UGT73C6 and UGT78D1, Glycosyltransferases Involved in Flavonol Glycoside Biosynthesis in Arabidopsis thaliana

Jones, Patrik R.; Messner, B.; Nakajima, Jun–ichiro; Schäffner, Anton R.; Saito, Kazuki

doi:10.1074/jbc.m303523200

Cited by 315 publications

(301 citation statements)

References 40 publications

(36 reference statements)

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“…In HCT-deficient plants, several additional peaks corresponding to glycosides of kaempferol and quercetin appeared ( Figure 3C). According to their chromatographic and spectral properties and compared with published data (Bloor and Abrahams, 2002;Jones et al, 2003;Tohge et al, 2005) Figure 3B), whereas in HCT-silenced extract, several anthocyanins were identified as cyanidin derivatives based on their UV absorbance spectra ( Figure 3D, C1 to C5). Their mass spectra fit published data (Bloor and Abrahams, 2002;Tohge et al, 2005), allowing us to infer the exact nature of these molecules.…”

Section: Hct Silencing Results In Severe Growth Inhibition and Flavonmentioning

confidence: 99%

“…In particular, the amounts of flavonol derivatives, namely kaempferol and quercetin glycosides, strongly increased in the leaves of HCT-repressed plants. These conjugated forms are synthesized by specific glycosyltransferases from their aglycone precursors (Jones et al, 2003). Phenolics have long been suspected to interfere with auxin transport (Marigo and Boudet, 1977;Jacobs and Rubery, 1988).…”

Section: Discussionmentioning

confidence: 99%

“…The changes affecting growth and development of HCT-silenced plants that accumulated flavonoids are reminiscent of those Structure of flavonol glycosides and cyanidin derivatives were inferred from their UV-visible and mass spectral properties (Table 1) and from available data (Graham, 1998;Veit and Pauli, 1999;Bloor and Abrahams, 2002;Jones et al, 2003;Abdulrazzak et al, 2005;Tohge et al, 2005).…”

Section: Hct-deficient Plants Displayed Decreased Auxin Transportmentioning

confidence: 99%

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Flavonoid Accumulation in Arabidopsis Repressed in Lignin Synthesis Affects Auxin Transport and Plant Growth

et al. 2007

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In Arabidopsis thaliana, silencing of hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyl transferase (HCT), a lignin biosynthetic gene, results in a strong reduction of plant growth. We show that, in HCT-silenced plants, lignin synthesis repression leads to the redirection of the metabolic flux into flavonoids through chalcone synthase activity. Several flavonol glycosides and acylated anthocyanin were shown to accumulate in higher amounts in silenced plants. By contrast, sinapoylmalate levels were barely affected, suggesting that the synthesis of that phenylpropanoid compound might be HCTindependent. The growth phenotype of HCT-silenced plants was shown to be controlled by light and to depend on chalcone synthase expression. Histochemical analysis of silenced stem tissues demonstrated altered tracheary elements. The level of plant growth reduction of HCT-deficient plants was correlated with the inhibition of auxin transport. Suppression of flavonoid accumulation by chalcone synthase repression in HCT-deficient plants restored normal auxin transport and wildtype plant growth. By contrast, the lignin structure of the plants simultaneously repressed for HCT and chalcone synthase remained as severely altered as in HCT-silenced plants, with a large predominance of nonmethoxylated H units. These data demonstrate that the reduced size phenotype of HCT-silenced plants is not due to the alteration of lignin synthesis but to flavonoid accumulation.

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Section: Hct Silencing Results In Severe Growth Inhibition and Flavonmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Hct-deficient Plants Displayed Decreased Auxin Transportmentioning

confidence: 99%

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Flavonoid Accumulation in Arabidopsis Repressed in Lignin Synthesis Affects Auxin Transport and Plant Growth

et al. 2007

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“…Twelve flavonols (f1 to f8, f17, f18, f20, and f24) in Arabidopsis have been identified by UV spectroscopy, MS, 1 H-NMR, and 13 C-NMR spectroscopy or annotated using UPLC-PDA-ESI/ Q-TOF/MS (Veit and Pauli, 1999;Jones et al, 2003;Tohge et al, 2005Tohge et al, , 2007Kerhoas et al, 2006). We identified two additional flavonols (f16 and f28) by comparing retention times and mass-tocharge ratio (m/z) values with the standard compounds (Table 1; see Supplemental Data Set 2 online).…”

Section: Peak Annotation By Comparison With Flavonoid Biosynthetic Gementioning

confidence: 99%

“…The mutants ugt75c1,ugt78d1,ugt78d2,ugt89c1,, and rhm2-1 were described previously (Jones et al, 2003;Usadel et al, 2004;Tohge et al, 2005;Diet et al, 2006;Yonekura-Sakakibara et al, 2007). The T-DNA-inserted knockout mutants of omt1 (CS25167) and tt7 (CS6509) were obtained from the ABRC.…”

Section: Plant Materialsmentioning

confidence: 99%

Comprehensive Flavonol Profiling and Transcriptome Coexpression Analysis Leading to Decoding Gene–Metabolite Correlations inArabidopsis

et al. 2008

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To complete the metabolic map for an entire class of compounds, it is essential to identify gene-metabolite correlations of a metabolic pathway. We used liquid chromatography-mass spectrometry (LC-MS) to identify the flavonoids produced by Arabidopsis thaliana wild-type and flavonoid biosynthetic mutant lines. The structures of 15 newly identified and eight known flavonols were deduced by LC-MS profiling of these mutants. Candidate genes presumably involved in the flavonoid pathway were delimited by transcriptome coexpression network analysis using public databases, leading to the detailed analysis of two flavonoid pathway genes, UGT78D3 (At5g17030) and RHM1 (At1g78570). The levels of flavonol 3-Oarabinosides were reduced in ugt78d3 knockdown mutants, suggesting that UGT78D3 is a flavonol arabinosyltransferase. Recombinant UGT78D3 protein could convert quercetin to quercetin 3-O-arabinoside. The strict substrate specificity of UGT78D3 for flavonol aglycones and UDP-arabinose indicate that UGT78D3 is a flavonol arabinosyltransferase. A comparison of flavonol profile in RHM knockout mutants indicated that RHM1 plays a major role in supplying UDPrhamnose for flavonol modification. The rate of flavonol 3-O-glycosylation is more affected than those of 7-O-glycosylation by the supply of UDP-rhamnose. The precise identification of flavonoids in conjunction with transcriptomics thus led to the identification of a gene function and a more complete understanding of a plant metabolic network.

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Stereospecificity and Enantioselectivity in the Binding of the Platinum(II) Complex [PtCl2(tmdz)] (tmdz=5,5,7-Trimethyl-1,4-diazacycloheptane) to Dinucleotides and Oligonucleotides

et al. 2002

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The potential application of glycosyltransferases in glycoconjugate synthesis has attracted considerable interest from the biotechnology community in recent years. This concept article focuses on the current understanding of the chemistry of a family of plant enzymes capable of glycosylating small lipophilic molecules. These enzymes are discussed in terms of their regio‐ and enantioselective substrate recognition, sugar‐donor selectivity and their utility as biocatalysts in whole‐cell systems.

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UGT73C6 and UGT78D1, Glycosyltransferases Involved in Flavonol Glycoside Biosynthesis in Arabidopsis thaliana

Cited by 315 publications

References 40 publications

Flavonoid Accumulation in Arabidopsis Repressed in Lignin Synthesis Affects Auxin Transport and Plant Growth

Flavonoid Accumulation in Arabidopsis Repressed in Lignin Synthesis Affects Auxin Transport and Plant Growth

Comprehensive Flavonol Profiling and Transcriptome Coexpression Analysis Leading to Decoding Gene–Metabolite Correlations inArabidopsis

Stereospecificity and Enantioselectivity in the Binding of the Platinum(II) Complex [PtCl2(tmdz)] (tmdz=5,5,7-Trimethyl-1,4-diazacycloheptane) to Dinucleotides and Oligonucleotides

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