Redirection of flux through the phenylpropanoid pathway by increased glucosylation of soluble intermediates

Lanot, Alexandra; Hodge, Denise; Lim, Eng‐Kiat; Vaistij, Fabián E.; Bowles, Dianna J.

doi:10.1007/s00425-008-0763-8

Cited by 57 publications

(57 citation statements)

References 32 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Other factors contributing to metabolite diversion between branched pathways include large gene family (e.g. PAL gene family has four members) resulting in tissue and functional specialization (Olsen et al 2008), glucosylation of soluble intermediates (Lanot et al 2008) and metabolite transporters (Debeaujon et al 2001;Buer et al 2007). The multi-drug transporter TT12 crucial for proanthocyanidin vacuolar deposit and yellow seed coat trait development (Debeaujon et al 2001;Marinova et al 2007;Chai et al 2009) was not detected through our microarray analysis which was likely due to the more mature seeds employed in this study.…”

Section: Discussionmentioning

confidence: 99%

Pleiotropic changes in Arabidopsis f5h and sct mutants revealed by large-scale gene expression and metabolite analysis

Huang

Bhinu

et al. 2009

Planta

View full text Add to dashboard Cite

Hydrocinnamic acid esters, lignin, flavonoids, glucosinolates, and salicylic acid protect plants against UV exposure, oxidative stress, diseases, and herbivores. Through the phenylpropanoid pathway, certain Brassicaceae family members, including Arabidopsis thaliana and Brassica napus, accumulate large amounts of the anti-nutritive sinapoylcholine (sinapine) in the seed. We successfully down-regulated activities of key enzymes in the pathway including F5H and SCT and achieved reduction of sinapine and lignin in B. napus seeds. Despite this success, it was unclear how multiple agronomic traits were affected in the transgenic plants. Here, we report altered large-scale gene expression of new alleles of f5h and sct mutants of A. thaliana and resultant accumulation of sinapoylglucose, disinapoylglucose, quercetin-3-O-rhamnoside, salicylic acid glucoside, and total indolyl glucosinolates in the two mutants. Expression of several flowering genes was altered in these mutants when grown under drought and NaCl treatments. Furthermore, both mutants were more susceptible to fungal infection than the wild type. Microarray experiments identified distinctive spatial and temporal expression patterns of gene clusters involved in silique/seed developmental processes and metabolite biosynthesis in these mutants. Taken together, these findings suggest that both f5h and sct mutants exhibit major differences in accumulation of diverse metabolites in the seed and profound changes in global large-scale gene expression, resulting in differential pleiotropic responses to environmental cues. Electronic supplementary material The online version of this article (doi:10.1007/s00425-009-1007-2) contains supplementary material, which is available to authorized users.

show abstract

Section: Discussionmentioning

confidence: 99%

Pleiotropic changes in Arabidopsis f5h and sct mutants revealed by large-scale gene expression and metabolite analysis

Huang

Bhinu

et al. 2009

Planta

View full text Add to dashboard Cite

show abstract

“…SGT is a member of a family of UDP-glucosyltransferases (UGTs) in Arabidopsis, which contains 107 members divided into 12 major groups on the basis of sequence similarity . Many Arabidopsis UGTs exhibit activity towards secondary metabolites , including the phenylpropanoids (Milkowski et al, 2000;Lim et al, 2001;Lim et al, 2005;Lanot et al, 2006;Sinlapadech et al, 2007;Lanot et al, 2008;Meißner et al, 2008), synthesizing both glucosides and glucose esters. Initially, a single member of this UGT superfamily was identified as the likely Arabidopsis SGT: UGT84A2 (At3g21560; Lim et al, 2001).…”

Section: Sinapate:udp-glucose Glucosyltransferase (Sgt)mentioning

confidence: 99%

The Phenylpropanoid Pathway in Arabidopsis

Fraser

Chapple

2011

The Arabidopsis Book

624

489

View full text Add to dashboard Cite

The phenylpropanoid pathway serves as a rich source of metabolites in plants, being required for the biosynthesis of lignin, and serving as a starting point for the production of many other important compounds, such as the flavonoids, coumarins, and lignans. In spite of the fact that the phenylpropanoids and their derivatives are sometimes classified as secondary metabolites, their relevance to plant survival has been made clear via the study of Arabidopsis and other plant species. As a model system, Arabidopsis has helped to elucidate many details of the phenylpropanoid pathway, its enzymes and intermediates, and the interconnectedness of the pathway with plant metabolism as a whole. These advances in our understanding have been made possible in large part by the relative ease with which mutations can be generated, identified, and studied in Arabidopsis. Herein, we provide an overview of the research progress that has been made in recent years, emphasizing both the genes (and gene families) associated with the phenylpropanoid pathway in Arabidopsis, and the end products that have contributed to the identification of many mutants deficient in the phenylpropanoid metabolism: the sinapate esters.

show abstract

“…The conversion to glycosides stabilizes and might detoxify the monolignol/ phenylpropanoid (Whetten and Sederoff, 1995). Glucosyltransferases (GTs) are known to occur in the cytosol (Bowles et al, 2006), and Arabidopsis GTs that convert monolignols/phenylpropanoids to their glucosides belong to the UGT72E1-E3 subfamily (Lanot et al, 2008). It remains to be demonstrated whether the same GT subfamily is able to glucosylate the phenolic function of dimers and higher order oligolignols.…”

Section: Enzymatic Modifications Following Combinatorial Couplingmentioning

confidence: 99%

Small Glycosylated Lignin Oligomers Are Stored in Arabidopsis Leaf Vacuoles

et al. 2015

View full text Add to dashboard Cite

Lignin is an aromatic polymer derived from the combinatorial coupling of monolignol radicals in the cell wall. Recently, various glycosylated lignin oligomers have been revealed in Arabidopsis thaliana. Given that monolignol oxidation and monolignol radical coupling are known to occur in the apoplast, and glycosylation in the cytoplasm, it raises questions about the subcellular localization of glycosylated lignin oligomer biosynthesis and their storage. By metabolite profiling of Arabidopsis leaf vacuoles, we show that the leaf vacuole stores a large number of these small glycosylated lignin oligomers. Their structural variety and the incorporation of alternative monomers, as observed in Arabidopsis mutants with altered monolignol biosynthesis, indicate that they are all formed by combinatorial radical coupling. In contrast to the common believe that combinatorial coupling is restricted to the apoplast, we hypothesized that the aglycones of these compounds are made within the cell. To investigate this, leaf protoplast cultures were cofed with 13 C 6 -labeled coniferyl alcohol and a 13 C 4 -labeled dimer of coniferyl alcohol. Metabolite profiling of the cofed protoplasts provided strong support for the occurrence of intracellular monolignol coupling. We therefore propose a metabolic pathway involving intracellular combinatorial coupling of monolignol radicals, followed by oligomer glycosylation and vacuolar import, which shares characteristics with both lignin and lignan biosynthesis.

show abstract

Redirection of flux through the phenylpropanoid pathway by increased glucosylation of soluble intermediates

Cited by 57 publications

References 32 publications

Pleiotropic changes in Arabidopsis f5h and sct mutants revealed by large-scale gene expression and metabolite analysis

Pleiotropic changes in Arabidopsis f5h and sct mutants revealed by large-scale gene expression and metabolite analysis

The Phenylpropanoid Pathway in Arabidopsis

Small Glycosylated Lignin Oligomers Are Stored in Arabidopsis Leaf Vacuoles

Contact Info

Product

Resources

About