Screening UDP-Glycosyltransferases for Effectively Transforming Stevia Glycosides: Enzymatic Synthesis of Glucosylated Derivatives of Rubusoside

Pan, Huayi; Xiao, Liang; Tang, Kexin; Xia, Hongyan; Li, Yan; Jia, Honghua; Wei, Ping; Yan, Ming

doi:10.1021/acs.jafc.2c06185

Cited by 3 publications

(2 citation statements)

References 36 publications

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“…The transglycosylation rate of stevioside could reach 85.6% in the end. More lately, it is also observed that efforts were made to screen different glycosyltransferase enzymes to ultimately increase sweetness intensity and reduce bitter taste (Pan et al , 2022).…”

Section: Functionsmentioning

confidence: 99%

Herb Stevia rebaudiana’s functionalities, safety and applications: a review

Li¹,

Thaker²,

Jiang

et al. 2023

NFS

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Purpose The purpose of this paper is to systematically review the functionalities, safety regulations and product applications of herb Stevia rebaudiana extract. This plant material is embedded with multiple functionalities such as antioxidant, antidiabetics, anti-inflammation and antimicrobial. The regulations released from global authorities are covered to ensure the safety premise of stevia. Besides, the product applications of the extract of aerial parts of the herb S. rebaudiana helps us to recognize its value from commercial side. Design/methodology/approach Relevant literatures are selected and obtained from main scientific databases such as Google Scholar, Web of Science, PubMed and trade magazines published between 2000 and 2023. The keywords and their possible combinations such as sweetening, antioxidant, antidiabetics, anti-inflammation, safety and product development were used to ensure the preciseness and completeness of literature searching. Major data such as sweetness, total phenolic content and dose together with latter critical conclusions from searched publications were appropriately used and discussed. In this review, approximately 150 scientific literatures were meticulously ordered and analyzed. In applications, it is the first time that sentiment analysis was used to obtain a market assessment of the stevia-containing products. Findings This review paper helps rearrange the scientific affairs of those stevia extract’s functions like sweetening, antioxidant, antidiabetics and inflammation. Sweetness indexes of steviol glycosides were summarized together for comparison while various in vitro and in vivo approaches were reviewed to quantify those functions’ capacities and to depict the related mechanism. The regulation of steviol glycoside compounds such as rebaudioside A was established by global authorities such as US Food and Drug Administration and Joint FAO/World Health Organization Expert Committee to ensure the safety endorsement before commercialization. Then, this study discussed about the market performance of stevia ingredients or products with the self-developed data analytics. This study also investigated the product development progress of stevia-containing food products in the categories of beverage, bakery, dairy and confectionery. Those stevia-containing food consumer goods can be acceptable by certain consumers. Originality/value This review paper precisely presents the evidential information about the stevia’s multiple functionalities with mechanisms and global regulation milestones. To the best of the authors’ knowledge, it is then the first time to probe the stevia-containing products’ market performance through data analytics.

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Section: Functionsmentioning

confidence: 99%

Herb Stevia rebaudiana’s functionalities, safety and applications: a review

Li¹,

Thaker²,

Jiang

et al. 2023

NFS

View full text Add to dashboard Cite

show abstract

“…However, the diversity of glycosylation sites leads to variations in the biological activities and functions of glycoside products . When polyphenols are used as aglycone acceptors, chemical glycosylation requires cumbersome protection/deprotection steps to achieve high regioselectivity. , Therefore, the enzymatic glycosylation of polyphenols offers numerous advantages, including precise tuning of regioselectivity, adherence to green chemistry principles, and high efficiency. − UGTs from various species, including Arabidopsis thaliana, Vitis vinifera, and Streptomyces antibioticus, have been extensively characterized. − Indeed, most of the characterized UGTs, including UGT BL 1, exhibit poor regioselectivity and catalytic activity. Simultaneous improvements in the catalytic efficiency and regioselectivity of UGTs remain a challenge.…”

Section: Introductionmentioning

confidence: 99%

Directed Evolution of the UDP-Glycosyltransferase UGT_BL1 for Highly Regioselective and Efficient Biosynthesis of Natural Phenolic Glycosides

Zhang,

Cai,

Zhang

et al. 2024

J. Agric. Food Chem.

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The O-glycosylation of polyphenols for the synthesis of glycosides has garnered substantial attention in food research applications. However, the practical utility of UDP-glycosyltransferases (UGTs) is significantly hindered by their low catalytic efficiency and suboptimal regioselectivity. The concurrent optimization of the regioselectivity and activity during the glycosylation of polyphenols presents a formidable challenge. Here, we addressed the long-standing activity−regioselectivity tradeoff in glycosyltransferase UGT BL 1 through systematic enzyme engineering. The optimal combination of mutants, N61S/I62M/D63W/ A208R/P218W/R282W (SMWRW 1 W 2 ), yielded a 6.1-fold improvement in relative activity and a 17.3-fold increase in the ratio of gastrodin to para-hydroxybenzyl alcohol-4′-O-β-glucoside (with 89.5% regioselectivity for gastrodin) compared to those of the wildtype enzyme and ultimately allowed gram-scale production of gastrodin (1,066.2 mg/L) using whole-cell biocatalysis. In addition, variant SMWRW 1 W 2 exhibited a preference for producing phenolic glycosides from several substrates. This study lays the foundation for the engineering of additional UGTs and the practical applications of UGTs in regioselective retrofitting.

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Selective biosynthesis and evaluation of rebaudioside M8 with improved organoleptic property and significant inhibition on inflammatory factor TNF-α

Yang,

Zheng

et al. 2024

Food Bioscience

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Screening UDP-Glycosyltransferases for Effectively Transforming Stevia Glycosides: Enzymatic Synthesis of Glucosylated Derivatives of Rubusoside

Cited by 3 publications

References 36 publications

Herb Stevia rebaudiana’s functionalities, safety and applications: a review

Herb Stevia rebaudiana’s functionalities, safety and applications: a review

Directed Evolution of the UDP-Glycosyltransferase UGT_BL1 for Highly Regioselective and Efficient Biosynthesis of Natural Phenolic Glycosides

Selective biosynthesis and evaluation of rebaudioside M8 with improved organoleptic property and significant inhibition on inflammatory factor TNF-α

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Screening UDP-Glycosyltransferases for Effectively Transforming Stevia Glycosides: Enzymatic Synthesis of Glucosylated Derivatives of Rubusoside

Cited by 3 publications

References 36 publications

Herb Stevia rebaudiana’s functionalities, safety and applications: a review

Herb Stevia rebaudiana’s functionalities, safety and applications: a review

Directed Evolution of the UDP-Glycosyltransferase UGTBL1 for Highly Regioselective and Efficient Biosynthesis of Natural Phenolic Glycosides

Selective biosynthesis and evaluation of rebaudioside M8 with improved organoleptic property and significant inhibition on inflammatory factor TNF-α

Contact Info

Product

Resources

About

Directed Evolution of the UDP-Glycosyltransferase UGT_BL1 for Highly Regioselective and Efficient Biosynthesis of Natural Phenolic Glycosides