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Complete conversion of all typical glycosylated protopanaxatriol ginsenosides to aglycon protopanaxatriol by combined bacterial β-glycosidases

Aglycon protopanaxatriol (APPT) has valuable pharmacological effects such as anti-inflammatory and anti-stress activities. However, the complete conversion of all typical glycosylated protopanaxatriol ginsenosides to APPT has not been achieved to date. β-Glycosidase from the hyperthermophilic bacter...

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Autores principales: Yang, Eun-Joo, Kim, Tae-Hun, Shin, Kyung-Chul, Oh, Deok-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Berlin Heidelberg 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5783978/
https://www.ncbi.nlm.nih.gov/pubmed/29368130
http://dx.doi.org/10.1186/s13568-018-0543-1
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author Yang, Eun-Joo
Kim, Tae-Hun
Shin, Kyung-Chul
Oh, Deok-Kun
author_facet Yang, Eun-Joo
Kim, Tae-Hun
Shin, Kyung-Chul
Oh, Deok-Kun
author_sort Yang, Eun-Joo
collection PubMed
description Aglycon protopanaxatriol (APPT) has valuable pharmacological effects such as anti-inflammatory and anti-stress activities. However, the complete conversion of all typical glycosylated protopanaxatriol ginsenosides to APPT has not been achieved to date. β-Glycosidase from the hyperthermophilic bacterium Dictyoglomus turgidum (DT-bgl) hydrolyzes the glucose residues at C-6 and the inner glucose at C-20 in protopanaxatriol (PPT), but not the outer rhamnose residues at C-6. In contrast, β-glycosidase from the hyperthermophilic bacterium Pyrococcus furiosus (PF-bgl) hydrolyzes the outer rhamnose residue at C-6 but not the inner glucose residues at C-6 and C-20 in PPT. Thus, the combined use of DT-bgl and PF-bgl resulted in the complete the conversion of all typical glycosylated PPT ginsenosides, including R1, R2, Re, Rg1, Rg2, Rh1, Rf, F1, F3, and F5, to APPT. DT-bgl combined with PF-bgl completely hydrolyzed 1.0 mg ml(−1) R1 and 1.0 mg ml(−1) total PPT-type ginsenosides in Panax notoginseng root extract to 0.5 and 0.63 mg ml(−1) APPT for 4 and 3 h, with molar conversions of 100% and productivities of 125 and 210 mg l(−1) h(−1), respectively. To the best of our knowledge, this is the first report of the complete conversion of all typical glycosylated PPT ginsenosides to APPT and the highest productivity of APPT obtained from ginseng extract achieved to date. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1186/s13568-018-0543-1) contains supplementary material, which is available to authorized users.
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spelling pubmed-57839782018-02-01 Complete conversion of all typical glycosylated protopanaxatriol ginsenosides to aglycon protopanaxatriol by combined bacterial β-glycosidases Yang, Eun-Joo Kim, Tae-Hun Shin, Kyung-Chul Oh, Deok-Kun AMB Express Original Article Aglycon protopanaxatriol (APPT) has valuable pharmacological effects such as anti-inflammatory and anti-stress activities. However, the complete conversion of all typical glycosylated protopanaxatriol ginsenosides to APPT has not been achieved to date. β-Glycosidase from the hyperthermophilic bacterium Dictyoglomus turgidum (DT-bgl) hydrolyzes the glucose residues at C-6 and the inner glucose at C-20 in protopanaxatriol (PPT), but not the outer rhamnose residues at C-6. In contrast, β-glycosidase from the hyperthermophilic bacterium Pyrococcus furiosus (PF-bgl) hydrolyzes the outer rhamnose residue at C-6 but not the inner glucose residues at C-6 and C-20 in PPT. Thus, the combined use of DT-bgl and PF-bgl resulted in the complete the conversion of all typical glycosylated PPT ginsenosides, including R1, R2, Re, Rg1, Rg2, Rh1, Rf, F1, F3, and F5, to APPT. DT-bgl combined with PF-bgl completely hydrolyzed 1.0 mg ml(−1) R1 and 1.0 mg ml(−1) total PPT-type ginsenosides in Panax notoginseng root extract to 0.5 and 0.63 mg ml(−1) APPT for 4 and 3 h, with molar conversions of 100% and productivities of 125 and 210 mg l(−1) h(−1), respectively. To the best of our knowledge, this is the first report of the complete conversion of all typical glycosylated PPT ginsenosides to APPT and the highest productivity of APPT obtained from ginseng extract achieved to date. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1186/s13568-018-0543-1) contains supplementary material, which is available to authorized users. Springer Berlin Heidelberg 2018-01-24 /pmc/articles/PMC5783978/ /pubmed/29368130 http://dx.doi.org/10.1186/s13568-018-0543-1 Text en © The Author(s) 2018 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made.
spellingShingle Original Article
Yang, Eun-Joo
Kim, Tae-Hun
Shin, Kyung-Chul
Oh, Deok-Kun
Complete conversion of all typical glycosylated protopanaxatriol ginsenosides to aglycon protopanaxatriol by combined bacterial β-glycosidases
title Complete conversion of all typical glycosylated protopanaxatriol ginsenosides to aglycon protopanaxatriol by combined bacterial β-glycosidases
title_full Complete conversion of all typical glycosylated protopanaxatriol ginsenosides to aglycon protopanaxatriol by combined bacterial β-glycosidases
title_fullStr Complete conversion of all typical glycosylated protopanaxatriol ginsenosides to aglycon protopanaxatriol by combined bacterial β-glycosidases
title_full_unstemmed Complete conversion of all typical glycosylated protopanaxatriol ginsenosides to aglycon protopanaxatriol by combined bacterial β-glycosidases
title_short Complete conversion of all typical glycosylated protopanaxatriol ginsenosides to aglycon protopanaxatriol by combined bacterial β-glycosidases
title_sort complete conversion of all typical glycosylated protopanaxatriol ginsenosides to aglycon protopanaxatriol by combined bacterial β-glycosidases
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5783978/
https://www.ncbi.nlm.nih.gov/pubmed/29368130
http://dx.doi.org/10.1186/s13568-018-0543-1
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