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1. Compound ID: 24458
Fer-(9-5)-a-L-Araf-(1-3)-b-D-Xylp-(1-4)-D-Xyl
Fer = ferulic acid |
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Structure type: oligomer
Compound class: arabinoxylan feruloylated
Contained glycoepitopes: IEDB_114701,IEDB_136907,IEDB_150942,IEDB_167188,IEDB_174332
The structure is contained in the following publication(s):
- Article ID: 10024
Ishii T, Saka H "Inhibition of auxin-stimulated elongation of cells in rice lamina joints by a feruloylated arabinoxylan trisaccharide" -
Plant and Cell Physiology 33 (1992) 321-324
Journal NLM ID: 9430925Publisher: Tokyo: Oxford University Press
- Article ID: 10522
Kato Y, Nevins DJ "Isolation and identification of O-(5-O-feruloyl-α-L-arabinofuranosyl)-(1-3)-O-β-D-xylopyranosyl-(1-4)-D-xylose as a component of Zea shoot cell-walls" -
Carbohydrate Research 137 (1985) 139-150
Journal NLM ID: 0043535Publisher: Elsevier
Methods: 13C NMR, GC
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2. Compound ID: 25347
Fer-(9-5)-a-L-Araf-(1-3)-b-D-Xylp-(1-4)-D-Xylp
Fer = trans-ferulic acid |
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Structure type: oligomer
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_114701,IEDB_136907,IEDB_150942,IEDB_167188,IEDB_174332
The structure is contained in the following publication(s):
- Article ID: 10241
Harvey IM, Hartley RD, Harris JP, Curzon EH "Linkage of p-coumaroyl and feruloyl groups to cell wall polysaccharides of barley straw" -
Carbohydrate Research 148 (1986) 71-85
Treatment of cell walls of barley straw with Oxyporus “cellulase” (a mixture of polysaccharide hydrolases) released compounds containing p-coumaroyl and feruloyl groups bound to carbohydrates, two of which were identified as O-[5-O-(trans-p-coumaroyl)-α-l-arabinofuranosyl]-(1→3)-O-β-d-xylopyranosyl-(1→4)-d-xylopyranose (PAXX) and O-[5-O-(trans-feruloyl)-α-l-arabinofuranosyl]-(1→3)-O-β-d-xylopyranosyl-(1→4)-d-xylopyranose (FAXX).
Publication DOI: 10.1016/0008-6215(86)80038-6Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Animal and Grassland Research Institute, Hurley, UK, Plant Cell Biology Research Centre, University of Melbourne, Parkville, Australia, Department of Chemistry and Molecular Sciences, University of Warwick, Coventry, Great Britain
Methods: 13C NMR, 1H NMR, GC-MS, HPLC
- Article ID: 10263
Ralet MC, Faulds CB, Williamson G, Thibault JF "Feruloylated oligosaccharides from cell-wall polysaccharides, Part III. Degradation of feruloylated oligosaccharides from sugar-beet pulp and wheat bran by ferulic acid esterases from Aspergillus niger" -
Carbohydrate Research 263 (1994) 257-269
The activity of two forms of ferulic acid esterase (FAE) from Aspergillus niger on a synthetic feruloylated substrate (methyl ferulate) and on 11 different feruloylated oligosaccharides from sugar-beet pulp and wheat bran was determined. The enzymes exhibited different specificities for the various feruloylated substrates and were more active on certain substrates of cell-wall origin than on methyl ferulate. Both enzymes preferred the arabinose residue to which ferulic acid is attached in the furanose form. FAE-I had no clear preference for the type of linkage involved between the ferulic acid units and the oligosaccharide chain. In contrast, FAE-III had a clear requirement for ferulic acid to be attached to O-5 of the Ara f ring while no catalysis was observed when ferulic acid was attached to O-2. Both enzymes showed maximum activity on feruloylated trisaccharides. An increase in the length of the oligosaccharide chain did not preclude catalysis, but feruloylated oligosaccharides of a dp > 3 were hydrolysed at a reduced rate. Our results support the hypothesis that different kinds of ferulic acid esterases exist with different specificities for the oligosaccharide chain of the feruloylated substrates.
beet pulp, ferulic acid, wheat bran, ferulic acid esterases
NCBI PubMed ID: 7805053Publication DOI: 10.1016/0008-6215(94)00177-4Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Institut National de la Recherche Agronomique, Laboratoire de Biochimie et Technologie des Glucides, Nantes, France, Institute of Food Research, Norwich Laboratory, Norwich Research Park, Norwich, United Kingdom
Methods: enzymatic digestion
- Article ID: 10303
Ishii T, Hiroi T "Isolation and characterization of feruloylated arabinoxylan oligosaccharides from bamboo shoot cell-walls" -
Carbohydrate Research 196 (1990) 175-183
NCBI PubMed ID: 2346936Publication DOI: 10.1016/0008-6215(90)84117-DJournal NLM ID: 0043535Publisher: Elsevier
Institutions: Forestry and Forest Products Research Institute, Tsukuba Norin Kenkyu Danchinai, Ibaraki, Japan
- Article ID: 10795
Ishii T "Structure and functions of feruloylated polysaccharides" -
Plant Science 127(2) (1997) 111-127
Cell wall polysaccharides contain a small amount of ester-linked hydroxycinnamic acid derivatives, such as p-coumaric and ferulic acids. These hydroxycinnamic acids can be coupled oxidatively to form the acid dimers. Dimer formation in the growing plant cell wall would cause the cross-linkage of cell wall polysaccharides and lead to an increase in wall rigidity. Feruloyl polysaccharide esters would also participate with lignin monomers in oxidative coupling pathways to generate a ferulate-polysaccharide-lignin complexes during cell wall development. Feruloyl oligosaccharides derived from feruloyl polysaccharides have been shown to inhibit cell elongation growth induced by auxin or gibberellins. Feruloyl polysaccharides are critical entities in directing wall cross-linking and in limiting biodegradability by microorganisms.
cell wall, Cross-linking, Feruloyl polysaccharides
Publication DOI: 10.1016/S0168-9452(97)00130-1Publisher: Elsevier
Institutions: Forestry and Forest Products Research Institute, P.O. Box 16, Tsukuba Norin Kenkyu Danchi-nai, Ibaraki, 305, Japan
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3. Compound ID: 25411
Structure type: oligomer
Contained glycoepitopes: IEDB_136907,IEDB_150942
The structure is contained in the following publication(s):
- Article ID: 10261
Ralet MC, Thibault JF, Faulds CB, Williamson G "Feruloylated oligosaccharides from cell-wall polysaccharides, Part I. Isolation and purification of feruloylated oligosaccharides from cell walls of sugar-beet pulp" -
Carbohydrate Research 263 (1994) 227-241
Cell walls from sugar-beet pulp contain some feruloyl groups linked to the pectic neutral side-chains. Enzymic as well as chemical hydrolysis of the pulp yielded a series of feruloylated oligosaccharides, which have been purified by Sephadex LH-20 and Biogel P-2 chromatography in aqueous solvents. Feruloylated arabinose di-, tri-, hexa-, hepta-, and octa-saccharides as well as feruloylated galactose disaccharides were obtained after hydrolysis of the pulp with a mixture of fungal carbohydrases (Driselase). Feruloylated arabinose and galactose monosaccharides were obtained through mild acid hydrolyses. Both arabinose and galactose residues in the side-chains are feruloylated, 50–55% of the feruloyl groups being linked to arabinose residues and 45–50% to galactose residues. It is concluded that 1 out of 56 arabinose residues and 1 out of 16 galactose residues present as pectic side-chains in sugar-beet pulp carry a feruloyl group.
pectins, galactans, beet pulp, ferulic acid, arabinans
NCBI PubMed ID: 7805051Publication DOI: 10.1016/0008-6215(94)00175-8Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Institut National de la Recherche Agronomique, Laboratoire de Biochimie et Technologie des Glucides, Nantes, France, Institute of Food Research, Norwich Laboratory, Norwich Research Park, Norwich, United Kingdom
Methods: gel filtration, mild acid hydrolysis, HPLC, enzymatic digestion, FPLC, DEAEC
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4. Compound ID: 25412
Fer-(9-?)-a-L-Araf-(1-3)-a-L-Araf-(1-5)-L-Araf
Fer = ferulic acid |
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Structure type: oligomer
Contained glycoepitopes: IEDB_136907,IEDB_150942
The structure is contained in the following publication(s):
- Article ID: 10261
Ralet MC, Thibault JF, Faulds CB, Williamson G "Feruloylated oligosaccharides from cell-wall polysaccharides, Part I. Isolation and purification of feruloylated oligosaccharides from cell walls of sugar-beet pulp" -
Carbohydrate Research 263 (1994) 227-241
Cell walls from sugar-beet pulp contain some feruloyl groups linked to the pectic neutral side-chains. Enzymic as well as chemical hydrolysis of the pulp yielded a series of feruloylated oligosaccharides, which have been purified by Sephadex LH-20 and Biogel P-2 chromatography in aqueous solvents. Feruloylated arabinose di-, tri-, hexa-, hepta-, and octa-saccharides as well as feruloylated galactose disaccharides were obtained after hydrolysis of the pulp with a mixture of fungal carbohydrases (Driselase). Feruloylated arabinose and galactose monosaccharides were obtained through mild acid hydrolyses. Both arabinose and galactose residues in the side-chains are feruloylated, 50–55% of the feruloyl groups being linked to arabinose residues and 45–50% to galactose residues. It is concluded that 1 out of 56 arabinose residues and 1 out of 16 galactose residues present as pectic side-chains in sugar-beet pulp carry a feruloyl group.
pectins, galactans, beet pulp, ferulic acid, arabinans
NCBI PubMed ID: 7805051Publication DOI: 10.1016/0008-6215(94)00175-8Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Institut National de la Recherche Agronomique, Laboratoire de Biochimie et Technologie des Glucides, Nantes, France, Institute of Food Research, Norwich Laboratory, Norwich Research Park, Norwich, United Kingdom
Methods: gel filtration, mild acid hydrolysis, HPLC, enzymatic digestion, FPLC, DEAEC
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5. Compound ID: 25426
Structure type: oligomer
Contained glycoepitopes: IEDB_136907,IEDB_150942
The structure is contained in the following publication(s):
- Article ID: 10263
Ralet MC, Faulds CB, Williamson G, Thibault JF "Feruloylated oligosaccharides from cell-wall polysaccharides, Part III. Degradation of feruloylated oligosaccharides from sugar-beet pulp and wheat bran by ferulic acid esterases from Aspergillus niger" -
Carbohydrate Research 263 (1994) 257-269
The activity of two forms of ferulic acid esterase (FAE) from Aspergillus niger on a synthetic feruloylated substrate (methyl ferulate) and on 11 different feruloylated oligosaccharides from sugar-beet pulp and wheat bran was determined. The enzymes exhibited different specificities for the various feruloylated substrates and were more active on certain substrates of cell-wall origin than on methyl ferulate. Both enzymes preferred the arabinose residue to which ferulic acid is attached in the furanose form. FAE-I had no clear preference for the type of linkage involved between the ferulic acid units and the oligosaccharide chain. In contrast, FAE-III had a clear requirement for ferulic acid to be attached to O-5 of the Ara f ring while no catalysis was observed when ferulic acid was attached to O-2. Both enzymes showed maximum activity on feruloylated trisaccharides. An increase in the length of the oligosaccharide chain did not preclude catalysis, but feruloylated oligosaccharides of a dp > 3 were hydrolysed at a reduced rate. Our results support the hypothesis that different kinds of ferulic acid esterases exist with different specificities for the oligosaccharide chain of the feruloylated substrates.
beet pulp, ferulic acid, wheat bran, ferulic acid esterases
NCBI PubMed ID: 7805053Publication DOI: 10.1016/0008-6215(94)00177-4Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Institut National de la Recherche Agronomique, Laboratoire de Biochimie et Technologie des Glucides, Nantes, France, Institute of Food Research, Norwich Laboratory, Norwich Research Park, Norwich, United Kingdom
Methods: enzymatic digestion
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6. Compound ID: 25429
b-D-Xylp-(1-4)-+
|
Fer-(9-5)-a-L-Araf-(1-3)-b-D-Xylp-(1-4)-D-Xylp
Fer = trans-ferulic acid |
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Structure type: oligomer
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_114701,IEDB_136907,IEDB_150942,IEDB_167188,IEDB_174332
The structure is contained in the following publication(s):
- Article ID: 10263
Ralet MC, Faulds CB, Williamson G, Thibault JF "Feruloylated oligosaccharides from cell-wall polysaccharides, Part III. Degradation of feruloylated oligosaccharides from sugar-beet pulp and wheat bran by ferulic acid esterases from Aspergillus niger" -
Carbohydrate Research 263 (1994) 257-269
The activity of two forms of ferulic acid esterase (FAE) from Aspergillus niger on a synthetic feruloylated substrate (methyl ferulate) and on 11 different feruloylated oligosaccharides from sugar-beet pulp and wheat bran was determined. The enzymes exhibited different specificities for the various feruloylated substrates and were more active on certain substrates of cell-wall origin than on methyl ferulate. Both enzymes preferred the arabinose residue to which ferulic acid is attached in the furanose form. FAE-I had no clear preference for the type of linkage involved between the ferulic acid units and the oligosaccharide chain. In contrast, FAE-III had a clear requirement for ferulic acid to be attached to O-5 of the Ara f ring while no catalysis was observed when ferulic acid was attached to O-2. Both enzymes showed maximum activity on feruloylated trisaccharides. An increase in the length of the oligosaccharide chain did not preclude catalysis, but feruloylated oligosaccharides of a dp > 3 were hydrolysed at a reduced rate. Our results support the hypothesis that different kinds of ferulic acid esterases exist with different specificities for the oligosaccharide chain of the feruloylated substrates.
beet pulp, ferulic acid, wheat bran, ferulic acid esterases
NCBI PubMed ID: 7805053Publication DOI: 10.1016/0008-6215(94)00177-4Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Institut National de la Recherche Agronomique, Laboratoire de Biochimie et Technologie des Glucides, Nantes, France, Institute of Food Research, Norwich Laboratory, Norwich Research Park, Norwich, United Kingdom
Methods: enzymatic digestion
- Article ID: 10303
Ishii T, Hiroi T "Isolation and characterization of feruloylated arabinoxylan oligosaccharides from bamboo shoot cell-walls" -
Carbohydrate Research 196 (1990) 175-183
NCBI PubMed ID: 2346936Publication DOI: 10.1016/0008-6215(90)84117-DJournal NLM ID: 0043535Publisher: Elsevier
Institutions: Forestry and Forest Products Research Institute, Tsukuba Norin Kenkyu Danchinai, Ibaraki, Japan
- Article ID: 10795
Ishii T "Structure and functions of feruloylated polysaccharides" -
Plant Science 127(2) (1997) 111-127
Cell wall polysaccharides contain a small amount of ester-linked hydroxycinnamic acid derivatives, such as p-coumaric and ferulic acids. These hydroxycinnamic acids can be coupled oxidatively to form the acid dimers. Dimer formation in the growing plant cell wall would cause the cross-linkage of cell wall polysaccharides and lead to an increase in wall rigidity. Feruloyl polysaccharide esters would also participate with lignin monomers in oxidative coupling pathways to generate a ferulate-polysaccharide-lignin complexes during cell wall development. Feruloyl oligosaccharides derived from feruloyl polysaccharides have been shown to inhibit cell elongation growth induced by auxin or gibberellins. Feruloyl polysaccharides are critical entities in directing wall cross-linking and in limiting biodegradability by microorganisms.
cell wall, Cross-linking, Feruloyl polysaccharides
Publication DOI: 10.1016/S0168-9452(97)00130-1Publisher: Elsevier
Institutions: Forestry and Forest Products Research Institute, P.O. Box 16, Tsukuba Norin Kenkyu Danchi-nai, Ibaraki, 305, Japan
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7. Compound ID: 25466
b-D-Xylp-(1-4)-+
|
Fer-(9-5)-a-L-Araf-(1-3)-b-D-Xylp-(1-4)-D-Xyl
Fer = trans-ferulic acid |
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Structure type: oligomer
Contained glycoepitopes: IEDB_114701,IEDB_136907,IEDB_150942,IEDB_167188,IEDB_174332
The structure is contained in the following publication(s):
- Article ID: 10277
Kato A, Azuma J, Koshijima T "Isolation and identification of a new feruloylated tetrasaccharide from Bagasse lignin carbohydrate complex containing phenolic acid" -
Agricultural and Biological Chemistry 51 (1987) 1691-1693
Journal NLM ID: 0370452Publisher: Tokyo: Agricultural Chemical Society Of Japan
Methods: 13C NMR, 1H NMR, MS
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8. Compound ID: 25476
Fer-(9-5)-a-L-Araf-(1-3)-b-D-Xylp-(1-4)-D-Xyl
Fer = trans-ferulic acid |
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Structure type: oligomer
Trivial name: FAXX
Contained glycoepitopes: IEDB_114701,IEDB_136907,IEDB_150942,IEDB_167188,IEDB_174332
The structure is contained in the following publication(s):
- Article ID: 10285
Faulds CB, Williamson G "Release of ferulic acid from plant polysaccharides by ferulic acid esterase from Streptomyces olivochromogenes" -
Carbohydrate Polymers 21 (1993) 153-155
Streptomyces olivochromogenes ferulic acid esterase released free ferulic acid from 0-[5-0-(trans-feruloyl)-α-l-arabinofuranosyl]-(1→3)-O-β-xylopyranosyl-(1→4)-d-xylopyranose (FAXX) prepared from wheat bran. The Km and Vmax of the reaction were 0·24 mm and 0·134 U mg−1, respectively. The enzyme released 0·25% of the covalently bound ferulic acid from sugar beet pectin both in the presence and in the absence of pectinase.
Publication DOI: 10.1016/0144-8617(93)90011-RJournal NLM ID: 8307156Publisher: Elsevier
Institutions: Department of Food Molecular Biochemistry, AFRC Institute of Food Research, Norwich Research Park, Colney, Norwich, UK
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9. Compound ID: 26136
a-D-GlcpA4Me-(1-2)-+
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a-D-GlcpA4Me-(1-2)-+ Fer-(9-5)-a-L-Araf-(1-3)-+ | Fer-(9-5)-a-L-Araf-(1-3)-+
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-4)-b-D-Xylp2Ac-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp3Ac-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp3Ac-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-
Fer = ferulic acid |
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Structure type: polymer chemical repeating unit
Compound class: heteroxylan
Contained glycoepitopes: IEDB_114701,IEDB_115136,IEDB_136907,IEDB_140630,IEDB_150942,IEDB_167188,IEDB_174332
The structure is contained in the following publication(s):
- Article ID: 10457
Coughlan MP, Hazlewood GP "β-1,4-D-xylan-degrading enzyme systems: biochemistry, molecular biology and applications" -
Biotechnology and Applied Biochemistry 17 (1993) 259-289
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10. Compound ID: 26198
Structure type: monomer
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_136907,IEDB_150942
The structure is contained in the following publication(s):
- Article ID: 10476
Ohta T, Yamasaki S, Egashira Y, Sanada H "Antioxidative activity of corn bran hemicellulose fragments" -
Journal of Agricultural and Food Chemistry 42 (1994) 653-656
Journal NLM ID: 0374755Publisher: American Chemical Society
- Article ID: 10866
Wende G, Fry SC "2-O-β-D-xylopyranosyl-(5-O-feruloyl)-L-arabinose, a widespread component of grass cell walls" -
Phytochemistry 44(6) (1997) 1019-1030
Graminaceous cell walls contain arabinoxylans in which some of the Araf residues are 5-O-feruloylated. In the present study, mild acid hydrolysis of (pentosyl-H-3)-labelled Festuca arundinacea cell walls yielded the well-characterized 5-O-Fer-L-Ara (1) and at least seven new (E)-feruloylated oligosaccharides, 2-8. Compound 2 was a feruloylated disaccharide, Fer-(D-Xylp→L-Ara); electrophoresis in molybdate buffer, Smith degradation and methylation analysis showed a (1→2)-linkage. H-1 and C-13 NMR data and susceptibility to commercial β-D-xylosidase indicated a β-linkage. Graded alkaline hydrolysis of 2 showed no evidence for more than one ester group. Hydrolysis with commercial β-xylosidase yielded 5-O-feruloyl-L-arabinose. Compound 2 was thus 2-O-β-D-xylopyranosyl-(5-O-feruloyl)-L-arabinose. We propose that 2 was furanose-linked to a xylan backbone in the intact polymer. Compounds 3-8 also appeared to be O-feruloyl oligosaccharides with a former Araf residue at the reducing terminus. Mild acid hydrolysis of cell walls from twenty other species of grass and one palm also yielded compounds 1-3, and most or all of 4-8. Therefore, these complex feruloylated side-chains of arabinoxylans are widespread or universal in the Gramineae. Their possible biological roles are discussed.
Oligosaccharides, Gramineae, Festuca arundinacea, tall fescue grass, feruloyl esters, arabinoxylans, plant cell walls
Publication DOI: 10.1016/S0031-9422(96)00649-8Journal NLM ID: 0151434Publisher: Elsevier
Institutions: ICMB, DBS, The University of Edinburgh, Daniel Rutherford Building, The King's Buildings, Mayfield Road, Edinburgh EH9 3JH, U.K.
Methods: gel filtration, 13C NMR, 1H NMR, methylation, GC-MS, sugar analysis, mild acid hydrolysis, Smith degradation, HPLC, alkaline hydrolysis, paper electrophoresis, radioactivity assay, paper chromatograph
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11. Compound ID: 26199
Fer-(9-5)-a-L-Araf-(1-3)-b-D-Xylp-(1-4)-D-Xylp
Fer = ferulic acid |
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Structure type: oligomer
Compound class: arabinoxylan feruloylated
Contained glycoepitopes: IEDB_114701,IEDB_136907,IEDB_150942,IEDB_167188,IEDB_174332
The structure is contained in the following publication(s):
- Article ID: 10476
Ohta T, Yamasaki S, Egashira Y, Sanada H "Antioxidative activity of corn bran hemicellulose fragments" -
Journal of Agricultural and Food Chemistry 42 (1994) 653-656
Journal NLM ID: 0374755Publisher: American Chemical Society
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12. Compound ID: 26317
a-L-Araf-(1-3)-+
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D-Galp-(1-4)-b-D-Xylp-(1-3)-+ |
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a-D-GlcpA-(1-2)-+ | |
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a-L-Araf-(1-3)-+ | | |
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b-D-Xylp-(1-3)-a-L-Araf-(1-3)-+ | | | |
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a-L-Araf-(1-3)-+ | | | | |
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a-L-Araf-(1-3)-+ | | | | | |
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Fer-(9-5)-+ | | | | | | |
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b-D-Xylp-(1-3)-a-L-Araf-(1-2)-+ | | | | | | |
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D-Galp-(1-5)-a-L-Araf-(1-3)-+ | | | | | | | |
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b-D-Xylp-(1-2)-a-L-Araf-(1-2)-+ | | | | | | | | |
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b-D-Xylp-(1-3)-+ | | | | | | | | | |
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a-D-GlcpA-(1-2)-+ | | | | | | | | | | |
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Fer-(9-5)-+ | | | | | | | | | | | |
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D-Galp-(1-4)-b-D-Xylp-(1-2)-a-L-Araf-(1-3)-+ | | | | | | | | | | | |
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b-D-Xylp-(1-3)-a-L-Araf-(1-3)-+ | | | | | | | | | | | | |
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a-L-Araf-(1-2)-+ | | | | | | | | | | | | | |
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b-D-Xylp-(1-3)-+ | | | | | | | | | | | | | | |
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a-L-Araf-(1-3)-+ | | | | | | | | | | | | | | | |
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Fer-(9-5)-a-L-Araf-(1-3)-+ | | | | | | | | | | | | | | | | |
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a-D-GlcpA-(1-2)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-D-Xylp
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a-L-Araf-(1-2)-+ a-L-Araf-(1-3)-+ a-L-Araf-(1-3)-+ a-L-Araf-(1-3)-+ b-D-Xylp-(1-3)-+ a-L-Araf-(1-2)-+
Fer = ferulic acid |
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Structure type: oligomer
Compound class: heteroxylan
Contained glycoepitopes: IEDB_114701,IEDB_115136,IEDB_136044,IEDB_136906,IEDB_136907,IEDB_137472,IEDB_140630,IEDB_141794,IEDB_150942,IEDB_151528,IEDB_167188,IEDB_174332,IEDB_190606,SB_165,SB_166,SB_187,SB_195,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 10539
Saulnier L, Marot C, Chanliaud E, Thibault JF "Cell wall polysaccharide interactions in maize bran" -
Carbohydrate Polymers 26 (1995) 279-287
Sequential extractions with alkali have been carried out in order to study the nature of linkages which hold heteroxylans in maize bran cell walls. Treatment with 0.5 m sodium hydroxide at 30 °C for 2 h released all the phenolic acids (p-coumaric, ferulic, and diferulic) but extracted only ~30% of heteroxylans (S1); further treatment with 1.5 m potassium hydroxide at 100 °C for 2 h released the remaining heteroxylans (S2). The heteroxylans from S1 and S2 had a similar neutral sugar composition and structure, but their weight average molecular weights were 270 kDa (Mw/Mn=2) and 370 kDa (Mw/Mn=2.8), respectively. Proteins (5%) are found with polysaccharides from S1 and S2, with different amino acid composition. The results suggest that covalent linkages through phenolic acids are only partly responsible for the associations of maize bran heteroxylans in the cell wall and that linkages to structural cell wall proteins were probably the main cause of heteroxylan insolubility.
Publication DOI: 10.1016/0144-8617(95)00020-8Journal NLM ID: 8307156Publisher: Elsevier
Institutions: INRA, Laboratoire de Biochimie et Technologie des Glucides, Nantes, France
Methods: acid hydrolysis, GLC, HPLC, HPSEC-MALLS, enzymatic digestion, ion-exchange chromatography, methylation analysis, viscometry, size-exclusion chromatography
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13. Compound ID: 27014
Structure type: oligomer
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_114701,IEDB_136907,IEDB_150942,IEDB_167188,IEDB_174332
The structure is contained in the following publication(s):
- Article ID: 10795
Ishii T "Structure and functions of feruloylated polysaccharides" -
Plant Science 127(2) (1997) 111-127
Cell wall polysaccharides contain a small amount of ester-linked hydroxycinnamic acid derivatives, such as p-coumaric and ferulic acids. These hydroxycinnamic acids can be coupled oxidatively to form the acid dimers. Dimer formation in the growing plant cell wall would cause the cross-linkage of cell wall polysaccharides and lead to an increase in wall rigidity. Feruloyl polysaccharide esters would also participate with lignin monomers in oxidative coupling pathways to generate a ferulate-polysaccharide-lignin complexes during cell wall development. Feruloyl oligosaccharides derived from feruloyl polysaccharides have been shown to inhibit cell elongation growth induced by auxin or gibberellins. Feruloyl polysaccharides are critical entities in directing wall cross-linking and in limiting biodegradability by microorganisms.
cell wall, Cross-linking, Feruloyl polysaccharides
Publication DOI: 10.1016/S0168-9452(97)00130-1Publisher: Elsevier
Institutions: Forestry and Forest Products Research Institute, P.O. Box 16, Tsukuba Norin Kenkyu Danchi-nai, Ibaraki, 305, Japan
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14. Compound ID: 27015
Structure type: monomer
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_136907,IEDB_150942
The structure is contained in the following publication(s):
- Article ID: 10795
Ishii T "Structure and functions of feruloylated polysaccharides" -
Plant Science 127(2) (1997) 111-127
Cell wall polysaccharides contain a small amount of ester-linked hydroxycinnamic acid derivatives, such as p-coumaric and ferulic acids. These hydroxycinnamic acids can be coupled oxidatively to form the acid dimers. Dimer formation in the growing plant cell wall would cause the cross-linkage of cell wall polysaccharides and lead to an increase in wall rigidity. Feruloyl polysaccharide esters would also participate with lignin monomers in oxidative coupling pathways to generate a ferulate-polysaccharide-lignin complexes during cell wall development. Feruloyl oligosaccharides derived from feruloyl polysaccharides have been shown to inhibit cell elongation growth induced by auxin or gibberellins. Feruloyl polysaccharides are critical entities in directing wall cross-linking and in limiting biodegradability by microorganisms.
cell wall, Cross-linking, Feruloyl polysaccharides
Publication DOI: 10.1016/S0168-9452(97)00130-1Publisher: Elsevier
Institutions: Forestry and Forest Products Research Institute, P.O. Box 16, Tsukuba Norin Kenkyu Danchi-nai, Ibaraki, 305, Japan
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15. Compound ID: 27016
Structure type: oligomer
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_114701,IEDB_136907,IEDB_150942,IEDB_167188,IEDB_174332
The structure is contained in the following publication(s):
- Article ID: 10795
Ishii T "Structure and functions of feruloylated polysaccharides" -
Plant Science 127(2) (1997) 111-127
Cell wall polysaccharides contain a small amount of ester-linked hydroxycinnamic acid derivatives, such as p-coumaric and ferulic acids. These hydroxycinnamic acids can be coupled oxidatively to form the acid dimers. Dimer formation in the growing plant cell wall would cause the cross-linkage of cell wall polysaccharides and lead to an increase in wall rigidity. Feruloyl polysaccharide esters would also participate with lignin monomers in oxidative coupling pathways to generate a ferulate-polysaccharide-lignin complexes during cell wall development. Feruloyl oligosaccharides derived from feruloyl polysaccharides have been shown to inhibit cell elongation growth induced by auxin or gibberellins. Feruloyl polysaccharides are critical entities in directing wall cross-linking and in limiting biodegradability by microorganisms.
cell wall, Cross-linking, Feruloyl polysaccharides
Publication DOI: 10.1016/S0168-9452(97)00130-1Publisher: Elsevier
Institutions: Forestry and Forest Products Research Institute, P.O. Box 16, Tsukuba Norin Kenkyu Danchi-nai, Ibaraki, 305, Japan
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