Identification of a Flavonoid Glucosyltransferase Involved in 7-OH Site Glycosylation in Tea plants (Camellia sinensis)

Dai, Xinlong; Zhuang, Juhua; Wu, Ying-Ling; Wang, Peiqiang; Zhao, Guifu; Li, Yajun; Jiang, Xiaolan; Gao, Liping; Xia, Tao

doi:10.1038/s41598-017-06453-z

Cited by 44 publications

(53 citation statements)

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“…In addition to the characteristics described above, the pH optima of the recombinant enzyme seem unlikely to be of physiological importance in vivo . But similar results have been reported in rCsUGT75L12 and CsUGT73A20 from tea plants, and UGT78K1 from black soybean showed high pH optima in in vitro biochemical assays, but was demonstrated to play significant roles in the biosynthesis of flavonoids in vivo ( Kovinich et al, 2010 ; Dai et al, 2017 ; Zhao et al, 2017 ). These UGTs show significant enzyme optima; as such, they are good candidates to engineer flavonoid diversity.…”

Section: Discussionsupporting

confidence: 82%

Functional Characterization of a Flavonoid Glycosyltransferase in Sweet Orange (Citrus sinensis)

Liu

Lin

et al. 2018

Front. Plant Sci.

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Fruits of sweet orange (Citrus sinensis), a popular commercial Citrus species, contain high concentrations of flavonoids beneficial to human health. These fruits predominantly accumulate O-glycosylated flavonoids, in which the disaccharides [neohesperidose (rhamnosyl-α-1,2-glucose) or rutinose (rhamnosyl-α-1,6-glucose)] are linked to the flavonoid aglycones through the 3- or 7-hydroxyl sites. The biotransformation of the flavonoid aglycones into O-rutinosides or O-neohesperidosides in the Citrus plants usually consists of two glycosylation reactions involving a series of uridine diphosphate-sugar dependent glycosyltransferases (UGTs). Although several genes encoding flavonoid UGTs have been functionally characterized in the Citrus plants, full elucidation of the flavonoid glycosylation process remains elusive. Based on the available genomic and transcriptome data, we isolated a UGT with a high expression level in the sweet orange fruits that possibly encodes a flavonoid glucosyltransferase and/or rhamnosyltransferase. Biochemical analyses revealed that a broad range of flavonoid substrates could be glucosylated at their 3- and/or 7-hydrogen sites by the recombinant enzyme, including hesperetin, naringenin, diosmetin, quercetin, and kaempferol. Furthermore, overexpression of the gene could significantly increase the accumulations of quercetin 7-O-rhamnoside, quercetin 7-O-glucoside, and kaempferol 7-O-glucoside, implying that the enzyme has flavonoid 7-O-glucosyltransferase and 7-O-rhamnosyltransferase activities in vivo.

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Section: Discussionsupporting

confidence: 82%

Functional Characterization of a Flavonoid Glycosyltransferase in Sweet Orange (Citrus sinensis)

Liu

Lin

et al. 2018

Front. Plant Sci.

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“…The 3- O -glycosylation of flavanols (kaempferol, quercetin) is catalyzed by the UGT78D family, with UGT78D1 using UDP-rhamnose and UGT78D2 using UDP-glucose [ 48 ]. The recently identified gene-encoding flavonoid 7- O -glycosyltransferase ( CsUGT75L12 ) in tea plant displays glycosyltransferase activity on the 7-OH position of multiple phenolic compounds [ 49 ]. In the present work, we observed low levels of m-trigallic acid and 2,4-dihydroxybenzoic acid, a finding in agreement with previous ones of decreased benzoids in P-starved Arabidopsis [ 10 ].…”

Section: Discussionmentioning

confidence: 99%

Metabolic Changes of Amino Acids and Flavonoids in Tea Plants in Response to Inorganic Phosphate Limitation

Liu

Zhang

et al. 2018

IJMS

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The qualities of tea (Camellia sinensis) are not clearly understood in terms of integrated leading molecular regulatory network mechanisms behind inorganic phosphate (Pi) limitation. Thus, the present work aims to elucidate transcription factor-dependent responses of quality-related metabolites and the expression of genes to phosphate (P) starvation. The tea plant organs were subjected to metabolomics analysis by GC×GC-TOF/MS and UPLC-Q-TOF/MS along with transcription factors and 13 metabolic genes by qRT-PCR. We found P starvation upregulated SPX2 and the change response of Pi is highly dependent on young shoots. This led to increased change in abundance of carbohydrates (fructose and glucose), amino acids in leaves (threonine and methionine), and root (phenylalanine, alanine, tryptophan, and tyrosine). Flavonoids and their glycosides accumulated in leaves and root exposed to P limitation was consistent with the upregulated expression of anthocyanidin reductase (EC 1.3.1.77), leucoanthocyanidin dioxygenase (EC 1.4.11.19) and glycosyltransferases (UGT78D1, UGT78D2 and UGT57L12). Despite the similar kinetics and high correlation response of Pi and SPX2 in young shoots, predominating theanine and other amino acids (serine, threonine, glutamate, valine, methionine, phenylalanine) and catechin (EGC, EGCG and CG) content displayed opposite changes in response to Pi limitation between Fengqing and Longjing-43 tea cultivars.

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“…The binary vector was introduced into A. tumefaciens EHA105 cells through electroporation. A positive colony was injected into N. benthamiana leaves, as reported previously (Dai et al , ). The infected leaves were cultivated in the glasshouse for 48 h and subsequently examined under an Olympus FV1000 confocal microscope.…”

Section: Methodsmentioning

confidence: 99%

“…The infected leaves were cultivated in the glasshouse for 48 h and subsequently examined under an Olympus FV1000 confocal microscope. The detection conditions and parameters of the instrument are described in our previous study (Dai et al , ).…”

Section: Methodsmentioning

confidence: 99%

Discovery and characterization of tannase genes in plants: roles in hydrolysis of tannins

Dai

Zhuang

et al. 2020

New Phytologist

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Plant tannins, including condensed tannins (CTs) and hydrolyzable tannins (HTs), are widely distributed in the plant kingdom. To date, tannase (TA)is a type of tannin acyl-hydrolase hydrolyzing HTs, CT monomer gallates and depsideshas been reported in microbes only. Whether plants express TA remains unknown.Herein, we report plant TA genes. A native Camellia sinensis TA (CsTA) is identified from leaves. Six TAs are cloned from tea, strawberry (Fragaria 9 ananassa, Fa) and four other crops. Biochemical analysis shows that the native CsTA and six recombinant TAs hydrolyze tannin compounds, depsides and phenolic glycosides.Transcriptional and metabolic analyses reveal that the expression of CsTA is oppositely associated with the accumulation of galloylated catechins. Moreover, the transient overexpression and RNA interference of FaTA are positively associated with the accumulation of ellagitannins in strawberry fruit. Phylogenetic analysis across different kingdoms shows that 29 plant TA homologs are clustered as a plant-specific TA clade in class I carboxylesterases. Further analysis across the angiosperms reveals that these TA genes are dispersed in tanninrich plants, which share a single phylogenetic origin c. 120 million yr ago.Plant TA is discovered for the first time in the plant kingdom and is shown to be valuable to improve tannin compositions in plants.

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Identification of a Flavonoid Glucosyltransferase Involved in 7-OH Site Glycosylation in Tea plants (Camellia sinensis)

Cited by 44 publications

References 50 publications

Functional Characterization of a Flavonoid Glycosyltransferase in Sweet Orange (Citrus sinensis)

Functional Characterization of a Flavonoid Glycosyltransferase in Sweet Orange (Citrus sinensis)

Metabolic Changes of Amino Acids and Flavonoids in Tea Plants in Response to Inorganic Phosphate Limitation

Discovery and characterization of tannase genes in plants: roles in hydrolysis of tannins

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