Do polyamines contribute to plant cell wall assembly by forming amide bonds with pectins?

Phytochemistry

Volumn 66, Issue 21, 2005, Pages 2581-2594

  Lenucci, Marcello ^a,b   Piro, Gabriella ^a   Miller, Janice G ^b   Dalessandro, Giuseppe ^a   Fry, Stephen C ^b  

^a UNIVERSITY OF SALENTO   (Italy)

^b UNIVERSITY OF EDINBURGH   (United Kingdom)

Author keywords

Amide bonds; Arabidopsis thaliana; Cell wall; Cicer arietinum; Cross links; D galacturonic acid; Isopeptide bonds; Pectins; Polyamines; Putrescine; Rosa sp.

Indexed keywords

GLYCOCONJUGATE; N D GALACTURONOYL PUTRESCINAMIDE; N,N' DI D GALACTURONOYL PUTRESCINAMIDE; N,N'-DI-D-GALACTURONOYL-PUTRESCINAMIDE; N-D-GALACTURONOYL-PUTRESCINAMIDE; PECTIN; POLYAMINE;

ARABIDOPSIS; ARTICLE; CELL WALL; CHEMICAL STRUCTURE; CHEMISTRY; CHICKPEA; CYTOLOGY; HYDROLYSIS; METABOLISM; PLANT STEM; ROSE; SPINACH; SYNTHESIS;

ARABIDOPSIS; CELL WALL; CICER; GLYCOCONJUGATES; HYDROLYSIS; MOLECULAR STRUCTURE; PECTINS; PLANT STEMS; POLYAMINES; ROSA; SPINACIA OLERACEA;

ARABIDOPSIS; ARABIDOPSIS THALIANA; CICER ARIETINUM; ROSA SP.;

EID: 27644503707     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2005.08.017     Document Type: Article

References (55)

1. R.M. Abdel-Massih, E.A. Baydoun, and C.T. Brett In vitro biosynthesis of 1,4-β-galactan attached to a pectin-xyloglucan complex in pea Planta 216 2003 502 511
2. D. Aeschlimann, and M. Paulsson Cross-linking of laminin-nidogen complexes by tissue transglutaminase - a novel mechanism for basement-membrane stabilization J. Biol. Chem. 266 1991 15308 15317
3. F. Antognoni, R. Pistocchi, P. Casali, and N. Bagni Does calcium regulate polyamine uptake in carrot protoplasts? Plant Physiol. Biochem. 33 1995 701 702
4. A. Apelbaum, Z.N. Camellakis, P.B. Applewhite, R. Kaur-Sawhney, and A.W. Galston Binding of spermidine to a unique protein in thin-layer tobacco tissue culture Plant Physiol. 88 1988 996 998
5. H.M.A. Awal, T. Kinoshita, I. Yoshida, M. Doe, and E. Hirasawa Aminoaldehyde dehydrogenase of pea epicotyls Phytochemistry 44 1997 997 1000
6. R. Balint, G. Cooper, M. Staebell, and P. Filner N-Caffeoyl-4-amino-n- butyric acid, a new flower-specific metabolite in cultured tobacco cells and tobacco plants J. Biol. Chem. 262 1987 11026 11031
7. H.S. Basu, H.C.A. Schwietert, B.G. Feuerstein, and L.J. Marton Effect of variation in the structure of spermine on the association with DNA and the induction of DNA conformational changes Biochem. J. 269 1990 329 334
8. G. Berta, M.M. Altamura, A. Fusconi, F. Cerreti, F. Capitani, and N. Bagni The plant cell wall is altered by inhibition of polyamine biosynthesis New Phytol. 137 1997 569 577
9. N. Bouche, A. Fait, D. Bouchez, S.G. Moller, and H. Fromm Mitochondrial succinic-semialdehyde dehydrogenase of the γ-aminobutyrate shunt is required to restrict levels of reactive oxygen intermediates in plants Proc. Natl. Acad. Sci. USA 100 2003 6843 6848
10. J.A. Brown, and S.C. Fry The preparation and susceptibility to hydrolysis of novel O-galacturonoyl derivatives of carbohydrates Carbohydr. Res. 240 1993 95 106
11. D. D'Orazi, and N. Bagni In vitro interactions between polyamines and pectic substances Biochem. Biophys. Res. Commun. 148 1987 1159 1163
12. Y. Eshdat, and D. Mirelman An improved method for the recovery of compounds from paper chromatograms J. Chromatogr. 65 1972 458 459
13. P.J. Facchini, J. Hagel, and K.G. Zulak Hydroxycinnamic acid amide metabolism: physiology and biochemistry Can. J. Bot. 80 2002 577 589
14. H.E. Flores, and P. Filner Polyamine catabolism in higher plants: characterization of pyrroline dehydrogenase Plant Growth Regul. 3 1985 277 291
15. S.C. Fry The Growing Plant Cell Wall: Chemical and Metabolic Analysis 2000 The Blackburn Press Caldwell, NJ, USA
16. S.C. Fry, and H.E. Street Gibberellin-sensitive suspension cultures Plant Physiol. 65 1980 472 477
17. A.W. Galston Polyamines as modulators of plant development Bioscience 33 1983 382 388
18. R. Goldberg, and E. Perdrizet Ratio of free to bound polyamines during maturation in mungbean hypocotyls cells Planta 161 1984 531 535
19. G.T. Grant, E.R. Morris, D.A. Rees, P.J.C. Smith, and D. Thom Biological interactions between polysaccharides and divalent cations: the egg-box model FEBS Lett. 32 1973 195 198
20. T. Ishii O-acetylated oligosaccharides from pectins of potato tuber cell walls Plant Physiol. 113 1997 1265 1272
21. M.C. Jarvis Structure and properties of pectin gels in plant cell walls Plant Cell Environ. 7 1984 153 164
22. P. Komalavilas, and A.J. Mort The acetylation at O-3 of galacturonic acid in the rhamnose-rich region of pectins Carbohydr. Res. 189 1989 261 272
23. P.P. Kumar, and T.A. Thorpe Putrescine metabolism in excised cotyledons of Pinus radiata cultured in vitro Physiol. Plant. 76 1989 521 526
24. J.M. Lau, M. McNeil, A.G. Darvill, and P. Albersheim Structure of the backbone of rhamnogalacturonan I, a pectic polysaccharide in the primary walls of plants Carbohydr. Res. 137 1985 111 125
25. P. Mariani, D. D'Orazi, and N. Bagni Polyamines in primary walls of carrot cells - endogenous content and interactions J. Plant Physiol. 135 1989 508 510
26. J. Martin-Tanguy, F. Cabanne, E. Perdrizet, and C. Martin Distribution of hydroxycinnamic acid-amides in flowering plants Phytochemistry 17 1978 1927 1928
27. J.M. May, and C.J. Leaver Oxidative stimulation of glutathione synthesis in Arabidopsis thaliana suspension cultures Plant Physiol. 103 1993 621 627
28. M. McNeil, A.G. Darvill, and P. Albersheim Structure of plant cell walls. 10. Rhamnogalacturonan-I, a structurally complex pectic polysaccharide in the walls of suspension-cultured sycamore cells Plant Physiol. 66 1980 1128 1134
29. J. Messiaen, P. Cambier, and P. van Cutsem Polyamines and pectins. I. Ion exchange and selectivity Plant Physiol. 113 1997 387 395
30. J. Messiaen, and P. Van Cutsem Polyamines and cell wall pectins. II Modulation of the pectic signal Planta 208 1999 247 256
31. D. Mohnen Biosynthesis of pectins and galactomannans D. Barton K. Nakanishi O. Meth-Cohn Comprehensive Natural Products Chemistry vol. 3 1999 Elsevier Science Amsterdam 497 527
32. P.W. Needs, N.M. Rigby, I.J. Colquhoun, and S.G. Ring Conflicting evidence for non-methyl galacturonoyl esters in Daucus carota Phytochemistry 48 1998 71 77
33. R.E. Offord Electrophoretic mobilities of peptides on paper and their use in the determination of amide groups Nature 211 1966 591 593
34. M.A. O'Neill, P. Albersheim, and A. Darvill The pectic polysaccharides of primary cell walls D.M. Dey Methods in Plant Biochemistry vol. 2 1990 Academic Press London 415 441
35. M.A. O'Neill, D. Warrenfeltz, K. Kates, P. Pellerin, T. Doco, A. Darvill, and P. Albersheim Rhamnogalacturonan-II, a pectic polysaccharide in the walls of growing plant cell, forms a dimer that is covalently cross-linked by a borate ester. In vitro conditions for the formation and hydrolysis of the dimer J. Biol. Chem. 271 1996 22923 22930
36. A.E. Pegg Recent advances in the biochemistry of polyamines in eukaryotes Biochem. J. 234 1986 249 262
37. P. Perrone, C.M. Hewage, I.H. Sadler, and S.C. Fry N-α and N-ε-d-galacturonoyl-l-lysine amides: properties and possible occurrence in plant cell walls Phytochemistry 49 1998 1879 1890
38. P. Perrone, C.M. Hewage, A.R. Thomson, K. Bailey, I.H. Sadler, and S.C. Fry Patterns of methyl and O-acetyl esterification in spinach pectins: new complexity Phytochemistry 60 2002 67 77
39. 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
40. X. Qi, B.X. Behrens, P. West, and A.J. Mort Solubilization and partial characterization of extensin fragments from cell walls of cotton suspension cultures. Evidence for a covalent crosslink between extensin and pectin Plant Physiol. 108 1995 1691 1701
41. F.A. Razem, and M.A. Bernards Hydrogen peroxide is required for poly(phenolic) domain formation during wound-induced suberization J. Agric. Food Chem. 50 2002 1009 1015
42. G. Rea, M.C. de Pinto, R. Tavazza, S. Biondi, V. Gobbi, P. Ferrante, L. De Gara, R. Federico, R. Angelini, and P. Tavladoraki Ectopic expression of maize polyamine oxidase and pea copper amine oxidase in the cell wall of tobacco plants Plant Physiol. 134 2004 1414 1426
43. B.L. Ridley, M.A. O'Neill, and D. Mohnen Pectins: structure, biosynthesis, and oligogalacturonide-related signalling Phytochemistry 57 2001 929 967
44. A. Santanen, and L.K. Simola Changes in polyamine metabolism during somatic embryogenesis in Picea abies J. Plant Physiol. 140 1992 475 480
45. D. Sehgal, and I.K. Vijay A method for the high efficiency of water-soluble carbodiimide-mediated amidation Anal. Biochem. 218 1994 87 91
46. D. Serafini-Fracassini, S. Del Duca, and S. Bennati Plant transglutaminases Phytochemistry 40 1995 355 365
47. K.K. Singh, C. Chen, D.K. Epstein, and M. Gibbs Respiration of sugars in spinach (Spinacia oleracea), maize (Zea mays), and Chlamydomonas reinhardtii F-60 chloroplasts with emphasis on the hexose kinases Plant Physiol. 102 1993 587 593
48. J.C. Sowden The saccharinic acids Adv. Carbohydr. Chem. 12 1957 35 79
49. T.T. Stevenson, A.G. Darvill, and P. Albersheim Structural features of the plant cell-wall polysaccharide rhamnogalacturonan-II Carbohydr. Res. 182 1988 207 226
50. A. Tassoni, F. Antognoni, and N. Bagni Polyamine binding to plasma membrane vesicles isolated from zucchini hypocotyls Plant Physiol. 110 1996 817 824
51. J.E. Thompson, and S.C. Fry Evidence for covalent linkage between xyloglucan and acidic pectins in suspension-cultured rose cells Planta 211 2000 275 286
52. J. Visser A.G.J. Voragen Pectins and pectinases Progress in Biotechnology 1996 Elsevier Amsterdam 14
53. S. Waffenschmidt, T. Kusch, and J.P. Woessner A transglutaminase immunologically related to tissue transglutaminase catalyzes cross-linking of cell wall proteins in Chlamydomonas reinhardtii Plant Physiol. 121 1999 1003 1015
54. A.J. Whitcombe, M.A. O'Neill, W. Steffan, A.G. Darvill, and P. Albersheim Structural characterization of the pectic polysaccharide rhamnogalacturonan II Carbohydr. Res. 271 1995 15 29
55. 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