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Synthesis of ellagic acid glucoside using glucansucrase from Leuconostoc and characterization of this glucoside as a functional neuroprotective agent
Ellagic acid glucoside was synthesized via transglucosylation using sucrose and glucansucrase derived from Leuconostoc mesenteroides B-512 FMCM. After such enzymatic synthesis, the product was purified by 50% ethyl acetate fraction and C18 column chromatography. Modification of ellagic acid glucosid...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Springer Berlin Heidelberg
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8295447/ https://www.ncbi.nlm.nih.gov/pubmed/34287737 http://dx.doi.org/10.1186/s13568-021-01265-x |
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author | Yu, Hyejin Jeong, Hana Yang, Kwang-Yeol Cho, Jeong-Yong Hong, In Ki Nam, Seung-Hee |
author_facet | Yu, Hyejin Jeong, Hana Yang, Kwang-Yeol Cho, Jeong-Yong Hong, In Ki Nam, Seung-Hee |
author_sort | Yu, Hyejin |
collection | PubMed |
description | Ellagic acid glucoside was synthesized via transglucosylation using sucrose and glucansucrase derived from Leuconostoc mesenteroides B-512 FMCM. After such enzymatic synthesis, the product was purified by 50% ethyl acetate fraction and C18 column chromatography. Modification of ellagic acid glucoside was verified by LC–MS/MS at m/z 485.1 (M + Na)(−) and m/z 531.1 (M + 3Na)(−). The yield of ellagic acid glucoside was 69% (3.47 mM) by response surface methodology using 150 mM sucrose, 300 mU/mL glucansucrase, and 5 mM ellagic acid. The synthesized ellagic acid glucoside showed improved water solubility, up to 58% higher brain nerve cell (SH-SY5Y) protective effect, threefold higher cortisol reducing effect, and fourfold stronger inhibitory effect on acetylcholinesterase (AChE) than ellagic acid. These results indicate that ellagic acid glucoside could be used as a neuroprotective agent. SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1186/s13568-021-01265-x. |
format | Online Article Text |
id | pubmed-8295447 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | Springer Berlin Heidelberg |
record_format | MEDLINE/PubMed |
spelling | pubmed-82954472021-08-05 Synthesis of ellagic acid glucoside using glucansucrase from Leuconostoc and characterization of this glucoside as a functional neuroprotective agent Yu, Hyejin Jeong, Hana Yang, Kwang-Yeol Cho, Jeong-Yong Hong, In Ki Nam, Seung-Hee AMB Express Original Article Ellagic acid glucoside was synthesized via transglucosylation using sucrose and glucansucrase derived from Leuconostoc mesenteroides B-512 FMCM. After such enzymatic synthesis, the product was purified by 50% ethyl acetate fraction and C18 column chromatography. Modification of ellagic acid glucoside was verified by LC–MS/MS at m/z 485.1 (M + Na)(−) and m/z 531.1 (M + 3Na)(−). The yield of ellagic acid glucoside was 69% (3.47 mM) by response surface methodology using 150 mM sucrose, 300 mU/mL glucansucrase, and 5 mM ellagic acid. The synthesized ellagic acid glucoside showed improved water solubility, up to 58% higher brain nerve cell (SH-SY5Y) protective effect, threefold higher cortisol reducing effect, and fourfold stronger inhibitory effect on acetylcholinesterase (AChE) than ellagic acid. These results indicate that ellagic acid glucoside could be used as a neuroprotective agent. SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1186/s13568-021-01265-x. Springer Berlin Heidelberg 2021-07-21 /pmc/articles/PMC8295447/ /pubmed/34287737 http://dx.doi.org/10.1186/s13568-021-01265-x Text en © The Author(s) 2021 https://creativecommons.org/licenses/by/4.0/Open AccessThis article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) . |
spellingShingle | Original Article Yu, Hyejin Jeong, Hana Yang, Kwang-Yeol Cho, Jeong-Yong Hong, In Ki Nam, Seung-Hee Synthesis of ellagic acid glucoside using glucansucrase from Leuconostoc and characterization of this glucoside as a functional neuroprotective agent |
title | Synthesis of ellagic acid glucoside using glucansucrase from Leuconostoc and characterization of this glucoside as a functional neuroprotective agent |
title_full | Synthesis of ellagic acid glucoside using glucansucrase from Leuconostoc and characterization of this glucoside as a functional neuroprotective agent |
title_fullStr | Synthesis of ellagic acid glucoside using glucansucrase from Leuconostoc and characterization of this glucoside as a functional neuroprotective agent |
title_full_unstemmed | Synthesis of ellagic acid glucoside using glucansucrase from Leuconostoc and characterization of this glucoside as a functional neuroprotective agent |
title_short | Synthesis of ellagic acid glucoside using glucansucrase from Leuconostoc and characterization of this glucoside as a functional neuroprotective agent |
title_sort | synthesis of ellagic acid glucoside using glucansucrase from leuconostoc and characterization of this glucoside as a functional neuroprotective agent |
topic | Original Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8295447/ https://www.ncbi.nlm.nih.gov/pubmed/34287737 http://dx.doi.org/10.1186/s13568-021-01265-x |
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