Identification of Three (Iso)flavonoid Glucosyltransferases From

Overview

Journal Front Plant Sci

Date 2019 Feb 15

PMID 30761172

Citations 13

Authors

Xin Wang

Changfu Li

Zilin Zhou

Yansheng Zhang

Affiliations

Soon will be listed here.

Abstract

(Iso)flavonoids are one of the largest groups of natural phenolic products conferring great value to the health of plants and humans. , a legume, has long been used in Chinese traditional medicine. (Iso)flavonoids mainly present as glycosyl-conjugates and accumulate in roots. However, the molecular mechanism underlying the glycosylation processes in (iso)flavonoid biosynthesis are not fully understood. In the current study, three novel UDP-glycosyltransferases (PlUGT4, PlUGT15, and PlUGT57) were identified in from RNA-seq data. Biochemical assays of these three recombinant PlUGTs showed all of them were able to glycosylate isoflavones (genistein and daidzein) at the 7-hydroxyl position . In comparison with the strict substrate specificity for PlUGT15 and PlUGT57, PlUGT4 displayed utilization of a broad range of sugar acceptors. Particularly, PlUGT15 exhibited a much higher catalytic efficiency toward isoflavones (genistein and daidzein) than any other identified 7--UGT from . Moreover, the transcriptional expression patterns of these correlated with the accumulation of isoflavone glucosides in MeJA-treated , suggesting their possible roles in the glycosylation process.

Citing Articles

Integrative Analyses of Metabolome and Transcriptome Reveal Regulatory Network of Puerarin Biosynthesis in var. .

Zhu T, He J, Li J, Liu C, Min X, Hu X Molecules. 2024; 29(23).

PMID: 39683717 PMC: 11643513. DOI: 10.3390/molecules29235556.

Four novel functional in flavonoid 7--glucoside biosynthesis are vital to flavonoid biosynthesis shunting in citrus.

Yuan Z, Li G, Zhang H, Peng Z, Ding W, Wen H Hortic Res. 2024; 11(6):uhae098.

PMID: 38863995 PMC: 11165160. DOI: 10.1093/hr/uhae098.

Metabolic Engineering of for the Production of Flavonoids and Stilbenoids.

Chu L, Tran C, Pham D, Nguyen H, Nguyen M, Pham N Molecules. 2024; 29(10).

PMID: 38792114 PMC: 11123965. DOI: 10.3390/molecules29102252.

Glycosylation and methylation in the biosynthesis of isoflavonoids in .

Li C, Zhang Y Front Plant Sci. 2024; 14:1330586.

PMID: 38162309 PMC: 10757850. DOI: 10.3389/fpls.2023.1330586.

A Muti-Substrate Flavonol -glucosyltransferases from Safflower.

Qi S, He B, Wang H, Duan Y, Wang L, Gao Y Molecules. 2023; 28(22).

PMID: 38005335 PMC: 10674463. DOI: 10.3390/molecules28227613.

References

Heim K, Tagliaferro A, Bobilya D . Flavonoid antioxidants: chemistry, metabolism and structure-activity relationships. J Nutr Biochem. 2003; 13(10):572-584. DOI: 10.1016/s0955-2863(02)00208-5. View

Rong H, Stevens J, Deinzer M, Cooman L, Keukeleire D . Identification of isoflavones in the roots of Pueraria lobata. Planta Med. 2007; 64(7):620-7. DOI: 10.1055/s-2006-957534. View

Modolo L, Blount J, Achnine L, Naoumkina M, Wang X, Dixon R . A functional genomics approach to (iso)flavonoid glycosylation in the model legume Medicago truncatula. Plant Mol Biol. 2007; 64(5):499-518. DOI: 10.1007/s11103-007-9167-6. View

Noguchi A, Saito A, Homma Y, Nakao M, Sasaki N, Nishino T . A UDP-glucose:isoflavone 7-O-glucosyltransferase from the roots of soybean (glycine max) seedlings. Purification, gene cloning, phylogenetics, and an implication for an alternative strategy of enzyme catalysis. J Biol Chem. 2007; 282(32):23581-90. DOI: 10.1074/jbc.M702651200. View

Naoumkina M, Farag M, Sumner L, Tang Y, Liu C, Dixon R . Different mechanisms for phytoalexin induction by pathogen and wound signals in Medicago truncatula. Proc Natl Acad Sci U S A. 2007; 104(46):17909-15. PMC: 2084270. DOI: 10.1073/pnas.0708697104. View

Farag M, Huhman D, Dixon R, Sumner L . Metabolomics reveals novel pathways and differential mechanistic and elicitor-specific responses in phenylpropanoid and isoflavonoid biosynthesis in Medicago truncatula cell cultures. Plant Physiol. 2007; 146(2):387-402. PMC: 2245840. DOI: 10.1104/pp.107.108431. View

Thompson J, Gibson T, Higgins D . Multiple sequence alignment using ClustalW and ClustalX. Curr Protoc Bioinformatics. 2008; Chapter 2:Unit 2.3. DOI: 10.1002/0471250953.bi0203s00. View

Veitch N . Isoflavonoids of the leguminosae. Nat Prod Rep. 2009; 26(6):776-802. DOI: 10.1039/b616809b. View

Kovinich N, Saleem A, Arnason J, Miki B . Functional characterization of a UDP-glucose:flavonoid 3-O-glucosyltransferase from the seed coat of black soybean (Glycine max (L.) Merr.). Phytochemistry. 2010; 71(11-12):1253-63. DOI: 10.1016/j.phytochem.2010.05.009. View

10.

Dixon R, Pasinetti G . Flavonoids and isoflavonoids: from plant biology to agriculture and neuroscience. Plant Physiol. 2010; 154(2):453-7. PMC: 2948995. DOI: 10.1104/pp.110.161430. View

11.

He X, Blount J, Ge S, Tang Y, Dixon R . A genomic approach to isoflavone biosynthesis in kudzu (Pueraria lobata). Planta. 2011; 233(4):843-55. DOI: 10.1007/s00425-010-1344-1. View

12.

Wong K, Li G, Li K, Razmovski-Naumovski V, Chan K . Kudzu root: traditional uses and potential medicinal benefits in diabetes and cardiovascular diseases. J Ethnopharmacol. 2011; 134(3):584-607. DOI: 10.1016/j.jep.2011.02.001. View

13.

Yonekura-Sakakibara K, Hanada K . An evolutionary view of functional diversity in family 1 glycosyltransferases. Plant J. 2011; 66(1):182-93. DOI: 10.1111/j.1365-313X.2011.04493.x. View

14.

Veitch N . Isoflavonoids of the leguminosae. Nat Prod Rep. 2013; 30(7):988-1027. DOI: 10.1039/c3np70024k. View

15.

Li J, Li Z, Li C, Gou J, Zhang Y . Molecular cloning and characterization of an isoflavone 7-O-glucosyltransferase from Pueraria lobata. Plant Cell Rep. 2014; 33(7):1173-85. DOI: 10.1007/s00299-014-1606-7. View

16.

Sharma R, Rawat V, Suresh C . Genome-wide identification and tissue-specific expression analysis of UDP-glycosyltransferases genes confirm their abundance in Cicer arietinum (Chickpea) genome. PLoS One. 2014; 9(10):e109715. PMC: 4188811. DOI: 10.1371/journal.pone.0109715. View

17.

Wang X, Li S, Li J, Li C, Zhang Y . De novo transcriptome sequencing in Pueraria lobata to identify putative genes involved in isoflavones biosynthesis. Plant Cell Rep. 2014; 34(5):733-43. DOI: 10.1007/s00299-014-1733-1. View

18.

Funaki A, Waki T, Noguchi A, Kawai Y, Yamashita S, Takahashi S . Identification of a Highly Specific Isoflavone 7-O-glucosyltransferase in the soybean (Glycine max (L.) Merr.). Plant Cell Physiol. 2015; 56(8):1512-20. DOI: 10.1093/pcp/pcv072. View

19.

Kumar S, Stecher G, Tamura K . MEGA7: Molecular Evolutionary Genetics Analysis Version 7.0 for Bigger Datasets. Mol Biol Evol. 2016; 33(7):1870-4. PMC: 8210823. DOI: 10.1093/molbev/msw054. View

20.

Wang X, Fan R, Li J, Li C, Zhang Y . Molecular Cloning and Functional Characterization of a Novel (Iso)flavone 4',7-O-diglucoside Glucosyltransferase from Pueraria lobata. Front Plant Sci. 2016; 7:387. PMC: 4814453. DOI: 10.3389/fpls.2016.00387. View