Trans-α-xylosidase, a widespread enzyme activity in plants, introduces (1→4)-α-d-xylobiose side-chains into xyloglucan structures

Phytochemistry

Volumn 78, Issue , 2012, Pages 29-43

  Franková, Lenka ^a   Fry, Stephen C ^a  

^a UNIVERSITY OF EDINBURGH   (United Kingdom)

Author keywords

Molybdate electrophoresis; Oligosaccharins; Radiolabelling; Trans xylosidase; Transglycosylation; Xylobioses; Xyloglucan

Indexed keywords

DISACCHARIDE; GLUCAN; ISOPRIMEVEROSE; OLIGOSACCHARIDE; XYLAN; XYLAN 1,4 BETA XYLOSIDASE; XYLOBIOSE; XYLOGLUCAN;

ARTICLE; ASPARAGUS; CHEMICAL STRUCTURE; CHEMISTRY; ENZYMOLOGY; METABOLISM;

ASPARAGUS PLANT; DISACCHARIDES; GLUCANS; MOLECULAR STRUCTURE; OLIGOSACCHARIDES; XYLANS; XYLOSIDASES;

ASPARAGUS; ASPARAGUS OFFICINALIS; MAGNOLIOPHYTA;

EID: 84860688815     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2012.02.003     Document Type: Article

References (56)

1. S. Aldington, and S.C. Fry Oligosaccharins Adv. Bot. Res. 19 1993 1 101
2. H.J.F. Angus, and H. Weigel Complexes between polyhydroxy-compounds and inorganic oxy-acids. Part IV. Dimolybdate and ditungstate ions as complexing agents, and paper electrophoresis of maltodextrinols and isomaltodextrinols in molybdate and tungstate solutions J. Chem. Soc. 1964 3994 4000
3. D.H. Ball, and J.K.N. Jones The acid-catalysed reversion of d-xylose J. Chem. Soc. 1958 1958 33 36
4. A.P. Busato, C.G. Vargas-Rechia, P.A.J. Gorin, C.L. Petkowicz, C.A. Tischer, R. Bochicchio, and F. Reicher New 4-O-substituted xylosyl units in the xyloglucan from leaves of Hymenaea courbaril Int. J. Biol. Macromol. 35 2005 277 282
5. B.L. Cantarel, P.M. Coutinho, C. Rancurel, T. Bernard, V. Lombard, and B. Henrissat The Carbohydrate-Active EnZymes database (CAZy): an expert resource for glycogenomics Nucleic Acids Res. 37 Special Issue 2009 D233 D238
6. P.M. Collins, and R.J. Ferrier Monosaccharides 1995 John Wiley and Sons Chichester pp. 574
7. H.J. Crombie, S. Chengappa, A. Hellyer, and J.S.G. Reid A xyloglucan oligosaccharide-active, transglycosylating β-d-glucosidase from the cotyledons of nasturtium (Tropaeolum majus L) seedlings - purification, properties and characterization of a cDNA clone Plant J. 15 1998 27 38
8. A.G. Darvill, C. Augur, C. Bergmann, R.W. Carlson, J.-J. Cheong, S. Eberhard, M.G. Hahn, V.-M. Ló, V. Marfà, B. Meyer, D. Mohnen, M.A. O'Neill, M.D. Spiro, H. van Halbeek, W.S. York, and P. Albersheim Oligosaccharins - oligosaccharides that regulate growth, development and defense responses in plants Glycobiology 2 1992 181 198
9. P.H. de Alcântara, L. Martim, C.O. Silva, S.M. Dietrich, and M.S. Buckeridge Purification of a β-galactosidase from cotyledons of Hymenaea courbaril L. (Leguminosae). Enzyme properties and biological function Plant Physiol. Biochem. 44 2006 619 627
10. P.H.N. de Alcântara, S.M.C. Dietrich, and M.S. Buckeridge Xyloglucan mobilisation and purification of a (XLLG/XLXG) specific β-galactosidase from cotyledons of Copaifera langsdorffii Plant Physiol. Biochem. 37 1999 653 663
11. P.M. Dey Transgalactosylation activity of sweet almond α-galactosidase: synthesis of saccharides Phytochemistry 18 1979 35 38
12. J.C. Dumville, and S.C. Fry Gentiobiose: a novel oligosaccharin in ripening tomato fruit Planta 216 2003 484 495
13. M. Edwards, Y.J.L. Bowman, I.C.M. Dea, and J.S.G. Reid A β-galactosidase from nasturtium (Tropaeolum majus L.) cotyledons. Purification, properties and demonstration that xyloglucan is the natural substrate J. Biol. Chem. 263 1988 4333 4337
14. M. Edwards, I.C.M. Dea, P.V. Bulpin, and J.S.G. Reid Xyloglucan (amyloid) mobilisation in the cotyledons of Tropaeolum majus L. seeds following germination Planta 163 1985 133 140
15. J.M. Eklöf, and H. Brumer The XTH gene family: an update on enzyme structure, function, and phylogeny in xyloglucan remodeling Plant Physiol. 153 2010 456 466
16. C. Fanutti, M.J. Gidley, and J.S.G. Reid A xyloglucan-oligosaccharide- specific α-d-xylosidase or exo-oligoxyloglucan-α-xylohydrolase from germinated nasturtium (Tropaeolum majus L.) seeds - purification, properties and its interaction with a xyloglucan-specific endo-(1→4)-β-d-glucanase and other hydrolases during storage-xyloglucan mobilization Planta 184 1991 137 147
17. C. Fanutti, M.J. Gidley, and J.S.G. Reid Action of a pure xyloglucan endo-transglycosylase (formerly called xyloglucan-specific endo-(1→4)- β-d-glucanase) from the cotyledons of germinated nasturtium seeds Plant J. 3 1993 691 700
18. L. Franková, and S.C. Fry Phylogenetic variation in glycosidases and glycanases acting on plant cell wall polysaccharides, and the detection of transglycosidase and trans-β-xylanase activities Plant J. 67 2011 662 681
19. L. Franková, and S.C. Fry Trans-α-xylosidase and trans-β-galactosidase activities, widespread in plants, modify and stabilise xyloglucan structures 2012 Plant J. 10.1111/j.1365-313x.2012.04966.x
20. S.C. Fry The growing plant cell wall: chemical and metabolic analysis Reprint Edition 2000 The Blackburn Press Caldwell, New Jersey 1-930665-08-3 pp. xviii + 333
21. Fry, S.C., 2011a. Chapter 1: Cell wall polysaccharide composition and covalent crosslinking. In: Ulvskov, P. (Ed.), Plant Polysaccharides, Biosynthesis and Bioengineering. Annual Plant Rev. Vol. 41, Blackwell. doi: 10.1002/9781444391015.ch1. pp. 1-42.
22. S.C. Fry High-voltage paper electrophoresis (HVPE) of cell-wall building blocks and their metabolic precursors Z.A. Popper, The Plant Cell Wall Methods and Protocols 2011 Springer New York 978-1-61779-007-2 55 80
23. S.C. Fry, K.E. Mohler, B.H.W.A. Nesselrode, and L. Franková Mixed-linkage β-glucan: xyloglucan endotransglucosylase, a novel wall-remodelling enzyme from Equisetum (horsetails) and charophytic algae Plant J. 55 2008 240 252
24. S.C. Fry, R.C. Smith, K.F. Renwick, D.J. Martin, S.K. Hodge, and K.J. Matthews Xyloglucan endotransglycosylase, a new wall-loosening enzyme activity from plants Biochem. J. 282 1992 821 828
25. S.C. Fry, W.S. York, P. Albersheim, A. Darvill, T. Hayashi, J.-P. Joseleau, Y. Kato, E.P. Lorences, G.A. Maclachlan, M. McNeil, A.J. Mort, J.S.G. Reid, H.U. Seitz, R.R. Selvendran, A.G.J. Voragen, and A.R. White An unambiguous nomenclature for xyloglucan-derived oligosaccharides Physiol. Plant. 89 1993 1 3
26. I. García-Romera, and S.C. Fry Absence of transglycosylation of oligogalacturonides in plant apoplasts Phytochemistry 35 1994 67 72
27. M. Günl, and M. Pauly AXY3 encodes an α-xylosidase that impacts the abundance and accessibility of the hemicellulose xyloglucan in Arabidopsis plant cell walls Planta 233 2011 707 719
28. T. Hayashi Xyloglucans in the primary cell wall Annu. Rev. Plant Physiol. Plant Mol. Biol. 40 1989 139 168
29. P.R. Hetherington, and S.C. Fry Xyloglucan endotransglycosylase activity in carrot cell suspensions during cell elongation and somatic embryogenesis Plant Physiol. 103 1993 987 992
30. H. Hilz, L.E. de Jong, M.A. Kabel, R. Verhoef, H.A. Schols, and A.G. Voragen Bilberry xyloglucan - novel building blocks containing β-xylose within a complex structure Carbohydr. Res. 342 2007 170 181
31. M. Hisamatsu, W.S. York, A.G. Darvill, and P. Albersheim Characterization of seven xyloglucan oligosaccharides containing from seventeen to twenty glycosyl residues Carbohydr. Res. 227 1992 45 71
32. M. Hrmová, V. Farkaš, J. Lahnstein, and G.B. Fincher A barley xyloglucan xyloglucosyl transferase covalently links xyloglucan, cellulosic substrates, and (1,3;1,4)-β-d-glucans J. Biol. Chem. 282 2007 12951 12962
33. M. Hrmová, E.A. MacGregor, P. Biely, R.J. Stewart, and G.B. Fincher Substrate binding and catalytic mechanism of a barley β-d-glucosidase/(1,4)-β-d-glucan exohydrolase J. Biol. Chem. 273 1998 11134 11143
34. N. Iglesias, J.A. Abelenda, M. Rodiño, J. Sampedro, G. Revilla, and I. Zarra Apoplastic glycosidases active against xyloglucan oligosaccharides of Arabidopsis thaliana Plant Cell Physiol. 47 2006 55 63
35. O. Kosík, R.P. Auburn, S. Russell, E. Stratilová, S. Garajová, M. Hrmová, and V. Farkaš Polysaccharide microarrays for high-throughput screening of transglycosylase activities in plant extracts Glycoconjugate J. 27 2010 79 87
36. T. Koyama, T. Hayashi, Y. Kato, and K. Matsuda Degradation of xyloglucan by wall-bound enzymes from soybean tissue. II. Degradation of the fragment heptasaccharide from xyloglucan and the characteristic action pattern of the α-d-xylosidase in the enzyme system Plant Cell Physiol. 24 1983 155 162
37. B. Lindberg, J. Lönngren, and S. Svensson Specific degradation of polysaccharides Adv. Carbohydr. Chem. Biochem. 31 1975 185 241
38. G.J. McDougall, and S.C. Fry Structure-activity relationships for xyloglucan oligosaccharides with anti-auxin activity Plant Physiol. 89 1989 883 887
39. J.G. Miller, V. Farkaš, S.C. Sharples, and S.C. Fry O-Oligosaccharidyl-1-amino-1-deoxyalditols as intermediates for fluorescent labelling of oligosaccharides Carbohydr. Res. 342 2007 44 54
40. J. Nari, G. Noat, J. Ricard, E. Franchini, and A.-M. Moustacas Catalytic properties and tentative function of a cell wall β-glucosyltransferase from soybean cells cultured in vitro Plant Sci. Lett. 28 1983 313 320
41. K. Nishitani, and R. Tominaga Endo-xyloglucan transferase, a novel class of glycosyltransferase that catalyzes transfer of a segment of xyloglucan molecule to another xyloglucan molecule J. Biol. Chem. 267 1992 21058 21064
42. R. Opassiri, J.R. Ketudat Cairns, T. Akiyama, O. Wara-Aswapati, J. Svasti, and A. Esen Characterization of a rice β-glucosidase highly expressed in flower and germinating shoot Plant Sci. 165 2003 627 638
43. M.J. Peña, A.G. Darvill, S. Eberhard, W.S. York, and M.A. O'Neill Moss and liverwort xyloglucans contain galacturonic acid and are structurally distinct from the xyloglucans synthesized by hornworts and vascular plants Glycobiology 18 2008 891 904
44. Z.A. Popper, and S.C. Fry Widespread occurrence of a covalent linkage between xyloglucan and acidic polysaccharides in suspension-cultured angiosperm cells Ann. Bot. 96 2005 91 99
45. Z.A. Popper, and S.C. Fry Xyloglucan-pectin linkages are formed intraprotoplasmically, contribute to wall-assembly, and remain stable in the cell wall Planta 227 2008 781 794
46. B. Ray, C. Loutelier-Bourhis, C. Lange, E. Condamine, A. Driouich, and P. Lerouge Structural investigation of hemicellulosic polysaccharides from Argania spinosa: characterisation of a novel xyloglucan motif Carbohydr. Res. 339 2004 201 208
47. J.K.C. Rose, J. Braam, S.C. Fry, and K. Nishitani The XTH family of enzymes involved in xyloglucan endotransglucosylation and endohydrolysis: current perspectives and a new unifying nomenclature Plant Cell Physiol. 43 2002 1421 1435
48. J. Sampedro, B. Pardo, C. Gianzo, E. Guitián, G. Revilla, and I. Zarra Lack of α-xylosidase activity in Arabidopsis alters xyloglucan composition and results in growth defects Plant Physiol. 154 2010 1105 1115
49. J. Sampedro, C. Sieiro, G. Revilla, T. Gonzalez-Villa, and I. Zarra Cloning and expression pattern of a gene encoding an α-xylosidase active against xyloglucan oligosaccharides from Arabidopsis Plant Physiol. 126 2001 910 920
50. R. Schröder, R.G. Atkinson, and R.J. Redgwell Re-interpreting the role of endo-β-mannanases as mannan endotransglycosylase/hydrolases in the plant cell wall Ann. Bot. 104 2009 197 204
51. R. Schröder, T.F. Wegrzyn, N.N. Sharma, and R.G. Atkinson LeMAN4 endo-β-mannanase from ripe tomato fruit can act as a mannan transglycosylase or hydrolase Planta 224 2006 1091 1102
52. N.M. Steele, and S.C. Fry Differences in catalytic properties between native isoenzymes of xyloglucan endotransglycosylase (XET) Phytochemistry 54 2000 667 680
53. T. Takeda, Y. Furuta, T. Awano, K. Mizuno, Y. Mitsuishi, and T. Hayashi Suppression and acceleration of cell elongation by integration of xyloglucans in pea stem segments Proc. Natl. Acad. Sci. U.S.A. 99 2002 9055 9060
54. J.E. Thompson, and S.C. Fry Restructuring of wall-bound xyloglucan by transglycosylation in living plant cells Plant J. 26 2001 23 34
55. H. Weigel Paper electrophoresis of carbohydrates Adv. Carbohydr. Chem. 18 1963 61 97
56. W.S. York, A.G. Darvill, and P. Albersheim Inhibition of 2,4-dichlorophenoxyacetic acid-stimulated elongation of pea stem segments by a xyloglucan oligosaccharide Plant Physiol. 75 1984 295 297