Sugar beet (Beta vulgaris) pectins are covalently cross-linked through diferulic bridges in the cell wall

Phytochemistry

Volumn 66, Issue 24, 2005, Pages 2800-2814

  Ralet, Marie Christine ^a   André Leroux, Gwénaëlle ^a,b   Quéméner, Bernard ^a   Thibault, Jean François ^a  

^a INRA   (France)

^b INSTITUT PASTEUR   (France)

Author keywords

Amaranthaceae (Chenopodiaceae); Arabinan; Conformational minimum; Dehydrodiferulate; Dehydrodimer; Ferulic acid; Galactan; Pectin

Indexed keywords

ACER PENSYLVANICUM; AMARANTHACEAE; ARA; BETA (BEET); BETA VULGARIS; BETA VULGARIS SUBSP. VULGARIS;

EID: 28344450217     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2005.09.039     Document Type: Short Survey

References (55)

1. A.B. Blakeney, P.J. Harris, R.J. Henry, and B.A. Stone A simple and rapid preparation of alditol acetates for monosaccharide analysis Carbohydr. Res. 113 1983 291 299
2. 2 Plant Physiol. 115 1997 87 92
3. M.S. Bush, and M.C. McCann Pectic epitopes are differentially distributed in the cell walls of potato (Solanum tuberosum) tubers Physiol. Plant. 107 1999 201 213
4. S.M. Carnachan, and P.J. Harris Ferulic acid is bound to the primary cell walls of all gymnosperm families Biochem. Syst. Ecol. 28 2000 865 879
5. M.H. Clausen, M.-C. Ralet, W.G.T. Willats, L. McCartney, S.E. Marcus, J.-F. Thibault, and J.P. Knox A monoclonal antibody to feruloylated-(1 → 4)-β-d-galactan Planta 219 2004 1036 1041
6. I. Colquhoun, M.-C. Ralet, J.-F. Thibault, C.B. Faulds, and G. Williamson Structure identification of feruloylated oligosaccharides from sugar-beet pulp by NMR spectroscopy Carbohydr. Res. 263 1994 243 256
7. S. Cros, C. Hervé du Penhoat, S. Perez, and A. Imberty Modeling of arabinofuranose and arabinan. Part I: conformational flexibility of the arabinose ring Carbohydr. Res. 248 1993 81 93
8. S. Cros, A. Imberty, N. Bouchemal, C. Hervé du Penhoat, and S. Perez Modeling of arabinofuranose and arabinan. Part II: nmr and conformational analysis of arabinose and arabinan conformational flexibility of the arabinose ring Biopolymers 34 1994 1433 1447
9. B. Domon, and C.E. Costello A systematic nomenclature for carbohydrate fragmentation in FAB-MS/MS spectra conjugates Glycoconjugate J. 5 1988 397 409
10. S.C. Fry Phenolic components of the primary cell walls: feruloylated disaccharides of d-galactose and l-arabinose from spinach polysaccharide Biochem. J. 203 1982 493 504
11. S.C. Fry Cross linking of matrix polymers in the growing cell walls of angiosperms Annu. Rev. Plant Physiol. 37 1986 165 186
12. S.C. Fry, S.C. Willis, and A.J. Paterson Intraprotoplasmic and wall-localised formation of arabinoxylan-bound diferulates and larger ferulate coupling-products in maize cell-suspension cultures Planta 211 2000 679 692
13. F. Guillon, and J.-F. Thibault Methylation analysis and mild acid hydrolysis of the "hairy" fragments of sugar beet pectins Carbohydr. Res. 190 1989 85 96
14. F. Guillon, J.-F. Thibault, F.M. Rombouts, A.G.J. Voragen, and W. Pilnik Enzymic hydrolysis of the "hairy" fragments of sugar-beet pectins Carbohydr. Res. 190 1989 97 108
15. F. Guillon, and J.-F. Thibault Oxidative cross-linking of chemically and enzymatically modified sugar-beet pectin Carbohydr. Polym. 12 1990 353 374
16. D.J. Harvey Collision-induced fragmentation of underivatised carbohydrates ionized by electrospray J. Mass Spectrom. 35 2000 1178 1190
17. R.D. Hatfield, and J. Ralph Modelling the feasability of intramolecular dehydrodiferulate formation in grass walls J. Sci. Food Agric. 79 1999 425 427
18. T. Ishii Isolation and characterization of a diferuloyl arabinoxylan hexasaccharide from bamboo shoot cell-walls Carbohydr. Res. 219 1991 15 22
19. T. Ishii, and T. Tobita Structural characterization of feruloyl oligosaccharides from spinach-leafs cell walls Carbohydr. Res. 248 1993 179 190
20. S. Janaswami, and R. Chandrasekaran Polysaccharide structures from powder diffraction data: molecular models of arabinan Carbohydr. Res. 340 2005 835 839
21. S. Kamisaka, S. Takeda, K. Takahashi, and K. Shibata Diferulic and ferulic acid in the cell wall of Avena coleoptiles - their relationships to mechanical properties of the cell wall Physiol. Plant. 78 1990 1 7
22. E.M. Kerr, and S.C. Fry Extracellular cross-linking of xylan and xyloglucan in maize cell-suspension cultures: the role of oxidative phenolic coupling Planta 219 2004 73 83
23. S. Levigne, M.-C. Ralet, and J.-F. Thibault Characterisation of pectins extracted from fresh sugar beet under different conditions using an experimental design Carbohydr. Polym. 49 2002 145 153
24. S.V. Levigne, M.-C.J. Ralet, B.C. Quéméner, B.M.-L. Pollet, C. Lapierre, and J.-F.J. Thibault Isolation from sugar beet cell walls of arabinan oligosaccharides esterified by two ferulic acid monomers Plant Physiol. 134 2004 1173 1180
25. S. Levigne, M.-C. Ralet, B. Quéméner, and J.-F. Thibault Isolation of diferulic bridges ester-linked to arabinan in sugar beet cell walls Carbohydr. Res. 339 2004 2315 2319
26. M. Mazz, M.C. McCann, F. Kolpak, A.R. White, N.J. Stacey, and K. Roberts Extraction of pectic polysaccharides from sugar-beet cell walls J. Sci. Food Agric. 80 2000 17 28
27. V. Micard, J.H. Grabber, J. Ralph, C.M.G.C. Renard, and J.-F. Thibault Dehydrodiferulic acids from sugar-beet pulp Phytochemistry 44 1997 1365 1368
28. V. Micard, and J.-F. Thibault Oxidative gelation of sugar-beet pectins: use of laccases and hydration properties of the cross-linked pectins Carbohydr. Polym. 39 1999 265 273
29. A.J. Mort Interactions between pectins and other polymers G.B. Seymour J.P. Knox Pectins and their Manipulation 2002 Blackwell Publishing CRC Press Oxford 30 51
30. N. Obel, A.C. Porchia, and H.V. Scheller Intracellular feruloylation of arabinoxylan in wheat: evidence for feruloyl-glucose as precursor Planta 216 2003 620 629
31. A. Oosterveld, G. Beldman, H.A. Schols, and A.G.J. Voragen Characterization of arabinose and ferulic acid rich pectic polysaccharides and hemicelluloses from sugar beet pulp Carbohydr. Res. 328 2000 185 197
32. A. Oosterveld, G. Beldman, and A.G.J. Voragen Oxidative cross-linking of pectic polysaccharides from sugar beet pulp Carbohydr. Res. 328 2000 199 207
33. A. Oosterveld, I.E. Pol, G. Beldman, and A.G.J. Voragen Isolation of feruloylated arabinans and rhamnogalacturonans from sugar beet pulp and their gel forming ability by oxidative cross-linking Carbohydr. Polym. 44 2001 9 17
34. A. Oosterveld, G. Beldman, and A.G.J. Voragen Enzymatic modification of pectic polysaccharides obtained from sugar beet pulp Carbohydr. Polym. 48 2002 73 81
35. S. Perez, K. Mazeau, and C. Hervé du Penhat The three-dimensional structures of the pectic polysaccharides Plant Physiol. Biochem. 38 2000 37 55
36. B. Quéméner, and M.-C. Ralet Evidence for linkage position determination in known feruloylated mono- and disaccharides using electrospray ion trap mass spectrometry J. Mass Spectrom. 39 2004 1153 1160
37. M.-C. Ralet, J.-F. Thibault, C.B. Faulds, and G. Williamson Isolation and purification of feruloylated oligosaccharides from cell walls of sugar-beet pulp Carbohydr. Res. 263 1994 227 241
38. M.-C. Ralet, M.-J. Crépeau, H.-C. Buchholt, and J.-F. Thibault Polyelectrolyte behaviour and calcium binding properties of sugar beet pectins differing in their degrees of methylation and acetylation Biochem. Eng. J. 16 2003 191 201
39. J. Ralph, and R.F. Helm Lignin/hydroxycinnamic acid/polysaccharide complexes: synthetic models for regio/chemical characterization H.G. Jung D.R. Buxton R.D. Hatfield J. Ralph Forage Cell Wall Structure and Digestibility 1993 ASA-CSSA-SSSA Madison 201 246
40. C.M.G.C. Renard, Y. Champenois, and J.-F. Thibault Characterization of the extractable pectins and hemicelluloses of the cell wall of glasswort, Salicornia ramosissima Carbohydr. Polym. 22 1993 239 245
41. C.M.G.C. Renard, J.-F. Thibault, F. Liners, and P. Van Cutsem Immunological probing of pectins isolated or in situ Acta Bot. Neerl. 42 1993 199 204
42. C.M.G.C. Renard, G. Wende, and E.J. Booth Cell wall phenolics and polysaccharides in different tissues of quinoa (Chenopodium quinoa Willd) J. Sci. Food Agric. 79 1999 2029 2034
43. F.M. Rombouts, and J.-F. Thibault Feruloylated pectic substances from sugar-beet pulp Carbohydr. Res. 154 1986 177 187
44. L. Saulnier, M.-J. Crépeau, M. Lahaye, J.-F. Thibault, M.T. Garcia-Conesa, P.A. Kroon, and G. Williamson Isolation and structural determination of two 5-5′ diferuloyl oligosaccharides indicate that maize heteroxylans are covalently cross-linked by oxidatively coupled ferulates Carbohydr. Res. 320 1999 82 92
45. H.A. Schols, and A.G.J. Voragen Occurrence of pectic hairy regions in various plant cell wall materials and their degradability by rhamnogalacturonase Carbohydr. Res. 256 1994 83 95
46. J.-F. Thibault Automated-method for the determination of pectic substances Lebensm.-Wiss. u.-Technol. 12 1979 247 251
47. M.-T. Tollier, and J.-P. Robin Adaptation of the orcinol-sulfuric acid method for the automatic titration of total neutral sugars - conditions of application to plant extracts Ann. Technol. Agric. 28 1979 1 15
48. n cross-ring cleavage as a general diagnostic tool for glycan assignment in glycoconjugate mixtures J. Am. Soc. Mass Spectrom. 15 2004 1863 1868
49. N.K. Vyas Atomic features of protein-carbohydrate interactions Curr. Opin. Struct. Biol. 1 1991 732 740
50. K.W. Waldron, A. Ng, M.L. Parker, and A.J. Parr Ferulic acid dehydrodimers in the cell walls of Beta vulgaris and their possible role in texture J. Sci. Food Agric. 74 1997 221 228
51. G. Wende, K.W. Waldron, A.C. Smith, and C.T. Brett Developmental changes in cell-wall ferulate and dehydrodiferulates in sugar beet Phytochemistry 52 1999 819 827
52. G. Wende, K.W. Waldron, A.C. Smith, and C.T. Brett Tissue-specific developmental changes in cell-wall ferulate and dehydrodiferulates in sugar beet Phytochemistry 55 2000 103 110
53. W.G.T. Willats, L. McCartney, W. Mackie, and J.P. Knox Pectin: cell biology and prospects for functional analysis Plant Mol. Biol. 47 2001 9 27
54. J.-G. Yang, and T. Uchiyama Hydroxycinnamic acids and their dimers involved in the cessation of cell elongation in Mentha suspension culture Biosci. Biotech. Bioch. 64 2000 1572 1579
55. A. Yiannikouris, G. André, A. Buléon, G. Jeminet, I. Canet, J.M. François, G. Bertin, and J.P. Jouany Comprehensive conformational study of key interactions involved in zearalenone complexation with β-D-glucans Biomacromolecules 5 2004 2176 2185