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ferulic acid glucoside

系统 2020-11-12 1 次浏览 没有评论

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. Ferulic acid is a hydroxycinnamic acid, an organic compound. In wheat grain, ferulic acid is found bound to cell wall polysaccharides, allowing it to be released and absorbed in the small intestine. [22], It is used as a matrix for proteins in MALDI mass spectrometry analyses. Int. Ferulic acid is found in a number of vegetable sources, and occurs in particularly high concentrations in popcorn and bamboo shoots. Here, we found that trans-ferulic acid-4- -glucoside effectively promoted cold acclimatization in mice 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. [12], Cooked sweetcorn releases increased levels of ferulic acid. 117405-51-3. This is a preview of subscription content, log in to check access. It is an intermediate in the synthesis of monolignols, i.e., the monomers of lignin, and is also used for the synthesis of lignans. In addition, ferulic acid is sometimes used to prevent or treat certain health conditions, including: 1. [3][4] It is a major metabolite of chlorogenic acids in humans along with caffeic and isoferulic acid, and is absorbed in the small intestine, whereas other metabolites such as dihydroferulic acid, feruloylglycine and dihydroferulic acid sulfate are produced from chlorogenic acid in the large intestine by the action of gut flora. J. Mol. International Journal of Molecular Sciences. We used biotransformation using E. coli harboring each UGT. 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. You seem to have javascript disabled. 2018, 19, 2321. Part of Springer Nature. - 178.254.54.92. Received: 3 July 2018 / Revised: 30 July 2018 / Accepted: 6 August 2018 / Published: 8 August 2018, This is an open access article distributed under the, Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. Find support for a specific problem on the support section of our website. Trans-ferulic acid-4-β-glucoside (C16H20O9, TFA-4β-G) is a monomer extracted from the Chinese medicine called radix aconiti carmichaeli (Fuzi). Trend Plant Sci 5:380–386. [8], Asterid eudicot plants can also produce ferulic acid. FEBS Lett 579:2802–2806, Vogt T, Jones P (2000) Glycosyltransferases in plant natural product synthesis: characterization of a supergene family. 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. 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. We use cookies on our website to ensure you get the best experience. 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. [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]. et al. To date, research on this substance is lacking. [19] In P. fluorescens, a ferulic acid decarboxylase has been isolated. Joong-Hoon Ahn. 8: 2321. Da Ye Han and Hye Rin Lee authors contributed equally to this work. Ferulic acid O-glucoside. [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. 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. Article  [5], In cereals, ferulic acid is localized in the bran – the hard outer layer of grain. Biosynthesis of ferulic acid 4-O-glucoside and feruloyl glucoside using Escherichia coli harboring regioselective glucosyltransferases. 2018. [15] Rye bread contains ferulic acid dehydrodimers. We used biotransformation using E. coli harboring each UGT. Learn more about Institutional subscriptions, Bowles D, Lim E-K, Poppenberger B, Vaistij FE (2006) Glycosyltransferases of lipophilic small molecules. 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. Our dedicated information section provides allows you to learn more about MDPI. Tax calculation will be finalised during checkout. Ferulic acid is less commonly taken as an oral supplement but is believed by some to enhance athletic performance and slow the aging process. Appl Biol Chem 59, 481–484 (2016). E. coli harboring AtUGT72E2 showed the best conversion rate for converting ferulic acid into ferulic acid glucoside, at 15.8 μM/h. [21], It can be extracted from wheat bran and maize bran using concentrated alkali. The statements, opinions and data contained in the journals are solely Authors to whom correspondence should be addressed. Multiple requests from the same IP address are counted as one view. J. Mol. Annu Rev Plant Biol 57:567–597, CAS  Applied Biological Chemistry [20], Ferulic acid is one of the compounds that initiate the vir (virulence) region of Agrobacterium tumefaciens, inducing it to infect plant cells. Sci. In legumes, the white bean variety navy bean is the richest source of ferulic acid among the common bean (Phaseolus vulgaris) varieties. It has a role as an antioxidant, a MALDI matrix material, a plant metabolite, an anti-inflammatory agent, an apoptosis inhibitor and a … 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. Han, D.Y., Lee, H.R., Kim, B.G. 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. 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. Ferulic acid is best known for its skin-protective properties. To date, research on this substance is lacking. Ferulic acid is a ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 3 and 4 respectively on the phenyl ring. MDPI stays neutral with regard to jurisdictional claims in published maps and institutional affiliations. https://doi.org/10.1007/s13765-016-0186-3. 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. Below is the link to the electronic supplementary material. ferulic acid; cold acclimatization; brown adipose tissue; oxidative stress, Help us to further improve by taking part in this short 5 minute survey, Aggregation of Human Trophoblast Cells into Three-Dimensional Culture System Enhances Anti-Inflammatory Characteristics through Cytoskeleton Regulation, Vitamin D and Endometrium: A Systematic Review of a Neglected Area of Research. Sigma-Aldrich offers a number of Ferulic acid products. Trans-ferulic acid-4-β-glucoside (C 16 H 20 O 9, TFA-4β-G) is a monomer extracted from the Chinese medicine called radix aconiti carmichaeli (Fuzi).To date, research on this substance is lacking. Chong Xue and Huanyu Lu contributed equally to this paper. Correspondence to E. coli harboring AtUGT71C1 could synthesize feruloyl glucoside with a conversion rate of 1.8 μM/h. View information & documentation regarding Ferulic acid, including CAS, MSDS & more. Subscribe to receive issue release notifications and newsletters from MDPI journals, You can make submissions to other journals. Biochem J 373:987–992, Lim E-K, Jackson RG, Bowles DJ (2005) Identification and characterization of Arabidopsis glycosyltransferase capable of glucosylating coniferyl aldehyde and sinapyl aldehyde. [6] The highest known concentration of ferulic acid glucoside has been found in flaxseed (4.1 ± 0.2 g/kg). J Biol Chem 276:4344–4349, Lim EK, Higgins GS, Li Y, Bowles DJ (2003) Regioselectivity of glucosylation of caffeic acid by a UDP-glucose:glucosyltransferase is maintained in planta. Alzhei… Ferulazuur/ Ferulic Acid/ Ferulinezuur is een van de sterkste antioxidanten, die verschillende soorten vrije radicalen vernietigt en de zonbeschadigde huid hersteld. As a building block of lignocelluloses, such as pectin and lignin, ferulic acid is ubiquitous in the plant kingdom. CHEBI:139435. [9] It is also found in horse grams (Macrotyloma uniflorum). 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! The statements, opinions and data contained in the journal, © 1996-2020 MDPI (Basel, Switzerland) unless otherwise stated. Google Scholar, Caputi L, Lim E-K, Bowles DJ (2008) Discovery of new biocatalysts for the glycosylation of terpenoid scaffolds. 2018; 19(8):2321. Abstract: Trans-ferulic acid-4- -glucoside (C16H20O9, TFA-4 -G) is a monomer extracted from the Chinese medicine called radix aconiti carmichaeli (Fuzi). [7] It is also found in barley grain. When applied topically, ferulic acid is said to treat sun damageand reverse the signs of aging (including fine lines and wrinkles). 19, no. Saccharomyces cerevisiae (dry baker's yeast) and Pseudomonas fluorescens are also able to convert trans-ferulic acid into 2-methoxy-4-vinylphenol. 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. Ferulic acid beta-D-glucopyranoside Xue, Chong; Lu, Huanyu; Liu, Ying; Zhang, Jianbin; Wang, Jiye; Luo, Wenjing; Zhang, Wenbin; Chen, Jingyuan. Appl Environ Microbiol 80:2754–2762, Johnsson P, Peerlkamp N, Kamal-Eldin A, Andersson RE, Andersson R, Lundgren LN, Åmana P (2002) Polymeric fractions containing phenol glucosides in flaxseed. [16], Ferulic acid is biosynthesized in plants from caffeic acid by the action of the enzyme caffeate O-methyltransferase.

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