Xue C, Lu H, Liu Y, Zhang J, Wang J, Luo W, Zhang W, Chen J. Trans-Ferulic Acid-4-β-Glucoside Alleviates Cold-Induced Oxidative Stress and Promotes Cold Tolerance. We used biotransformation using E. coli harboring each UGT. Planta 238:683–693, Kim SY, Lee HR, K-s Park, Kim BG, Ahn J-H (2015) Metabolic engineering of Escherichia coli for the biosynthesis of flavonoid O-glucuronides and flavonoid O-galactoside. The tea brewed from the leaves of yacón (Smallanthus sonchifolius), a plant traditionally grown in the northern and central Andes, contains quantities of ferulic acid. Molecular docking analysis of ferulic acid into the modeled structures of AtUGT71C1 and AtUGT72E2 was used to elucidate the different conversion rates of ferulic acid into corresponding glucoside. FEBS Lett 579:2802–2806, Vogt T, Jones P (2000) Glycosyltransferases in plant natural product synthesis: characterization of a supergene family. The statements, opinions and data contained in the journal, © 1996-2020 MDPI (Basel, Switzerland) unless otherwise stated. Twelve candidate uridine diphosphate-dependent glucosyltransferases (UGTs) from Arabidopsis thaliana were screened to identify UGTs that synthesized ferulic acid 4-O-glucoside or feruloyl glucoside, respectively. In legumes, the white bean variety navy bean is the richest source of ferulic acid among the common bean (Phaseolus vulgaris) varieties. Find support for a specific problem on the support section of our website. Please let us know what you think of our products and services. Chem Eur J 14:6656–6662, Han SH, Kim B-G, Yoon JA, Chong Y, Ahn J-H (2014) Synthesis of flavonoid O-pentosides by Escherichia coli through engineering nucleotide sugar synthesis pathway and glycosyltransferase. J. Mol. Xue, C.; Lu, H.; Liu, Y.; Zhang, J.; Wang, J.; Luo, W.; Zhang, W.; Chen, J. Trans-Ferulic Acid-4-β-Glucoside Alleviates Cold-Induced Oxidative Stress and Promotes Cold Tolerance. Biosynthesis of ferulic acid 4-O-glucoside and feruloyl glucoside using Escherichia coli harboring regioselective glucosyltransferases. PubMed Google Scholar. It is an intermediate in the synthesis of monolignols, i.e., the monomers of lignin, and is also used for the synthesis of lignans. those of the individual authors and contributors and not of the publisher and the editor(s). To date, research on this substance is lacking. The statements, opinions and data contained in the journals are solely Ferulic acid is found in a number of vegetable sources, and occurs in particularly high concentrations in popcorn and bamboo shoots. [12], Cooked sweetcorn releases increased levels of ferulic acid. Han, D.Y., Lee, H.R., Kim, B.G. In addition, ferulic acid is sometimes used to prevent or treat certain health conditions, including: 1. [9] It is also found in horse grams (Macrotyloma uniflorum). Biochem Insights 4:1–12, CAS [21], It can be extracted from wheat bran and maize bran using concentrated alkali. Ferulic acid is converted by certain strains of yeast, notably strains used in brewing of wheat beers, such as Saccharomyces delbrueckii (Torulaspora delbrueckii), to 4-vinyl guaiacol (2-methoxy-4-vinylphenol) which gives beers such as Weissbier and Wit their distinctive "clove" flavour. [13] As plant sterol esters, this compound is naturally found in rice bran oil, a popular cooking oil in several Asian countries. 2018; 19(8):2321. As a component of lignin, ferulic acid is a precursor in the manufacture of other aromatic compounds. [15] Rye bread contains ferulic acid dehydrodimers. Google Scholar, Kim HS, Kim B-G, Sung S, Kim M, Mok H, Chong Y, Ahn J-H (2013) Engineering flavonoid glycosyltransferases for enhanced catalytic efficiency and extended sugar donor selectivity. In wheat, phenolic compounds are mainly found in the form of insoluble bound ferulic acid and may be relevant to resistance to wheat fungal diseases. [7] It is also found in barley grain. Department of Occupational and Environmental Health, Fourth Military Medical University, Key Laboratory of Hazard Assessment and Control in Special Operational Environment, Ministry of Education, Xi’an 710032, China. Het beschermt, stabiliseert en vergroot de effectiviteit van andere vitamines zoals vitamine-c+e, maar zonder vitamine-c+e in een formule is het ook zeer effectief! 2018. E. coli harboring AtUGT72E2 showed the best conversion rate for converting ferulic acid into ferulic acid glucoside, at 15.8 μM/h. © 2020 Springer Nature Switzerland AG. [5], In cereals, ferulic acid is localized in the bran – the hard outer layer of grain. Part of Springer Nature. Applied Biological Chemistry Here, we found that trans-ferulic acid-4- -glucoside effectively promoted cold acclimatization in mice As a building block of lignocelluloses, such as pectin and lignin, ferulic acid is ubiquitous in the plant kingdom. In wheat grain, ferulic acid is found bound to cell wall polysaccharides, allowing it to be released and absorbed in the small intestine. It is also found in the tea brewed from the European centaury (Centaurium erythraea), a plant used as a medical herb in many parts of Europe. [17], Ferulic acid, together with dihydroferulic acid, is a component of lignocellulose, serving to crosslink the lignin and polysaccharides, thereby conferring rigidity to the cell walls.[18]. Please note that many of the page functionalities won't work as expected without javascript enabled. Google Scholar, Lanot A, Hodge D, Jackson RG, George GL, Elias L, Lim EK, Vaistij FE, Bowles DJ (2006) The glucosyltransferase UGT72E2 is responsible for monolignol 4-O-glucoside production in Arabidopsis thaliana. Da Ye Han and Hye Rin Lee authors contributed equally to this work. Plant J 48:286–295, Lim E-K, Li Y, Parr A, Jackson R, Ashford DA, Bowles DJ (2001) Identification of glucosyltransferase genes involved in sinapate metabolism and synthesis in Arabidopsis. "Trans-Ferulic Acid-4-β-Glucoside Alleviates Cold-Induced Oxidative Stress and Promotes Cold Tolerance." Ferulazuur/ Ferulic Acid/ Ferulinezuur is een van de sterkste antioxidanten, die verschillende soorten vrije radicalen vernietigt en de zonbeschadigde huid hersteld. [23], 2-propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+, InChI=1/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+, Except where otherwise noted, data are given for materials in their, DTXSID70892035 DTXSID5040673, DTXSID70892035, 10.1002/(SICI)1097-0010(19990301)79:3<396::AID-JSFA262>3.0.CO;2-B, "Potential applications of ferulic acid from natural sources", "Inhibitory effect of ferulic acid and isoferulic acid on the production of macrophage inflammatory protein-2 in response to respiratory syncytial virus infection in RAW264.7 cells", "Cooking sweet corn boosts its ability to fight cancer and heart disease by freeing healthful compounds, Cornell scientists find", "Microbial transformations of ferulic acid by Saccharomyces cerevisiae and Pseudomonas fluorescens", "Purification and characterization of a ferulic acid decarboxylase from Pseudomonas fluorescens", https://en.wikipedia.org/w/index.php?title=Ferulic_acid&oldid=981440083, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Articles with unsourced statements from December 2019, Creative Commons Attribution-ShareAlike License, 168 to 172 °C (334 to 342 °F; 441 to 445 K), This page was last edited on 2 October 2020, at 09:51. View information & documentation regarding Ferulic acid, including CAS, MSDS & more. Twelve candidate uridine diphosphate-dependent glucosyltransferases (UGTs) from Arabidopsis thaliana were screened to identify UGTs that synthesized ferulic acid 4-O-glucoside or feruloyl glucoside, respectively. Below is the link to the electronic supplementary material. Appl Biol Chem 59, 481–484 (2016). E. coli harboring AtUGT71C1 could synthesize feruloyl glucoside with a conversion rate of 1.8 μM/h. Correspondence to Google Scholar, Caputi L, Lim E-K, Bowles DJ (2008) Discovery of new biocatalysts for the glycosylation of terpenoid scaffolds. [14], Ferulic acid glucoside can be found in commercial breads containing flaxseed. CHEMBL3403684. Sci. - 178.254.54.92. Ferulic acid O-glucoside. The name is derived from the genus Ferula, referring to the giant fennel (Ferula communis). CHEBI:139435. [10], Ferulic acid has been identified in Chinese medicine herbs such as Angelica sinensis (female ginseng), Cimicifuga heracleifolia[11] and Ligusticum chuangxiong. Article Joong-Hoon Ahn. E. coli … Here, we found that trans-ferulic acid-4-β-glucoside effectively promoted cold acclimatization in mice via increased heat production and alleviation of oxidative stress in a cold environment. Appl Microbiol Biot 99:2233–2242, Kubo A, Arai Y, Nagashima S, Yoshikawa T (2004) Alteration of sugar donor specificities of plant glycosyltransferases by a single point mutation. Sigma-Aldrich offers a number of Ferulic acid products. When applied topically, ferulic acid is said to treat sun damageand reverse the signs of aging (including fine lines and wrinkles). [22], It is used as a matrix for proteins in MALDI mass spectrometry analyses. You seem to have javascript disabled. Chong Xue and Huanyu Lu contributed equally to this paper. volume 59, pages481–484(2016)Cite this article. As a building block of lignocelluloses, such as pectin[2] and lignin, ferulic acid is ubiquitous in the plant kingdom. It is an abundant phenolic phytochemical found in plant cell walls, covalently bonded as side chains to molecules such as arabinoxylans. Alzhei… Subscribe to receive issue release notifications and newsletters from MDPI journals, You can make submissions to other journals. Int. 117405-51-3. Food Chem 76:207–212, Katsuragi H, Shimoda K, Yamamoto R, Ishihara K, Hiroki H (2011) Glycosylation of capsaicin derivatives and phenylpropanoid derivatives using cultured plant cells. Arch Biochem Biophys 439:198–203, Article Authors to whom correspondence should be addressed. Department of Integrative Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University, Seoul, 05029, Republic of Korea, Department of Forest Resources, Gyeongnam National University of Science and Technology, 33 Dongjin-ro, Jinju-si, Gyeongsangnam-do, 660-758, Republic of Korea, You can also search for this author in [citation needed], Although there are many sources of ferulic acid in nature, its bioavailability depends on the form in which it is present: free ferulic acid has limited solubility in water, and hence poor bioavailability.