Glycosylation of Ganoderic Acid G by <i>Bacillus</i> Glycosyltransferases

<i>Ganoderma lucidum</i> is a medicinal fungus abundant in triterpenoids, its primary bioactive components. Although numerous <i>Ganoderma</i> triterpenoids have already been identified, rare <i>Ganoderma</i> triterpenoid saponins were recently discovered. To crea...

Full description

Bibliographic Details
Main Authors: Jiumn-Yih Wu, Hsiou-Yu Ding, Tzi-Yuan Wang, Yun-Rong Zhang, Te-Sheng Chang
Format: Article
Language:English
Published: MDPI AG 2021-09-01
Series:International Journal of Molecular Sciences
Subjects:
Online Access:https://www.mdpi.com/1422-0067/22/18/9744
_version_ 1797518988258836480
author Jiumn-Yih Wu
Hsiou-Yu Ding
Tzi-Yuan Wang
Yun-Rong Zhang
Te-Sheng Chang
author_facet Jiumn-Yih Wu
Hsiou-Yu Ding
Tzi-Yuan Wang
Yun-Rong Zhang
Te-Sheng Chang
author_sort Jiumn-Yih Wu
collection DOAJ
description <i>Ganoderma lucidum</i> is a medicinal fungus abundant in triterpenoids, its primary bioactive components. Although numerous <i>Ganoderma</i> triterpenoids have already been identified, rare <i>Ganoderma</i> triterpenoid saponins were recently discovered. To create novel <i>Ganoderma</i> saponins, ganoderic acid G (GAG) was selected for biotransformation using four <i>Bacillus</i> glycosyltransferases (GTs) including BtGT_16345 from the <i>Bacillus thuringiensis</i> GA A07 strain and three GTs (BsGT110, BsUGT398, and BsUGT489) from the <i>Bacillus subtilis</i> ATCC 6633 strain. The results showed that BsUGT489 catalyzed the glycosylation of GAG to GAG-3-<i><span style="font-variant: small-caps;">o</span></i>-<i>β</i>-glucoside, while BsGT110 catalyzed the glycosylation of GAG to GAG-26-<i><span style="font-variant: small-caps;">o</span></i>-<i>β</i>-glucoside, which showed 54-fold and 97-fold greater aqueous solubility than that of GAG, respectively. To our knowledge, these two GAG saponins are new compounds. The glycosylation specificity of the four <i>Bacillus</i> GTs highlights the possibility of novel <i>Ganoderma</i> triterpenoid saponin production in the future.
first_indexed 2024-03-10T07:37:02Z
format Article
id doaj.art-b6b470ead13948dca41792331ae04afa
institution Directory Open Access Journal
issn 1661-6596
1422-0067
language English
last_indexed 2024-03-10T07:37:02Z
publishDate 2021-09-01
publisher MDPI AG
record_format Article
series International Journal of Molecular Sciences
spelling doaj.art-b6b470ead13948dca41792331ae04afa2023-11-22T13:26:52ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672021-09-012218974410.3390/ijms22189744Glycosylation of Ganoderic Acid G by <i>Bacillus</i> GlycosyltransferasesJiumn-Yih Wu0Hsiou-Yu Ding1Tzi-Yuan Wang2Yun-Rong Zhang3Te-Sheng Chang4Department of Food Science, National Quemoy University, Kinmen County 892, TaiwanDepartment of Cosmetic Science, Chia Nan University of Pharmacy and Science, No. 60, Erh-Jen Rd., Sec. 1, Jen-Te District, Tainan 71710, TaiwanBiodiversity Research Center, Academia Sinica, Taipei 11529, TaiwanDepartment of Biological Sciences and Technology, National University of Tainan, Tainan 70005, TaiwanDepartment of Biological Sciences and Technology, National University of Tainan, Tainan 70005, Taiwan<i>Ganoderma lucidum</i> is a medicinal fungus abundant in triterpenoids, its primary bioactive components. Although numerous <i>Ganoderma</i> triterpenoids have already been identified, rare <i>Ganoderma</i> triterpenoid saponins were recently discovered. To create novel <i>Ganoderma</i> saponins, ganoderic acid G (GAG) was selected for biotransformation using four <i>Bacillus</i> glycosyltransferases (GTs) including BtGT_16345 from the <i>Bacillus thuringiensis</i> GA A07 strain and three GTs (BsGT110, BsUGT398, and BsUGT489) from the <i>Bacillus subtilis</i> ATCC 6633 strain. The results showed that BsUGT489 catalyzed the glycosylation of GAG to GAG-3-<i><span style="font-variant: small-caps;">o</span></i>-<i>β</i>-glucoside, while BsGT110 catalyzed the glycosylation of GAG to GAG-26-<i><span style="font-variant: small-caps;">o</span></i>-<i>β</i>-glucoside, which showed 54-fold and 97-fold greater aqueous solubility than that of GAG, respectively. To our knowledge, these two GAG saponins are new compounds. The glycosylation specificity of the four <i>Bacillus</i> GTs highlights the possibility of novel <i>Ganoderma</i> triterpenoid saponin production in the future.https://www.mdpi.com/1422-0067/22/18/9744<i>Bacillus</i><i>Ganoderma</i> <i>lucidum</i>glycosyltransferasesaponintriterpenoid
spellingShingle Jiumn-Yih Wu
Hsiou-Yu Ding
Tzi-Yuan Wang
Yun-Rong Zhang
Te-Sheng Chang
Glycosylation of Ganoderic Acid G by <i>Bacillus</i> Glycosyltransferases
International Journal of Molecular Sciences
<i>Bacillus</i>
<i>Ganoderma</i> <i>lucidum</i>
glycosyltransferase
saponin
triterpenoid
title Glycosylation of Ganoderic Acid G by <i>Bacillus</i> Glycosyltransferases
title_full Glycosylation of Ganoderic Acid G by <i>Bacillus</i> Glycosyltransferases
title_fullStr Glycosylation of Ganoderic Acid G by <i>Bacillus</i> Glycosyltransferases
title_full_unstemmed Glycosylation of Ganoderic Acid G by <i>Bacillus</i> Glycosyltransferases
title_short Glycosylation of Ganoderic Acid G by <i>Bacillus</i> Glycosyltransferases
title_sort glycosylation of ganoderic acid g by i bacillus i glycosyltransferases
topic <i>Bacillus</i>
<i>Ganoderma</i> <i>lucidum</i>
glycosyltransferase
saponin
triterpenoid
url https://www.mdpi.com/1422-0067/22/18/9744
work_keys_str_mv AT jiumnyihwu glycosylationofganodericacidgbyibacillusiglycosyltransferases
AT hsiouyuding glycosylationofganodericacidgbyibacillusiglycosyltransferases
AT tziyuanwang glycosylationofganodericacidgbyibacillusiglycosyltransferases
AT yunrongzhang glycosylationofganodericacidgbyibacillusiglycosyltransferases
AT teshengchang glycosylationofganodericacidgbyibacillusiglycosyltransferases