Explore the vast range of titles available.

Hydroxycinnamates such as ferulic acid, sinapic acid and p-coumaric acid ester-linked to plant cell wall polymers may act as cross-links between polysaccharides to each other, but also to proteins and lignin. Although sinapates and p-coumarates also form cell wall cross-links by the formation of radically or photochemically formed dimers, ferulate derivatives are the quantitatively most important cross-links in the plant cell wall. While the first radically generated ferulate dimer was already identified almost 40 years ago, the spectrum of known ferulate dimers was considerably broadened within the last 15 years. Higher ferulate oligomers were generated in model systems, but also isolated from plant materials. Different model systems using either free hydroxycinnamic acids or their esters are reviewed, highlighting a discussion of the relevance of these models for the plant cell wall. The first ferulate trimer from plant material was discovered in 2003 and seven dehydrotrimers of ferulic acid were isolated from maize bran since. Some of these trimers were also identified in other plant materials such as wheat and rye grains, corn stover, sugar beet and asparagus. Formation mechanisms of ferulate trimers and implications for the plant cell wall are discussed. Ferulate tetramers are the highest oligomers isolated from plant materials so far. These compounds can theoretically cross-link up to four polysaccharide chains, assuming all cross-links are formed intermolecularly. Formation of intramolecular versus intermolecular polysaccharide cross-links is a key question to be answered in the future if we want to judge properly the importance of hydroxycinnamate cross-links in the plant cell wall.

Arabinoxylans (AXs) play a substantial role in the cell walls of cereals, contributing to their structural integrity and stability. The physicochemical and physiological properties of AX structures vary depending on the degree and pattern of substitution. AX structures are based on a linear β-(1→4)-linked d-xylopyranose backbone, being partially substituted with α-L-arabinofuranose in O 2 and/or O 3 positions of the xylopyranose units. Alkaline-extracted wheat flour AX were hydrolyzed with endo -β-1,4-xylanases of glycoside hydrolase (GH) families 10 or 11. The resulting arabinoxylooligosaccharides (AXOS) were isolated and purified using various chromatographic techniques, including gel permeation chromatography, semi-preparative hydrophilic interaction chromatography, and high performance anion exchange chromatography. The isolated, purified compounds were characterized by their monosaccharide composition, molecular weight, and monomer binding positions via one- and two-dimensional NMR experiments. In addition to smaller AXOS, higher-substituted oligosaccharides with consecutive mono- and disubstituted xylose residues were identified in the hydrolysates, proving that GH10 and GH11 endo -xylanases can cleave more densely substituted regions of wheat AX, in which disubstitution is preferred. These oligosaccharides were obtained in quantities and purities sufficient for their use as standard compounds. We report complete NMR data sets for the four most complex AXOS (A 2+3 XA 2+3 XX, A 2+3 A 2+3 XX, XA 3 A 2+3 XX, A 3 A 2+3 XX) for the first time and also provide a complete NMR library for 17 (A)XOS that were either isolated here or commercially available.

Salicylic acid is a phenolic phytohormone which controls plant growth and development. A methyl ester (MSA) derivative thereof is volatile and involved in plant-insect or plant-plant communication. Here we show that the nematode-trapping fungus Duddingtonia flagrans uses a methyl-salicylic acid isomer, 6-MSA as morphogen for spatiotemporal control of trap formation and as chemoattractant to lure Caenorhabditis elegans into fungal colonies. 6-MSA is the product of a polyketide synthase and an intermediate in the biosynthesis of arthrosporols. The polyketide synthase (ArtA), produces 6-MSA in hyphal tips, and is uncoupled from other enzymes required for the conversion of 6-MSA to arthrosporols, which are produced in older hyphae. 6-MSA and arthrosporols both block trap formation. The presence of nematodes inhibits 6-MSA and arthrosporol biosyntheses and thereby enables trap formation. 6-MSA and arthrosporols are thus morphogens with some functions similar to quorum-sensing molecules. We show that 6-MSA is important in interkingdom communication between fungi and nematodes. Methyl salicylate ester is a plant metabolite involved in plant-insect and plant-plant interactions. Here, Yu et al. show that a nematode-trapping fungus has potential to produce a related compound, 6-methyl salicylate, which attracts its prey (nematodes) and modulates spore germination and trap formation in the fungus.

Mechanical properties of sugar beet are important during harvesting and processing. To potentially correlate mechanical properties with structural features of cell wall polymers, four different Beta varieties (Beta vulgaris L.) were characterized for their mechanical properties and cell wall composition. In addition, the influence of nitrogen fertilization was analyzed. Additional nitrogen fertilization only slightly influenced mechanical properties and cell wall composition. Hardly any structural differences of cell wall polysaccharides were observed for all Beta varieties. Slight differences in alcohol insoluble residue and protein contents, in amino acid profiles of proteins, and in esterification degree of pectins were found. The Beta varieties differed in their contents of cell wall bound phenolic components, and particularly in their dry matter contents. Analyses of mechanical properties of the Beta varieties demonstrated differences in tissue firmness and compressive strength. However, no evidence was found that the observed differences of cell wall composition are responsible for the divergent mechanical properties, with the exception of water contents that were higher in samples with less compressive strength.

Arabinoxylans of commelinid monocots are characterized by high contents of ferulic acid that is incorporated into arabinose-bearing side-chains of varying complexity. Species-related differences in the feruloylated side-chain profiles of grain arabinoxylans are observed and lead to differences in arabinoxylan functionality. Here, a semi-quantitative assay based on 1 H- 13 C-correlation NMR spectroscopy (HSQC experiment) was developed to profile feruloylated side-chains of cereal grain arabinoxylans. Following acidic liberation of the feruloylated side-chains from the xylan backbone and a clean-up step using C18 solid phase extraction, the feruloylated oligosaccharides FA (5- O - trans -feruloyl-L-arabinofuranose), FAX (β- d -xylopyranosyl-(1 → 2)-5- O - trans -feruloyl- l -arabinofuranose) and FAXG (α- l -galactopyranosyl-(1 → 2)-β- d -xylopyranosyl-(1 → 2)-5- O - trans -feruloyl- l -arabinofuranose) were analyzed by HSQC-NMR. Marker signals were identified for each compound, and experimental conditions such as solvent and internal standard as well as measurement and processing conditions were optimized for a semi-quantitative determination. The approach was validated with respect to accuracy, precision, limit of detection, and limit of quantification. The newly developed approach was applied to several cereal samples including oats, popcorn maize, wheat, and wild rice. Data were compared to an HPLC-DAD/MS approach published earlier by our group, demonstrating that the results of the HSQC approach were comparable to the more time-consuming and technically more challenging HPLC-DAD/MS method.

Food by-products can be modified by extrusion processing. However, the impact of thermal and mechanical stress, respectively, on the structure and thus functional properties of dietary fiber-rich food by-products is still unknown. In the extrusion process, thermal and mechanical stress are coupled, not constant, and difficult to measure or calculate. Thus, their influence on structural changes and functional properties cannot be evaluated separately. In this work, a specific shear cell, denoted by closed cavity rheometer, was used to treat apple pomace with defined thermal and/or mechanical stress. Dietary fiber composition and fiber polysaccharide structures appeared to be more susceptible to high temperatures than mechanical stress. With increasing temperature (and mechanical stress) soluble and low-molecular-weight soluble dietary fiber contents increased, whereas insoluble fiber contents decreased. Arabinans as rhamnogalacturonan type I polysaccharides and galacturonic acid containing pectic polysaccharides were identified as being most susceptible to degradation under these conditions. Furthermore, the defined treatment affected the functional properties. Although changes in the water solubility index (WSI) and/or the water absorption index (WAI) were not detected up to 90 °C, WSI and WAI decreased significantly at a treatment temperature of 120 °C. However, at very high temperatures (160 °C), WSI and WAI increased. The application of shear and longer treatment times resulted in higher WSI values and complex viscosities as compared to low shear stress.Graphic abstract

Physiological and textural properties of apples are greatly influenced by both cultivar and structural composition of their pectic polysaccharides. In previous studies, it was demonstrated that neutral pectic side chains (arabinans and galactans) play a major role during fruit development and postharvest processes. However, these complex polymers have a high structural heterogeneity, and some structural elements such as side chain substituents and substitution of neighboring residues cannot be analyzed by using conventional analytical methods. Therefore, fine structures of arabinans and galactans were analyzed in 14 apple cultivars before and after storage. Besides conventional methods such as methylation analysis, profiling approaches based on enzymatic cleavage were applied to obtain detailed information on the neutral side chains of pectins. Structurally different, highly branched arabinans and linear β-1,4-linked galactans were detected in all cultivars. By using enzymatic profiling approaches, rare structural elements such as β-arabinofuranose and α-arabinopyranose residues were detected. In addition, the combination of all methods indicated structural differences with regard to ramification position or patterns. Cold storage resulted in decreased portions of branched arabinans. It was demonstrated that arabinan decomposition is independent of previously detected structural variations. In addition, analysis of -arabinanase hydrolysates demonstrated that β-arabinofuranose containing side chains are enriched after storage and may play a major role in postharvest processes. Analysis of -galactanase hydrolysates showed decreased portions of galactan-bound, terminal α-arabinopyranose units after storage. Therefore, these residues are most likely removed during postharvest galactan decomposition. The results of this study demonstrate the high complexity of neutral pectin side chains in apples and that pectic structural elements are differently prone to postharvest modifications.

It is widely known that numerous adaptive responses of drought-stressed plants are stimulated by chemical messengers known as phytohormones. Jasmonic acid (JA) is one such phytohormone. But there are very few reports revealing its direct implication in drought related responses or its cross-talk with other phytohormones. In this study, we compared the morpho-physiological traits and the root proteome of a wild type (WT) rice plant with its JA biosynthesis mutant ( , disrupted in the allene oxide cyclase (AOC) gene, for insights into the role of JA under drought. The mutant had higher stomatal conductance, higher water use efficiency and higher shoot ABA levels under severe drought as compared to the WT. Notably, roots of were better developed compared to the WT under both, control and drought stress conditions. Root proteome was analyzed using the Tandem Mass Tag strategy to better understand this difference at the molecular level. Expectedly, AOC was unique but notably highly abundant under drought in the WT. Identification of other differentially abundant proteins (DAPs) suggested increased energy metabolism (i.e., increased mobilization of resources) and reactive oxygen species scavenging in under drought. Additionally, various proteins involved in secondary metabolism, cell growth and cell wall synthesis were also more abundant in roots. Proteome-guided transcript, metabolite, and histological analyses provided further insights into the favorable adaptations and responses, most likely orchestrated by the lack of JA, in the roots. Our results in are discussed in the light of JA crosstalk to other phytohormones. These results together pave the path for understanding the precise role of JA during drought stress in rice.

Coffee silver skin is produced in large amounts as a by-product during the coffee roasting process. In this study, coffee silver skin of the species Coffea arabica L. and Coffea canephora Pierre ex A. Froehner as well as silver skin pellets produced in the coffee industry were characterized with respect to both nutritional value and potential heat-induced contaminants. Enzymatic-gravimetric/chromatographic determination of the dietary fiber content showed values ranging from 59 to 67 g/100 g with a comparably high portion of soluble fiber, whereas low molecular weight soluble fiber was not detected. Compositional and methylation analysis indicated the presence of cellulose and xylans in the insoluble dietary fiber fraction, whereas pectic polysaccharides dominate the soluble dietary fiber fraction. The protein content as determined by the Kjeldahl method was in the range of 18 to 22 g/100 g, and all essential amino acids were present in coffee silver skin; whereas fat contents were low, high ash contents were determined. Elemental analysis by inductively coupled plasma mass spectrometry (ICP-MS) showed the presence of macroelements in large amounts, whereas toxic mineral elements were only detected in trace amounts or being absent. Acrylamide was quantified with levels of 24–161 µg/kg. Although 5-hydroxymethylfurfural was detected, its concentration was below the limit of determination. Furfuryl alcohol was not detected.