Novel enzymatic elimination method for the chromatographic purification of ginsenoside Rb3 in an isomeric mixture

Background: The separation of isomeric compounds from a mixture is a recurring problem in chemistry and phytochemistry research. The purification of pharmacologically active ginsenoside Rb3 from ginseng extracts is limited by the co-existence of its isomer Rb2. The aim of the present study was to de...

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Main Authors: Chang-Hao Cui, Yaoyao Fu, Byeong-Min Jeon, Sun-Chang Kim, Wan-Taek Im
Format: Article
Language:English
Published: Elsevier 2020-11-01
Series:Journal of Ginseng Research
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1226845318302203
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author Chang-Hao Cui
Yaoyao Fu
Byeong-Min Jeon
Sun-Chang Kim
Wan-Taek Im
author_facet Chang-Hao Cui
Yaoyao Fu
Byeong-Min Jeon
Sun-Chang Kim
Wan-Taek Im
author_sort Chang-Hao Cui
collection DOAJ
description Background: The separation of isomeric compounds from a mixture is a recurring problem in chemistry and phytochemistry research. The purification of pharmacologically active ginsenoside Rb3 from ginseng extracts is limited by the co-existence of its isomer Rb2. The aim of the present study was to develop an enzymatic elimination-combined purification method to obtain pure Rb3 from a mixture of isomers. Methods: To isolate Rb3 from the isomeric mixture, a simple enzymatic selective elimination method was used. A ginsenoside-transforming glycoside hydrolase (Bgp2) was employed to selectively hydrolyze Rb2 into ginsenoside Rd. Ginsenoside Rb3 was then efficiently separated from the mixture using a traditional chromatographic method. Results: Chromatographic purification of Rb3 was achieved using this novel enzymatic elimination-combined method, with 58.6-times higher yield and 13.1% less time than those of the traditional chromatographic method, with a lower minimum column length for purification. The novelty of this study was the use of a recombinant glycosidase for the selective elimination of the isomer. The isolated ginsenoside Rb3 can be used in further pharmaceutical studies. Conclusions: Herein, we demonstrated a novel enzymatic elimination-combined purification method for the chromatographic purification of ginsenoside Rb3. This method can also be applied to purify other isomeric glycoconjugates in mixtures.
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spelling doaj.art-7ddebcf2cf5244fe91c70137b39420572022-12-21T18:55:41ZengElsevierJournal of Ginseng Research1226-84532020-11-01446784789Novel enzymatic elimination method for the chromatographic purification of ginsenoside Rb3 in an isomeric mixtureChang-Hao Cui0Yaoyao Fu1Byeong-Min Jeon2Sun-Chang Kim3Wan-Taek Im4The Key Laboratory of Biotechnology for Medicinal Plant of Jiangsu Province, Jiangsu Normal University, Xuzhou, Jiangsu, China; Intelligent Synthetic Biology Center, Daejeon, Republic of KoreaThe Key Laboratory of Biotechnology for Medicinal Plant of Jiangsu Province, Jiangsu Normal University, Xuzhou, Jiangsu, ChinaDepartment of Biological Sciences, Korea Advanced Institute of Science and Technology, Daejeon, Republic of KoreaIntelligent Synthetic Biology Center, Daejeon, Republic of Korea; Department of Biological Sciences, Korea Advanced Institute of Science and Technology, Daejeon, Republic of Korea; KAIST Institute for Biocentury, Korea Advanced Institute of Science and Technology, Daejeon, Republic of Korea; Corresponding author. Department of Biological Sciences, Korea Advanced Institute of Science and Technology, 291 Daehak-Ro, Yuseong-Gu, Daejeon 34141, Republic of Korea.Department of Biological Sciences, Hankyong National University, Anseong City, Kyonggi-Do, Republic of Korea; Corresponding author. Department of Biological Sciences, Hankyong National University, 327 Chungang-Ro Anseong City, Kyonggi-Do 17579, Republic of Korea.Background: The separation of isomeric compounds from a mixture is a recurring problem in chemistry and phytochemistry research. The purification of pharmacologically active ginsenoside Rb3 from ginseng extracts is limited by the co-existence of its isomer Rb2. The aim of the present study was to develop an enzymatic elimination-combined purification method to obtain pure Rb3 from a mixture of isomers. Methods: To isolate Rb3 from the isomeric mixture, a simple enzymatic selective elimination method was used. A ginsenoside-transforming glycoside hydrolase (Bgp2) was employed to selectively hydrolyze Rb2 into ginsenoside Rd. Ginsenoside Rb3 was then efficiently separated from the mixture using a traditional chromatographic method. Results: Chromatographic purification of Rb3 was achieved using this novel enzymatic elimination-combined method, with 58.6-times higher yield and 13.1% less time than those of the traditional chromatographic method, with a lower minimum column length for purification. The novelty of this study was the use of a recombinant glycosidase for the selective elimination of the isomer. The isolated ginsenoside Rb3 can be used in further pharmaceutical studies. Conclusions: Herein, we demonstrated a novel enzymatic elimination-combined purification method for the chromatographic purification of ginsenoside Rb3. This method can also be applied to purify other isomeric glycoconjugates in mixtures.http://www.sciencedirect.com/science/article/pii/S1226845318302203Enzymatic eliminationGinsenoside Rb3IsomerPurificationTransformation
spellingShingle Chang-Hao Cui
Yaoyao Fu
Byeong-Min Jeon
Sun-Chang Kim
Wan-Taek Im
Novel enzymatic elimination method for the chromatographic purification of ginsenoside Rb3 in an isomeric mixture
Journal of Ginseng Research
Enzymatic elimination
Ginsenoside Rb3
Isomer
Purification
Transformation
title Novel enzymatic elimination method for the chromatographic purification of ginsenoside Rb3 in an isomeric mixture
title_full Novel enzymatic elimination method for the chromatographic purification of ginsenoside Rb3 in an isomeric mixture
title_fullStr Novel enzymatic elimination method for the chromatographic purification of ginsenoside Rb3 in an isomeric mixture
title_full_unstemmed Novel enzymatic elimination method for the chromatographic purification of ginsenoside Rb3 in an isomeric mixture
title_short Novel enzymatic elimination method for the chromatographic purification of ginsenoside Rb3 in an isomeric mixture
title_sort novel enzymatic elimination method for the chromatographic purification of ginsenoside rb3 in an isomeric mixture
topic Enzymatic elimination
Ginsenoside Rb3
Isomer
Purification
Transformation
url http://www.sciencedirect.com/science/article/pii/S1226845318302203
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