Observations on the Scutellum. III. Ferulic Acid as a Component of the Cell Wall in Wheat and Barley

1979 ◽  
Vol 6 (4) ◽  
pp. 485 ◽  
Author(s):  
MG Smart ◽  
TP O'brien
Keyword(s):  
Cell Wall ◽  
Ferulic Acid ◽  
Cell Walls ◽  
Inert Atmosphere ◽  
Ultraviolet Spectroscopy ◽  
Alkaline Extraction ◽  
Coumaric Acid ◽  
Ether Extract ◽  
Solvent Systems ◽  
Layer Chromatography

Fractions enriched in the cell walls of wheat and barley scutella were prepared from isolated, ungerminated scutella. The cell-wall fractions were subjected to hot, alkaline extraction under an inert atmosphere. An ether extract was investigated for phenolic compounds by thin-layer chromatography using three solvent systems and by ultraviolet spectroscopy. The major autofluorescent component of the scutella of both wheat and barley is ferulic acid. There is apparently no p-coumaric acid.

scholarly journals Improved analysis of arabinoxylan-bound hydroxycinnamate conjugates in grass cell walls

2020 ◽  
Vol 13 (1) ◽  
Author(s):  
Alexis Eugene ◽  
Catherine Lapierre ◽  
John Ralph
Keyword(s):  
Cell Wall ◽  
Ferulic Acid ◽  
Cell Walls ◽  
Ester Hydrolysis ◽  
Industrial Processes ◽  
Coupling Reactions ◽  
Coumaric Acid ◽  
Orthogonal Method ◽  
Radical Coupling ◽  
Hydrolysis Of

Abstract Background Arabinoxylan in grass cell walls is acylated to varying extents by ferulate and p-coumarate at the 5-hydroxy position of arabinosyl residues branching off the xylan backbone. Some of these hydroxycinnamate units may then become involved in cell wall radical coupling reactions, resulting in ether and other linkages amongst themselves or to monolignols or oligolignols, thereby crosslinking arabinoxylan chains with each other and/or with lignin polymers. This crosslinking is assumed to increase the strength of the cell wall, and impedes the utilization of grass biomass in natural and industrial processes. A method for quantifying the degree of acylation in various grass tissues is, therefore, essential. We sought to reduce the incidence of hydroxycinnamate ester hydrolysis in our recently introduced method by utilizing more anhydrous conditions. Results The improved methanolysis method minimizes the undesirable ester-cleavage of arabinose from ferulate and p-coumarate esters, and from diferulate dehydrodimers, and produces more methanolysis vs. hydrolysis of xylan-arabinosides, improving the yields of the desired feruloylated and p-coumaroylated methyl arabinosides and their diferulate analogs. Free ferulate and p-coumarate produced by ester-cleavage were reduced by 78% and 68%, respectively, and 21% and 39% more feruloyl and p-coumaroyl methyl arabinosides were detected in the more anhydrous method. The new protocol resulted in an estimated 56% less combined diferulate isomers in which only one acylated arabinosyl unit remained, and 170% more combined diferulate isomers conjugated to two arabinosyl units. Conclusions Overall, the new protocol for mild acidolysis of grass cell walls is both recovering more ferulate- and p-coumarate-arabinose conjugates from the arabinoxylan and cleaving less of them down to free ferulic acid, p-coumaric acid, and dehydrodiferulates with just one arabinosyl ester. This cleaner method, especially when coupled with the orthogonal method for measuring monolignol hydroxycinnamate conjugates that have been incorporated into lignin, provides an enhanced tool to measure the extent of crosslinking in grass arabinoxylan chains, assisting in identification of useful grasses for biomass applications.

scholarly journals Overexpression of a Sugarcane BAHD Acyltransferase Alters Hydroxycinnamate Content in Maize Cell Wall

2021 ◽  
Vol 12 ◽  
Author(s):  
Amanda Fanelli ◽  
David M. Rancour ◽  
Michael Sullivan ◽  
Steven D. Karlen ◽  
John Ralph ◽  
...  
Keyword(s):  
Cell Wall ◽  
Cell Walls ◽  
Expression Patterns ◽  
Fold Increase ◽  
Coumaric Acid ◽  
Maize Cell ◽  
High Conservation ◽  
Mild Hydrolysis ◽  
Similar Gene ◽  
Bahd Acyltransferase

The purification of hydroxycinnamic acids [p-coumaric acid (pCA) and ferulic acid (FA)] from grass cell walls requires high-cost processes. Feedstocks with increased levels of one hydroxycinnamate in preference to the other are therefore highly desirable. We identified and conducted expression analysis for nine BAHD acyltransferase ScAts genes from sugarcane. The high conservation of AT10 proteins, together with their similar gene expression patterns, supported a similar role in distinct grasses. Overexpression of ScAT10 in maize resulted in up to 75% increase in total pCA content. Mild hydrolysis and derivatization followed by reductive cleavage (DFRC) analysis showed that pCA increase was restricted to the hemicellulosic portion of the cell wall. Furthermore, total FA content was reduced up to 88%, resulting in a 10-fold increase in the pCA/FA ratio. Thus, we functionally characterized a sugarcane gene involved in pCA content on hemicelluloses and generated a C4 plant that is promising for valorizing pCA production in biorefineries.

Cell wall-bound phenolics from norway spruce (picea abies) needles

1988 ◽  
Vol 43 (1-2) ◽  
pp. 37-41 ◽  
Author(s):  
Dieter Strack ◽  
Jürgen Heilemann ◽  
Eva-Susan Klinkott ◽  
Victor Wray
Keyword(s):  
Cell Wall ◽  
Picea Abies ◽  
Ferulic Acid ◽  
Norway Spruce ◽  
Coumaric Acid ◽  
A Minor ◽  
Bound Phenolics

Insoluble phenolics have been isolated and identified from Norway spruce (Picea abies [L.] KARST.) needles as cell wall-bound astragalin (kaempferol 3-O-β-glucoside) and p-coumaric acid as major components, and ferulic acid as a minor one. They probably mainly occur as lignincarbohydrate complexes

Cell Walls of the Phycobionts Trebouxia and Pseudotrebouxia: Constituents and Their Localization

1984 ◽  
Vol 16 (2) ◽  
pp. 129-144 ◽  
Author(s):  
J. König ◽  
E. Peveling
Keyword(s):  
Cell Wall ◽  
Cell Walls ◽  
Cell Wall Composition ◽  
Recognition Mechanism ◽  
Absorption Spectrophotometry ◽  
Species Specific ◽  
Layer Chromatography ◽  
Polysaccharide Layer ◽  
Wall Components

AbstractThe cell wall composition of several species of the lichen phycobionts Trebouxia and Pseudotrebouxia has been investigated using gas chromatography, thin layer chromatography and infrared absorption spectrophotometry. In addition cell wall components (cellulose, non-cellulosic polysaccharides, sporopollenin, protein) were localized with cytochemical methods at the EM- level. The cell walls of Trebouxia and Pseudotrebouxia consist of several layers. In Trebouxia the inner layer (Si) consists mainly of cellulose, then followed by a non-cellulosic polysaccharide layer (S2), a sporopollenin-layer (S3) and an outer layer consisting again of a non-cellulosic polysaccharide (S4). In addition Trebouxia is surrounded by a sheath (a polysaccharide with species-specific terminal residues). In Pseudotrebouxia the cell wall is similarly constructed compared to Trebouxia, however, the sheath is lacking and the S4 layer contains a polysaccharide with species-specific terminal sugar residues. The role of the different cell wall constituents for the recognition mechanism between the lichen symbionts is discussed.

CELL WALL-BOUND p-COUMARIC AND FERULIC ACIDS IN ITALIAN RYEGRASS

1990 ◽  
Vol 70 (2) ◽  
pp. 495-499 ◽  
Author(s):  
TSUNEO KONDO ◽  
KAZUHIKO MIZUNO ◽  
TADASHI KATO
Keyword(s):  
Cell Wall ◽  
Ferulic Acid ◽  
Lolium Multiflorum ◽  
Italian Ryegrass ◽  
Coumaric Acid ◽  
Stages Of Growth ◽  
Cell Wall Polymers ◽  
Cross Links ◽  
Ferulic Acids ◽  
Acid Esters

Cell wall-bound p-coumaric and ferulic acids were determined for stems of Italian ryegrass (Lolium multiflorum Lam.) sampled at different stages of growth. The greater part of the detected p-coumaric acid was linked to cell wall polymers through ester linkages. No definite relationship was found between the accumulation of p-coumaric acid esters and plant maturation. Some part of the detected ferulic acid was simultaneously esterified and etherified to cell wall polymers. Such ester- and ether-linked ferulic acid augmented with increasing maturity, suggesting that the number of ferulic acid cross-links in the cell wall matrices of ryegrass increases with plant maturation.Key words: p-coumaric acid, ferulic acid, Italian ryegrass, cell wall, phenolic acids

scholarly journals Compositional Variation in Trans-Ferulic, p-coumaric, and Diferulic Acids Levels Among Kernels of Modern and Traditional Maize (Zea mays L.) Hybrids

2020 ◽  
Vol 7 ◽  
Author(s):  
Mariana Zavala-López ◽  
Sherry Flint-García ◽  
Silverio García-Lara
Keyword(s):  
Cell Wall ◽  
Phenolic Compounds ◽  
Ferulic Acid ◽  
Phenolic Acids ◽  
Compositional Variation ◽  
Coumaric Acid ◽  
Maize Hybrids ◽  
Nested Association Mapping ◽  
In Trans

Maize is one of the most heterogenous cereals worldwide in terms of yield, physical characteristics, and biochemical composition due to its natural diversity. Nowadays the use of maize hybrids is extensive, while the use of landraces is mostly local. Both have become an important genetic resource useful to identify or generate varieties with desirable characteristics to overcome challenges of agronomic performance, nutritional quality, and functionality. In terms of functionality, one of the most studied families of compounds are phenolic acids. These compounds have been associated with the improvement of human health because of their antioxidant capacity. To evaluate the diversity of phenolic compounds in maize, two collections, the Nested Association Mapping (NAM) founders and 24 landraces, were crossed with B73. Phenolic compounds were extracted and quantified by HPLC-PDA. Soluble and cell wall phenolic acids were identified and significant differences between and within the NAM and Landrace collections were assessed. Soluble p-coumaric acid quantification of B73 × NAM hybrids presented high variation as the range went from 14.45 to 132.34 μg/ g dw. In the case of B73 × Landrace hybrids, wide variation was also found, ranging 25.77–120.80 μg/g dw. For trans-ferulic acid, significant variation was found in both hybrid groups: B73 × NAM presented an average of 157.44 μg/g dw (61.02–411.13 μg/g dw) whereas the B73 × Landrace hybrids average was 138.02 μg/g dw (49.32–476.28 μg/g dw). In cell wall p-coumaric acid, a range from 30.93 to 83.69 μg/g dw and 45.06 to 94.98 μg/g dw was found for landrace and NAM hybrids, respectively. For cell wall trans-ferulic acid, a range from 1,641.47 to 2,737.38 μg/g dw and 826.07 to 2,536.40 μg/g dw was observed for landrace and NAM hybrids, respectively. Significant differences between hybrid groups were found in p-coumaric acid, for both soluble and cell wall-bounded. Therefore, maize hybrids produced by conventional techniques using both modern and traditional varieties showed a high diversity in terms of phenolic compounds, denoting the role of these compounds in the maize ability to endure different environment conditions. This study provides a platform of comparison through the unveiling of maize phenolic compounds for future breeding efforts.

PSIV-13 Cell Wall Bound Ferulic and Coumaric Acids in Diets Based on Corn and Soybean Meal or Corn, Soybean Meal, and Distiller Dried Grains with Solubles Are Poorly Fermented in the Intestinal Tract of Pigs

2021 ◽  
Vol 99 (Supplement_1) ◽  
pp. 185-186
Author(s):  
Jeimmy Paola Lancheros Castaneda ◽  
Hans H Stein
Keyword(s):  
Cell Wall ◽  
Ferulic Acid ◽  
Phenolic Acids ◽  
Soybean Meal ◽  
Intestinal Tract ◽  
Block Design ◽  
Corn Fiber ◽  
Mass Spectrometry Data ◽  
Experimental Unit ◽  
Coumaric Acid

Abstract Phenolic acids are bound to cell wall polymers in corn and distillers dried grains with solubles (DDGS) and contribute to the low digestibility of fiber in corn-based ingredients. Phenolic acids link arabinoxylans to lignin and may substitute sidechains of arabinoxylans, which precludes fermentation. To develop enzymes to aid in separating phenolic acids from arabinoxylans, the natural fermentation of phenolic acid in the intestinal tract of pigs needs to be known. Therefore, an experiment was conducted to test the hypothesis that phenolic acids are poorly fermented by pigs. A corn-soybean meal (SBM) diet and a corn-SBM-DDGS diet were fed to 24 pigs (initial body weight: 61.71 ± 5.39 kg) in a randomized complete block design with 4 blocks and a total of 12 pigs per diet. Diets were fed for 22 d; feces were collected during the last 5d. Concentrations of phenolic acids were analyzed in diets and feces using reversed phase ultrahigh-performance liquid chromatography coupled with mass spectrometry. Data were analyzed using the PROC MIXED of SAS with pig as the experimental unit. Results indicated that concentrations of bound phenolic acids were greater (P < 0.05) in feces from pigs fed the corn-SBM-DDGS diet than from pigs fed the corn-SBM diet (Table 1). Disappearance (%) of free coumaric acid and bound ferulic acid in the intestinal tract of pigs was not different between the 2 diets. In contrast, disappearance of bound coumaric acid was greater (P < 0.05) from the corn-SBM diet than from the corn-SBM-DDGS diet, but disappearance of bound ferulic acid and bound coumaric acid was less than 50% confirming that phenolic acids may hinder fermentation. In conclusion, ferulic acid and coumaric acid appear to be barriers for fermentation of arabinoxylans in pigs and enzymes that release phenolic acids may be needed to increase fermentation of corn fiber.

Hydroxycinnamic acids and ferulic acid esterase in relation to biodegradation of complex plant cell walls

2005 ◽  
Vol 85 (3) ◽  
pp. 255-267 ◽  
Author(s):  
P. Yu ◽  
J. J. McKinnon ◽  
D. A. Christensen
Keyword(s):  
Cell Wall ◽  
Ferulic Acid ◽  
Plant Cell ◽  
Cell Walls ◽  
Plant Cell Wall ◽  
Structural Characteristics ◽  
Hydroxycinnamic Acid ◽  
Feruloyl Esterase ◽  
Plant Cell Walls ◽  
Ferulic Acid Esterase

Ferulic acid (3-methoxy-4-hydroxycinnamic acid), present in complex plant cell walls, is covalently cross-linked to polysaccharides by ester bonds and to components of lignin mainly by ether bonds. Ferulic acid has also been shown to occur in dimer- and trimerized forms through oxidative coupling between esterified and/or etherified ferulic acid residues. These cross-links are among the factors most inhibitory to digestion of complex plant cell walls in ruminants. Recently obtained information on ferulic acid and ferulic acid esterases in relation to complex plant cell wall biodegradation is reviewed. A focus of the review is on structural characteristics of plant cell walls associated with ferulic acid, physicochemical properties of ferulic acid esterase and synergistic interaction between ferulic acid esterase and other accessary cell wall degrading enzymes on the release of ferulic acid and plant cell wall biodegradation. Key words: Ferulic acid, hydroxycinnamic acid, feruloyl esterase, interaction effects, polysaccharide, feruloyl-polysaccharides, plant cell walls, biodegradation

Templating Approaches Using Natural Cellular Plant Tissue

MRS Bulletin ◽  
2010 ◽  
Vol 35 (2) ◽  
pp. 145-149 ◽  
Author(s):  
Peter Greil
Keyword(s):  
Cell Wall ◽  
Plant Tissue ◽  
Cell Walls ◽  
Carbon Composite ◽  
Inert Atmosphere ◽  
Wall Material ◽  
Low Viscosity ◽  
Novel Approach ◽  
Metal Organic ◽  
A Cell

AbstractBiological preforms such as plant tissue offer a novel approach for manufacturing biomorphous ceramics with an anisotropic cellular micro- and macrostructure pseudomorphous to the natural template structure. Mimicking the hierarchical microstructure of the native template at different length scales from large vessels (mm) down to a cell wall microstructure (μm to nm) offers the possibility to tailor the local strut microstructure in biomorphous ceramics in order to improve mechanical properties at low density. Mineralization may be achieved by intercalation of the cell walls with an inorganic, metal organic, or organometallic sol. Heating above the pyrolysis temperature of the hydrocarbons forming the cell wall material in an inert atmosphere finally results in a positive replica of the cellular structure with a metal oxide/carbon composite forming the cell walls. Amorphous, nano- or microcrystalline C/Si-O-C(-N) composite materials are obtained by infiltration with a low viscosity preceramic polymeric precursor, such as polycarbosilane, -silazane, -siloxane, or a copolymer or mixture thereof. Pyrolysis into a biocarbon template and subsequent metal alloy melt or vapor infiltration and reaction at high temperatures above 1000°C is an alternate way to produce single and multiphase carbides and composites.

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