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1.
Although the enzymatic or ruminal degradability of plants deficient in cinnamyl alcohol dehydrogenase (CAD) is often greater than their normal counterparts, factors responsible for these degradability differences have not been identified. Since lignins in CAD deficient plants often contain elevated concentrations of aldehydes, we used a cell-wall model system to evaluate what effect aldehyde-containing lignins have on the hydrolysis of cell walls by fungal enzymes. Varying ratios of coniferaldehyde and coniferyl alcohol were polymerised into non-lignified primary walls of maize (Zea mays L) by wall-bound peroxidase and exogenously supplied H2O2. Coniferaldehyde lignins formed fewer cross-linked structures with other wall components, but they were much more inhibitory to cell wall degradation than lignins formed with coniferyl alcohol. This suggests that the improved degradability of CAD deficient plants is not related to the incorporation of p-hydroxycinnamaldehyde units into lignin. Degradability differences were diminished if enzyme loadings were increased and if hydrophobic aldehyde groups in lignins were reduced to their corresponding alcohols by ethanolic sodium borohydride. © 1998 Society of Chemical Industry.  相似文献   

2.
Two phenolic compounds, p-coumaric acid and feruloyl-arabinose, were localised by immunocytochemistry in the cell walls of the apical internode of two lines of maize (Co125 and W401) of different digestibility. The compounds were detected at two stages of cell maturity in the lignified tissues (sclerenchyma, fibres and xylem) and in the medullary parenchyma, which, in the samples studied, was not lignified. p-Coumaric acid is a phenolic acid associated with lignins, which confer resistance on plant cell walls to microbial degradation in the rumen. Feruloyl-arabinose is a compound associated with xylans, the principal hemicelluloses in Gramineae, which are potentially degradable. Labelling of p-coumaric acid decreased in both maize lines with cell age and as the cell walls became lignified. The mass of lignin deposited in the cell walls masked p-coumaric acid, thereby making it less accessible to the antibodies. There was an inverse relationship in the labelling of p-coumaric acid and feruloyl-arabinose. Feruloyl-arabinose was more heavily labelled as the plant cell walls matured in all the lignified tissues of both maize lines and in the parenchyma of the less digestible line. All tissues except the parenchyma were more heavily labelled with both sera in Co125, the more digestible line. © 1998 Society of Chemical Industry.  相似文献   

3.
The cell wall phenolic components in the internodes of three maize genotypes, namely normal, bm2 and bm3 maize, were determined. The bm2 and bm3 brown midrib mutations lowered the lignin content of the bottom, middle and top internodes to a similar extent. However, unlike bm3, the bm2 trait did not induce a sharp reduction of the level of ester-bound p-coumaric acid in maize internodes. The other main alkali labile phenolic acid, ferulic acid, reached similar levels in the three genotypes. The main difference between bm2 and bm3 mutations occurred in the alkyl aryl ether linked structures of the lignin component. In contrast to bm3 lignins, which are characterised by a low syringyl content, the bm2 lignin had a lower content of guaiacyl units than lignin of normal maize internode. Consequently, the syringyl/guaiacyl molar ratio of bm2 lignin gave higher values (2.7–3.2) than those from either normal (0.9–1.5) or bm3 lignins (0.3). The alkali solubility of lignin was also compared between the three genotypes. Incorporation of the bm3 trait in maize led to a high recovery of alkali soluble lignin whereas the bm2 lignin had a similar solubility to the normal one in 2 M NaOH. The monomeric composition of the alkali soluble lignins was consistent with the non-condensed structures of the in-situ polymer. Although the bm3 and bm2 mutations had different effects on lignification, the modification of the cell wall phenolic level was also found in the bm2 maize stem as previously studied.  相似文献   

4.
[U-14C] phenylalanine (phe*) and [O14CH3] sinapic acid (sin*) were infused into the cut ends of normal and bm3 maizes (anthesis stage) under or above the last node or at mid-internode, with or without the leaf, in light or in darkness. Radioactivity was measured in the organs, and in phenolic constituents of the cell wall and saponified residues of the bases and tops of the apical inter-node. In both maize genotype labelled under the node the radioactivity was distributed more evenly in the organs with sin* than with phe*. Infusion above the node and at mid-internode greatly increased radioactivity in the bases and tops, respectively. Removal of the leaf only slightly increased the radioactivity, mainly in the bases, and no clear-cut effect of darkness was observed. Phe* labelled the phenolic acids and the three lignin units, but the syringyl units of bm3 maize were only slightly labelled. Sin* specifically labelled the syringyl units, which represented the least condensed fraction of lignins. Both the native and labelled lignins were highly alkali soluble. There were differences in lignin biogenesis between the bases and tops, and between normal and bm3 maizes. The newly formed lignins were slightly different from the native lignins but had similar types of heterogeneity, with variations in the internode and between genotypes similar to those in native lignins. Provided due allowance is made for the distinguishing characteristics of newly formed lignins, the [14C-lignin] cell walls, which are strongly labelled on complementary structures, seem suitable model substrates for fermentation studies.  相似文献   

5.
Disappearance of cell wall components of untreated straw and straw treated with the ligninolytic white-rot fungi Phanerochaete chrysosporium, Dichomitus squalens and Cyathus stercoreus were determined during the course of rumen digestion of samples in nylon bags. The first fungus degraded hemicelluloses and cellulose non-selectively, adversely affecting the digestion rate of crude cell walls. Dichomitus squalens and C. stercoreus preferentially degraded hemicelluloses and lignin, affording cell wall degradation rates 1.5 times higher than in native straw. Furthermore, the extent of cell wall digestion was also significantly enhanced. Both strains improved the extent of cellulose digestion, whereas the potentially degradable xylan fraction remained unchanged. Polysaccharide digestion rates were influenced in different ways depending on the strain tested: straw degraded by C. stercoreus showed an increase in cellulose digestion rate by 50%, whereas residual arabinose units were slowly degraded. Xylan was degraded 1.8 times faster in straw decayed' by D. squalens, while cellulose digestion remained unchanged. Phanerochaete chrysosporium depressed both xylan and cellulose digestion rates. Fungal-treated lignins were solubilised in the rumen faster than in untreated straw, whereas only treatment by C. stercoreus resulted in higher lignin losses. Esterified phenolic acids were extensively degraded by all three fungi. Residual ferulic and p-coumaric acids accumulated during rumen digestion, although only the former decreased in the original straw.  相似文献   

6.
Faecal soluble lignin (FSL), extracted from the faeces of sheep that received orchardgrass and timothy, were compared with 90% dioxane-soluble lignins released by ball milling (MHL) and by subsequent enzymatic hydrolysis (EHL) from the same grasses. FSL contained much less carbohydrate and esterified p-coumaric and ferulic acids than MHL and EHL. Although no considerable differences were found in the yields of vanillin and syringaldehyde produced by nitrobenzene oxidation, the molar ratio of syringaldehyde to vanillin was higher for FSL than for MHL and EHL. Such differences in chemical properties among the lignin preparations were confirmed by 13C-NMR spectroscopy. FSL had a lower molecular size compared with MHL and EHL. Results indicated that syringyl-rich lignin fragments with less phenolic acid esters, probably depolymerisation products of the grass lignins, were released by digestion in sheep from the forage grasses.  相似文献   

7.
The lower halves of apical internodes of wheat harvested at the flowering stage were labelled with [U-14C] phenylalanine (phe) or with [O14CH3] sinapic acid (sin). Cell wall residues (CWR) and saponified residues (SR) were incubated in a fermenter simulating the rumen for 7 days with rumen fluid or without microorganisms (controls). PheCWR was labelled in all lignin units (measured as aldehydes from nitrobenzene oxidation), in phenolic acids and slightly in proteins. Labelling of pheSR was more lignin-specific. SinCWR and sinSR were specifically labelled in syringyl units of lignin. The fermentation of CWR resulted in phenylpropane-derived unit losses in the following decreasing order: ferulic acid>p-coumaric acid>syringaldehyde>vanillin>p-hydroxybenzaldehyde. If allowance is made for slight losses in controls, 61, 52, 61 and 63% of the phenylpropanes of pheCWR, sinCWR, pheSR and sinSR, respectively, were transformed into an acid-precipitable fraction, an acid-soluble fraction and 14CO2. The comparison of pheCWR and sinCWR degradation showed that syringyl units were solubilised into acid-precipitable molecules to a greater extent than the other lignin units; demethylation of the syringyl units of lignins was also evident from the different productions of 14CO2. Alkali-resistant lignins of SR were mainly transformed into acid-precipitable molecules and were weakly degraded. Lignin solubilisation and degradation seem to be governed by different mechanisms which depend on both cell wall structure and rumen microflora.  相似文献   

8.
Chemical and biological delignification methods were used to investigate the relationship between the concentration and composition of lignin and degradation of forage cell walls. Stem material from lucerne (Medicago sativa L), smooth bromegrass (Bromus inermis Leyss) and maize (Zea mays L) stalks was treated with alkaline hydrogen peroxide, potassium permanganate, sodium chlorite, sodium hydroxide, nitrobenzene, and the lignolytic fungus Phanerochaete chrysosporium. Klason lignin and esterified and etherified phenolic acids were delermined. Cell wall neutral sugar and uronic acid composition and the extent of in-vitro degradability were measured. Chemical delignification generally removed lignin. but the fungal treatment resulted in the removal of more polysaccharide than lignin. The concentrations of esterfied and etherified p-coumaric and ferulic acids were generally reduced in treated cell walls; chlorite treatment preferentially removing p-coumaric acid whereas nitrobenzene treatment removed more ferulic acid. Syringyl moieties were completely removed from the core lignin polymer by nitrobenzene treatment of forage stems. Alkaline hydrogen peroxide and nitrobenzene were generally the most effective delignification treatments for improving polysaccharide degradability, with the grass species responding similarly to delignification whereas lucerne was somewhat less responsive. Fungal delignification, under these experimental conditions, did not improve cell wall degradability of these forages. Multiple regression and covariate analyses indicated that the lignin components measured were not powerful predictors of cell wall degradability. Neither the concentration nor the composition of the lignin fractions was consistently correlated with degradation. This lack of effect was attributed to the more generalised disruption of the cell wall matrix structure by delignification treatments.  相似文献   

9.
The walls of the major plant cell types, sclerenchyma and parenchyma, of the second (upper) and fifth (lower) internodes from the apex of bermudagrass (Cynodon dactylon L) stem have been examined by ultraviolet absorption microspectrophotometry and the results related to wall digestibility (measured in vitro with rumen liquor) and to histochemical reactions for ‘lignin’ and phenolics. Sclerenchyma walls from the lower internode gave high values of absorbance in the ultraviolet region of the spectrum equivalent to 109 mg trans-ferulic acid g?1 dry walls; similar walls from the upper internode also gave high values but these were lower than values from the lower internode. Histochemical examination showed that the sclerenchyma walls, which were indigestible to rumen microorganisms, gave positive tests with acid phloroglucinol reagent for lignin. Parenchyma walls, which were either digested or partially digested, gave much lower absorbance values in the ultraviolet region and negative tests with acid phloroglucinol but positive tests with diazotised sulphanilic acid (upper and lower internodes) and chlorine-sulphite (lower internode) reagents. Ultraviolet absorption microspectrophotometry is a useful technique for examining phenolics within individual cell walls that vary in biodegradability.  相似文献   

10.
Samples of flax ( Linum usitatissimum ) stems from the cultivars ‘Natasja’ and ‘Ariane’ were separated into fibre and core fractions and analysed by gas–liquid chromatographic methods, 13C CPMAS NMR spectrometry, histochemistry, electron microscopy and UV absorption microspectrophotometry to assist in determining the structure and composition of these cell walls in relation to quality and utilisation. Analyses from chromatography and NMR gave similar results for carbohydrate and phenolic constituents in various samples and in the lower, more mature regions of the stem. Amounts of uronic acids and xylose were lower while amounts of mannose, galactose and glucose were higher in fibre vs core fractions. Quantities of phenolic constituents were significantly higher in the core than the fibre, with groups representative of both guaiacyl and syringyl lignins; amounts of phenolic acids were low. NMR showed a low intensity signal for aromatics in fibre, and it is possible that such signals arise from compounds in the cuticle rather than the fibre. Microscopic studies indicated that aromatic constituents were present in core cell walls, cuticle of the epidermis, and cell corners and middle lamellae of some regions within the fibre tissues. The lignin in fibre appeared to be of the guaiacyl type and may be too low in concentration to be unambiguously detected by NMR. Aromatic compounds were not observed in the epidermis or parenchyma cell walls. Similar analyses of dew-retted (unscutched) samples indicated that core tissues were mostly unchanged from unretted samples. Retted fibre tissues still contained lignified cell corners and middle lamellae in some regions. The cuticle, which was associated with retted fibres, was not degraded by dew-retting fungi. Fungi removed interfibre materials in some places and at times degraded the secondary wall near the cell lumen of fibre cells. Results indicate that microspectrophotometry and histochemistry are useful to identify the location and type of aromatics in fibre cell walls.  相似文献   

11.
Effect of laccase treatment on the content, structure, and surface distribution of lignin in jute fibers were fundamentally investigated. Four percent lignin was removed from jute fibers via the laccase treatment. The residual lignin in the laccase-treated jute fibers showed increased molecular weights, which indicated polymerization between lignins on jute fibers. Meanwhile, the phenolic hydroxyl content in lignin decreased during the laccase oxidation accompanied by demethylation of methoxyl groups and generation of carbonyl groups. Due to the degradation and subsequent polymerization of lignin by laccase, the bulgy lignins on jute fiber surfaces were redistributed, which made the surface neat and glossy.  相似文献   

12.
Structural carbohydrates and lignin were determined in two varieties each of perennial ryegrass, cocksfoot and timothy during first growth. Structural carbohydrates were extracted with N-sulphuric acid and with 72% sulphuric acid and partitioned by paper chromatography. The content of structural constituents increased and in vitro digestibility decreased as the grasses matured. When compared at the same growth stage, perennial ryegrass varieties were higher in digestibility and lower in lignin than the other grasses. When compared at the same level of dry matter digestibility cocksfoot varieties were lower in structural carbohydrates but higher in lignin than other grasses. Correlations between digestibility and the content of structural constituents including fibre were highly significant. The results are discussed with reference to the effect of varietal variation in structural constituents on digestibility and voluntary intake.  相似文献   

13.
Sections of internodes of growing maize stems were used to study the behaviour of cell walls of different tissues during in-vitro degradation with rumen fluid. Tissues with primary cell walls-middle lamellae, at early stages of development, were degraded completely. In specific tissues, newly synthesised secondary walls were highly digestible whereas the primary walls-middle lamellae of these tissues were indigestible. These primary walls-middle lamellae stained positively with acid phloroglucinol but showed no fluorescence. At pollination, when secondary walls were of considerable thickness, these walls were still completely digestible even though they stained intensely with acid phloroglucinol and showed reduced fluorescence. However, at some distance from the cut end of sections, the secondary walls of the elongated tube-like cells of sclerenchyma tissue showed considerable reduction in digestibility. Cross-sectional area and dry weight measurements of different stem tissues revealed the importance of secondary wall digestion of sclerenchyma compared with the thin-walled parenchyma. Chemical treatment with KmnO4 or NaOH resulted in colourless secondary walls after staining whereas primary walls still reacted positively. It was concluded that very small amounts of phenolic compounds (lignin) located in the primary wall-middle lamella that are not removed by KmnO4 and NaOH treatment are responsible for the decrease in digestibility of tissues during plant development. Histochemical ‘lignin’ reactions and fluorescence just detect phenolic compounds and cannot be correlated with degradation.  相似文献   

14.
BACKGROUND: Developmental changes occur in corn (Zea mays L.) stems from cell initiation to fully mature cell types. During cell wall maturation the lignin is acylated with p‐coumarates (pCA). This work describes characterization studies of the p‐coumaroylation process in relation to corn stem development. RESULTS: Corn plants from three locations were harvested and tissues were analyzed from all nodes and even‐numbered internodes above soil line. Changes in carbohydrates reflect a shift to lignification at the expense of structural polysaccharide synthesis. Accumulation of pCA paralleled the incorporation of lignin while ferulate (FA) remained relatively constant as a proportion of the cell wall (5–7 g kg?1 CW). The p‐coumaroyl transferase (pCAT), which is responsible for attaching pCA to lignin monomers, displayed maximum levels of activity in the middle region of the stem (internodes 10–12, 2–3 nmol L?1 min?1 mg?1). The syringyl content as a proportion of the total lignin did not change significantly with cell wall maturation although there was a trend towards increased amounts of syringyl units in the more mature cell walls. CONCLUSIONS: Incorporation of pCA into corn cell walls not only mirrored lignification but the pCAT activity as well. Levels of pCAT activity may be an indicator of rapid lignification specifically for syringyl type lignin. Copyright © 2008 Society of Chemical Industry  相似文献   

15.
The purpose of this study was to examine the carbohydrate and phenolic‐ester composition of cell walls in wheat bran layers. Four defined layers of wheat bran were separated manually from mature grains of wheat (Triticum aestivum L. cv. Avalon) to give samples of beeswing bran (outer pericarp), cross cells, testa + nucellar epidermis and aleurone cells. The cell‐wall material from each layer, and from a sample of intact bran, was analysed for carbohydrates and wall‐bound esterified phenolic acids. The cell‐wall material of intact bran was rich in arabinose and xylose with significant quantities of glucose and uronic acid and a relatively small amount of galactose and mannose. The varying ratios of arabinose:xylose in cell walls of isolated bran layers indicated that the heteroxylans had tissue‐specific substitution patterns. HPLC analysis of phenolic acids identified significant amounts of esterified ferulic acid and 8‐8′‐ (aryltetralin form), 5‐8′‐, 5‐5′‐, 8‐0‐4′‐ and 5‐8′‐(benzofuran form)‐dehydrodiferulic acids in the isolated cell walls. Ferulic acid was highly concentrated in the aleurone layer, whereas dehydrodiferulates were concentrated in the beeswing bran and cross cells. The role of phenolic cross‐linking is discussed in relation to the architecture of the cell walls of wheat bran and to processing implications. Copyright © 2005 Society of Chemical Industry  相似文献   

16.
The distribution of alkali labile substituents of the neutral sugar components of hemicellulose in unfractionated cell walls of early- and late-cut perennial ryegrass, wheat and barley straw, and white clover, before and after extended incubation in the rumen, was determined by a modified methylation technique. Xylose residues were found to be extensively substituted, with 50% of residues in the Gramineae and 75% in white clover carrying substituent groups on O-2 and/or O-3. Acetyl groups could account for 50–70% of substitutions, the remainder being to unknown cell wall components. The distribution of alkali-labile substituents of xylose was the same in the original plant material as in residues recovered from the rumen, and was not affected by delignification under conditions which preserved the acetyl content of cell walls. Arabinose residues were heavily substituted at O-5, with 40–60 % of residues from the Gramineae, but only 10% of residues from the white clover, carrying substituent groups at this site. Linkages to O-5 of arabinose were preserved during digestion and accumulated in residues recovered from the rumen. In all plants examined, the extent of O-5 substitution strongly correlated with the proportion of total phenolics (r=0.844) and total phenolics minus phenolic acids (r=0.779) present. The correlation was improved when restricted to the Gramineae (r=0.879 and 0.881 respectively). Within the Gramineae, the increase in the extent of substitution to O-5 of arabinose correlated well with the increase in the proportion of total material in digested residues (r=0.899). As correlations were retained or improved when values for phenolic acids were subtracted from total phenolics, and as the proportion of phenolic acids decreased during digestion, it is suggested that linkages to O-5 of arabinose represent one form of lignin-carbohydrate bonding. The importance of such linkages to the control of polysaccharide degradation and the effect of their cleavage by alkali-treatment is discussed.  相似文献   

17.
Thermal treatment is one of the widely used methods for feedstuff preservation. The aim of this study was to evaluate possible cell wall alterations during the industrial‐scale drying of alfalfa. Alfalfa is mainly dehydrated and pelleted using two drying treatments. First a thermal treatment at 70 °C is applied to the chopped raw material, prior to the main dehydration procedure which involves a temperature of about 600 °C for a restricted time (15 min). The different steps of the dehydration process did not cause significant changes in alfalfa cell wall composition, but the proportion of labile ether‐linked lignin structure (β‐O‐4) increased after the thermal shock. Chemical fractionation of cell wall carbohydrates showed that pectins were less accessible to extraction with ammonium oxalate after alfalfa drying. Moreover, xylanase (endo enzyme) was more effective on cell walls obtained from heated material. These results suggested that heat processing causes some changes in interpolymer bonds (covalent and hydrogen bonds) between pectins and the lignin/hemicellulose matrix, whereby the cell wall network is modified. © 2002 Society of Chemical Industry  相似文献   

18.
White asparagus cell walls have shown to contain important amounts of phenolics, including ferulic acid and its dimers and trimers. It has been suggested that these phenolic compounds are mainly responsible for cross‐linking the different cell wall polymers related to asparagus hardening. During post‐harvest storage, the asparagus texture and the amount of cell wall phenolics increased significantly. In the present work, the effect of post‐harvest storage conditions on the accumulation of ferulic acid and its derivatives has been investigated. Three different storage conditions were used: keeping the spears in aerobic conditions at room temperature (ART) and at 4 °C (A4 °C), and in anaerobic conditions at room temperature (AnRT). A direct relationship between phenol accumulation and increases in texture was observed, and these changes are dependent on temperature and storage atmosphere. An increase in temperature led to a higher amount of cell wall phenolics and the absence of oxygen in the storage atmosphere delayed their accumulation. The evolution of ferulic dimers during the three storage conditions suggests a relevant role of 8‐O‐4′‐diFA and 8,5′‐BAdiFA in white asparagus hardening. Copyright © 2006 Society of Chemical Industry  相似文献   

19.
Internodes of maize (Zea mays L, Co125), harvested 5 days after anthesis, were sectioned into five equal parts and samples of sclerenchyma and parenchyma cells mechanically isolated from each section. Phenolic acids and syringyl and guaiacyl degradation products of lignin were released from the walls of the two cell types by microwave digestion with 4 M NaOH. Aryl ether bonded units were selectively released by thioacidolysis. Total phenolic content of cell walls from the youngest (basal) sections were approximately two-thirds of those of the oldest, topmost sections (parenchyma 70·8–99·0 and sclerenchyma 72·5–114·1 mg g-1) indicating that the process of lignification was already well advanced amongst most of the cell walls of the youngest section. The total phenolic content was marginally, but significantly, greater (P<0·05) in sclerenchyma walls than in parenchyma walls at all stages of maturity. There was no significant difference in phenolic acid concentrations between cell types from the same section but p-coumaric acid concentration increased with maturity (P<0·001) in walls from both cell types. The increase in p-coumarate with age was matched by an increased recovery of syringyl units resulting in a constant coumaroyl: syringyl molar ratio. Recovery of acetosyringone was significantly greater (P<0·001) from sclerenchyma than parenchyma walls and, in sclerenchyma, acetosyringone as a proportion of total syringyl recovery, increased significantly with age (P=0·015). Digestion with NaOH and thioacidolysis released comparable amounts of guaiacyl residues but NaOH digestion released approximately twice the amount of syringyl residues. This difference may be explained by the retention of the ester-bond between p-coumaric acid and syringyl units during thioacidolysis but not during digestion with 4 M alkali. The similarity in phenolic composition suggested that both cell types, despite their considerable anatomical differences, were exposed to a common flux of lignin precursors during the later stages of lignification as illustrated by the internode sections. Differences between cell walls arose because of differences in the regiochemistry of precursor incorporation. © 1997 SCI.  相似文献   

20.
The quantitative analysis of phenolic OH groups is of interest for the characterization of isolated lignins when evaluating the extent to which lignin has been changed. While aminolysis is a very accurate if elaborate chemical method, the evaluation of the aliphatic and aromatic IR ester bands of acetylated lignins at 1745 and 1765 cm?1 permits a quick, easy and reliable determination of the phenolic hydroxyl groups. The excellent correlation between the two methods was proved for 35 different lignins and lignin fractions of different molecular weights.  相似文献   

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