Highly efficient biosynthesis of salidroside by a UDP-glucosyltransferase-catalyzed cascade reaction.

Salidroside Sucrose synthase Tyrosol UDP-glucose regeneration UDP-glucosyltransferase

Journal

Biotechnology letters
ISSN: 1573-6776
Titre abrégé: Biotechnol Lett
Pays: Netherlands
ID NLM: 8008051

Informations de publication

Date de publication:
06 Jan 2024
Historique:
received: 25 01 2023
accepted: 19 11 2023
revised: 23 10 2023
medline: 7 1 2024
pubmed: 7 1 2024
entrez: 6 1 2024
Statut: aheadofprint

Résumé

Salidroside is an important plant-derived aromatic compound with diverse biological properties. The main objective of this study was to synthesize salidroside from tyrosol using UDP-glucosyltransferase (UGT) with in situ regeneration of UDP-glucose (UDPG). The UDP-glucosyltransferase 85A1 (UGT85A1) from Arabidopsis thaliana, which showed high activity and regioselectivity towards tyrosol, was selected for the production of salidroside. Then, an in vitro cascade reaction for in situ regeneration of UDPG was constructed by coupling UGT85A1 to sucrose synthase from Glycine max (GmSuSy). The optimal UGT85A1-GmSuSy activity ratio of 1:2 was determined to balance the efficiency of salidroside production and UDP-glucose regeneration. Different cascade reaction conditions for salidroside production were also determined. Under the optimized condition, salidroside was produced at a titer of 6.0 g/L with a corresponding molar conversion of 99.6% and a specific productivity of 199.1 mg/L/h in a continuous feeding reactor. This is the highest salidroside titer ever reported so far using biocatalytic approach.

Identifiants

pubmed: 38184486
doi: 10.1007/s10529-023-03453-0
pii: 10.1007/s10529-023-03453-0
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Subventions

Organisme : Open Fund of Anhui Engineering Laboratory for Conservation and Sustainable Utilization of Traditional Chinese Medicine Resources
ID : TCMRPSU-2022-03
Organisme : Natural Science Foundation of Higher Education Institutions of Anhui Province
ID : 2023AH052649
Organisme : Fund of Generic Technology Research center for Anhui Traditional Chinese Medicine Industry
ID : AHTCMGTRC-2023-09
Organisme : National Natural Science Foundation of China
ID : 32201979
Organisme : University Research Project of Anhui Province
ID : 2022AH051682

Informations de copyright

© 2023. The Author(s), under exclusive licence to Springer Nature B.V.

Références

Biswal S, Barhwal KK, Das D, Dhingra R, Dhingra N, Nag TC, Hota SK (2018) Salidroside mediated stabilization of Bcl-X-L prevents mitophagy in CA3 hippocampal neurons during hypoxia. Neurobiol Dis 116:39–52. https://doi.org/10.1016/j.nbd.2018.04.019
doi: 10.1016/j.nbd.2018.04.019 pubmed: 29723606
Darbinyan V, Kteyan A, Panossian A, Gabrielian E, Wikman G, Wagner H (2000) Rhodiola rosea in stress induced fatigue—a double blind cross-over study of a standardized extract SHR-5 with a repeated low-dose regimen on the mental performance of healthy physicians during night duty. Phytomedicine 7:365–371. https://doi.org/10.1016/s0944-7113(00)80055-0
doi: 10.1016/s0944-7113(00)80055-0 pubmed: 11081987
Fan B, Chen T, Zhang S, Wu B, He B (2017) Mining of efficient microbial UDP-glycosyltransferases by motif evolution cross plant kingdom for application in biosynthesis of salidroside. Sci Rep 7:463. https://doi.org/10.1038/s41598-017-00568-z
doi: 10.1038/s41598-017-00568-z pubmed: 28352078 pmcid: 5428655
Grech-Baran M, Syklowska-Baranek K, Pietrosiuk A (2015) Biotechnological approaches to enhance salidroside, rosin and its derivatives production in selected Rhodiola sp. in vitro cultures. Phytochem Rev 14:657–674. https://doi.org/10.1007/s11101-014-9368-y
doi: 10.1007/s11101-014-9368-y pubmed: 26213525
Gutmann A, Bungaruang L, Weber H, Leypold M, Breinbauer R, Nidetzky B (2014) Towards the synthesis of glycosylated dihydrochalcone natural products using glycosyltransferase-catalysed cascade reactions. Green Chem 16:4417–4425. https://doi.org/10.1039/c4gc00960f
doi: 10.1039/c4gc00960f
He Q, Yin H, Jiang J, Bai Y, Chen N, Liu S, Zhuang Y, Liu T (2017) Fermentative production of phenolic glucosides by Escherichia coli with an engineered glucosyltransferase from Rhodiola sachalinensis. J Agric Food Chem 65:4691–4697. https://doi.org/10.1021/acs.jafc.7b00981
doi: 10.1021/acs.jafc.7b00981 pubmed: 28547990
Li G, Lian J, Xue H, Jiang Y, Wu M, Lin J, Yang L (2020) Enzymatic preparation of pyruvate by a whole-cell biocatalyst coexpressing l-lactate oxidase and catalase. Process Biochem 96:113–121. https://doi.org/10.1016/j.procbio.2020.04.014
doi: 10.1016/j.procbio.2020.04.014
Li GS, Zhu FC, Wei PP, Gu FL, Xu QL, Ma MH (2022) Development of an Escherichia coli whole cell biocatalyst for the production of hyperoside. Biotechnol Lett 44:1073–1080. https://doi.org/10.1007/s10529-022-03285-4
doi: 10.1007/s10529-022-03285-4 pubmed: 35920962
Liu X, Li XB, Jiang JL, Liu ZN, Qiao B, Li FF, Cheng JS, Sun XC, Yuan YJ, Qiao JJ, Zhao GR (2018) Convergent engineering of syntrophic Escherichia coli coculture for efficient production of glycosides. Metab Eng 47:243–253. https://doi.org/10.1016/j.ymben.2018.03.016
doi: 10.1016/j.ymben.2018.03.016 pubmed: 29596994
Liu S, Xia Y, Yang H, Shen W, Chen X (2022) Rational chromosome engineering of Escherichia coli for overproduction of salidroside. Biochem Eng J. https://doi.org/10.1016/j.bej.2022.108474
doi: 10.1016/j.bej.2022.108474
Ma Y, Wang Y, Liu J, Lv F, Chen J, Zhou Z (2014) The effects of fruiting positions on cellulose synthesis and sucrose metabolism during cotton (Gossypium hirsutum L.) fiber development. PLoS ONE 9:e89476. https://doi.org/10.1371/journal.pone.0089476
doi: 10.1371/journal.pone.0089476 pubmed: 24586807 pmcid: 3930748
Torrens-Spence MP, Pluskal T, Li F-S, Carballo V, Weng J-K (2018) Complete pathway elucidation and heterologous reconstitution of Rhodiola salidroside biosynthesis. Mol Plant 11:205–217. https://doi.org/10.1016/j.molp.2017.12.007
doi: 10.1016/j.molp.2017.12.007 pubmed: 29277428
Xue F, Guo H, Hu Y, Liu R, Huang L, Lv H, Liu C, Yang M, Ma L (2016) Expression of codon-optimized plant glycosyltransferase UGT72B14 in Escherichia coli enhances salidroside production. Biomed Res Int. https://doi.org/10.1155/2016/9845927
doi: 10.1155/2016/9845927 pubmed: 28116306 pmcid: 5225328
Zhang X, Xie L, Long J, Xie Q, Zheng Y, Liu K, Li X (2021) Salidroside: a review of its recent advances in synthetic pathways and pharmacological properties. Chem-Biol Interact. https://doi.org/10.1016/j.cbi.2020.109268
doi: 10.1016/j.cbi.2020.109268 pubmed: 34932952 pmcid: 8654707

Auteurs

Guosi Li (G)

Anhui Engineering Laboratory for Conservation and Sustainable Utilization of Traditional Chinese Medicine Resources, Generic Technology Research Center for Anhui Traditional Chinese Medicine Industry, West Anhui University, Lu'an, 237012, Anhui, China. liguosi1989@163.com.
Anhui Engineering Research Center for Eco-Agriculture of Traditional Chinese Medicine, Department of Biological and Pharmaceutical Engineering, West Anhui University, Lu'an, 237012, Anhui, China. liguosi1989@163.com.

Qilin Xu (Q)

Anhui Engineering Laboratory for Conservation and Sustainable Utilization of Traditional Chinese Medicine Resources, Generic Technology Research Center for Anhui Traditional Chinese Medicine Industry, West Anhui University, Lu'an, 237012, Anhui, China.
Anhui Engineering Research Center for Eco-Agriculture of Traditional Chinese Medicine, Department of Biological and Pharmaceutical Engineering, West Anhui University, Lu'an, 237012, Anhui, China.

Nan Hu (N)

Anhui Engineering Laboratory for Conservation and Sustainable Utilization of Traditional Chinese Medicine Resources, Generic Technology Research Center for Anhui Traditional Chinese Medicine Industry, West Anhui University, Lu'an, 237012, Anhui, China.

Xinyang Liu (X)

Anhui Engineering Research Center for Eco-Agriculture of Traditional Chinese Medicine, Department of Biological and Pharmaceutical Engineering, West Anhui University, Lu'an, 237012, Anhui, China.

Yiqi Jiang (Y)

Key Laboratory of Biomass Chemical Engineering of Ministry of Education, College of Chemical and Biological Engineering, Zhejiang University, Hangzhou, 310027, Zhejiang, China.

Hailong Xue (H)

Key Laboratory of Biomass Chemical Engineering of Ministry of Education, College of Chemical and Biological Engineering, Zhejiang University, Hangzhou, 310027, Zhejiang, China.

Yongjun Zang (Y)

Anhui Engineering Laboratory for Conservation and Sustainable Utilization of Traditional Chinese Medicine Resources, Generic Technology Research Center for Anhui Traditional Chinese Medicine Industry, West Anhui University, Lu'an, 237012, Anhui, China.
Anhui Engineering Research Center for Eco-Agriculture of Traditional Chinese Medicine, Department of Biological and Pharmaceutical Engineering, West Anhui University, Lu'an, 237012, Anhui, China.

Fucheng Zhu (F)

Anhui Engineering Laboratory for Conservation and Sustainable Utilization of Traditional Chinese Medicine Resources, Generic Technology Research Center for Anhui Traditional Chinese Medicine Industry, West Anhui University, Lu'an, 237012, Anhui, China. fucheng323@163.com.
Anhui Engineering Research Center for Eco-Agriculture of Traditional Chinese Medicine, Department of Biological and Pharmaceutical Engineering, West Anhui University, Lu'an, 237012, Anhui, China. fucheng323@163.com.

Classifications MeSH