin Kim, Mi-Seon Seo, Dong-Ho Nam, Tae Gyu Rha, Chan-Su Park, Cheon-Seok Kim, Dae-Ok Molecules Article Isoflavones in soybeans are well-known phytoestrogens. Soy isoflavones present in conjugated forms are converted to aglycone forms during processing and storage. Isoflavone aglycones (IFAs) of soybeans in human diets have poor solubility in water, resulting in low bioavailability and bioactivity. Enzyme-mediated glycosylation is an efficient and environmentally friendly way to modify the physicochemical properties of soy IFAs. In this study, we determined the optimal reaction conditions for Deinococcus geothermalis amylosucrase-mediated α-1,4 glycosylation of IFA-rich soybean extract to improve the bioaccessibility of IFAs. The conversion yields of soy IFAs were in decreasing order as follows: genistein > daidzein > glycitein. An enzyme quantity of 5 U and donor:acceptor ratios of 1000:1 (glycitein) and 400:1 (daidzein and genistein) resulted in high conversion yield (average 95.7%). These optimal reaction conditions for transglycosylation can be used to obtain transglycosylated IFA-rich functional ingredients from soybeans. MDPI 2020-01-01 /pmc/articles/PMC6982859/ /pubmed/31906359 http://dx.doi.org/10.3390/molecules25010181 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Jung, Young Sung
Kim, Ye-Jin
Kim, Aaron Taehwan
Jang, Davin
Kim, Mi-Seon
Seo, Dong-Ho
Nam, Tae Gyu
Rha, Chan-Su
Park, Cheon-Seok
Kim, Dae-Ok
Enrichment of Polyglucosylated Isoflavones from Soybean Isoflavone Aglycones Using Optimized Amylosucrase Transglycosylation
title Enrichment of Polyglucosylated Isoflavones from Soybean Isoflavone Aglycones Using Optimized Amylosucrase Transglycosylation
title_full Enrichment of Polyglucosylated Isoflavones from Soybean Isoflavone Aglycones Using Optimized Amylosucrase Transglycosylation
title_fullStr Enrichment of Polyglucosylated Isoflavones from Soybean Isoflavone Aglycones Using Optimized Amylosucrase Transglycosylation
title_full_unstemmed Enrichment of Polyglucosylated Isoflavones from Soybean Isoflavone Aglycones Using Optimized Amylosucrase Transglycosylation
title_short Enrichment of Polyglucosylated Isoflavones from Soybean Isoflavone Aglycones Using Optimized Amylosucrase Transglycosylation
title_sort enrichment of polyglucosylated isoflavones from soybean isoflavone aglycones using optimized amylosucrase transglycosylation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6982859/
https://www.ncbi.nlm.nih.gov/pubmed/31906359
http://dx.doi.org/10.3390/molecules25010181
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