N-glycoprotein biosynthesis in plants: Recent developments and future trends

Plant Molecular Biology

Volumn 38, Issue 1-2, 1998, Pages 31-48

  Lerouge, Patrice ^a   Cabanes Macheteau, Marion ^a   Rayon, Catherine ^a   Fischette Lainé, Anne Catherine ^a   Gomord, Véronique ^a   Faye, Loïc ^a  

^a UNIVERSITÉ DE ROUEN   (France)

Author keywords

Arabidopsis thaliana; N glycosylation; Plant; Recombinant proteins

Indexed keywords

ALPHA 1,3 FUCOSE; BETA 1,2 XYLOSE; BIOSYNTHESIS; CELL VACUOLE; GLYCOPROTEIN; GLYCOSIDASE; GLYCOSYLTRANSFERASE; GOLGI APPARATUS; HYDROLASE; LYSOSOME; PROTEIN GLYCOSYLATION; SIALIC ACID; TRANSGENIC PLANT;

ARABIDOPSIS THALIANA; MAMMALIA;

EID: 0032169762     PISSN: 01674412     EISSN: None     Source Type: Journal    
DOI: 10.1007/978-94-011-5298-3_2     Document Type: Article

References (101)

1. Aalberse RC, Koshte V, Clemens JG: Cross-reactions between vegetable foods, pollen and bee venom due to IgE antibodies to a ubiquitous carbohydrate determinant. Int Arch Allergy Appl Immunol 66: 259-260 (1981).
2. Altmann F: More than silk and honey-or, can insect cells serve in the production of therapeutic glycoproteins? Glycoconjugate J 14: 643-646 (1997).
3. Ashford DA, Dwek RA, Welply JK, Amatayakul S, Homans SW, Lis H, Taylor GN, Sharon N, Rademacher TW: The β-1->2-D-xylose and α-1→3-L-fucose substituted N-linked oligosaccharides from Erythrina cristagalli lectin. Eur J Biochem 166: 311-320 (1987).
4. Ashford DA, Dwek RA, Rademacher TW, Lis, Sharon N: The glycosylation of glycoprotein lectins. Intra- and inter-genus variation in N-linked oligosaccharide expression. Carbohydr Res 213: 215-227 (1991).
5. Batanero E, Villalba M, Monsalve RI, Rodriguez R: Cross-reactivity between the major allergen from olive and unrelated glycoproteins: evidence of an epitope in the glycan moiety of the allergen. J Allergy Clin Immunol 97: 1264-1271 (1996).
6. Bollini R, Ceriotti A, Daminati MG, Vitale A: Glycosylation is not needed for the intracellular transport of phytohemagglutinin in developping Phaseolus vulgaris cotyledons and for the maintenance of its biological activities. Physiol Plant 65: 15-22 (1985).
7. Bollini R, Vitale, Chrispeels MJ: In vivo and in vitro processing of seed reserve protein in the endoplasmic reticulum: e-idence for tow glycosylation steps. J Cell Biol 96: 999-1007 (1983).
8. Bonin CP, Potter I, Vanzin GF, Reiter WD: The mur 1 gene of Arabidopsis thaliana encodes an isoform of GDP-D-mannose-4, 6-dehydratase, catalyzing the first step in the de novo synthesis of GDP-L-fucose. Proc Natl Acad Sci USA 94: 2085-2090 (1997).
9. Bowles DJ, Marcus SE, Pappin DJC, Findlay JBC, Eliopoulos E, Maycox PR, Burgess J: Posttranslational processing of concanavalin A precursors in jack bean cotyledons. J Cell Biol 102: 1284-1297 (1986).
10. Cabanes-Macheteau M, Fitchette-Lainé AC, Loutelier-Bourhis C, Lange C, Vine N, Ma J, Lerouge P, Faye L: N-glycosylation of a mouse IgG expressed in transgenic tobacco plants. Submitted.
11. Capon C, Piller F, Wieruszeski JM, Leroy Y, Fournet B: Structural analysis of the carbohydrate chain isolated from jacalin lectin. Carbohyd Res 199: 121-127 (1990).
12. Chrispeels MJ, Hartl PM, Sturm A, Faye L: Characterization of the endoplasmic reticulum-associated precursor of concanavalin A. J Biol Chem 261: 1021-1024 (1986).
13. Chrispeels MJ, Faye L: The production of recombinant glycoproteins with defined non-immunogenic glycans. In: Owen MRL, Pen J, (eds) Transgenic plants: a production system for industrial and pharmaceutical proteins, pp. 99-113. John Wiley, Chichester, UK (1996).
14. Costa J, Ashford DA, Nimtz M, Bento I, Frazao C, Esteves CL, Faro CJ, Kervinen J, Pires E, Verissimo P, Wlodawer A, Carrondo MA: The glycosylation of the aspartic proteinases from barley (Hordeum vulgare L.) and cardoon (Cynara cardunculus L.). Eur J Biochem 243: 695-700 (1997).
15. Crawley SC, Hindsgaul O, Ratcliffe RM, Lamontagne LR, Palcic MM: A plant fucosyltransferase with human lewis blood-group specificity. Carbohydr Res 193: 249-256 (1989).
16. D'Andrea G, Bouwstra JB, Kamerling JP, Vliegenthart JFG: Primary structure of the xylose-containing N-linked carbohydrate moiety from ascorbic acid oxidase of Cucurbita pepo medullosa. Glycoconjugate 5: 151-157 (1988).
17. Driouich A, Gonnet P, Makkie M, Laine AC, Faye L: The role of high-mannose and complex asparagine-linked glycans in the secretion and stability of glycoproteins. Planta 180: 96-104 (1989).
18. Faye L, Sturm A, Bollini R, Vitale A, Chrispeels MJ: The position of the oligosaccharides side-chains of phytohemagglutinin and their accessibility to glycosidases determines their subsequent processing in the Golgi. Eur J Biochem 158: 655-661 (1986).
19. Faye L, Chrispeels MJ: Transport and processing of the glycosylated precursor of concanavalin A in jack-bean. Planta 170: 217-224 (1987).
20. Faye L, Chispeels MJ: Common antigenic determinants in the glycoproteins of plants, molluscs and insects. Glycoconjugate J 5: 245-256 (1988).
21. Faye L, Chrispeels MJ: Apparent inhibition of β-fructosidase secretion by tunicamycin may be explained by breakdown of the unglycosylated protein during secretion. Plant Physiol 89: 845-851 (1989).
22. Faye L, Gomord V, Fitchette-Lainé AC, Chrispeels MJ: Affinity purification of antibodies specific for Asn-linked glycans containing α1→3 fucose or β1→2 xylose. Anal Biochem 209: 104-108 (1993).
23. Feizi T: Oligosaccharides that mediate mammalian cell-cell adhesion. Curr Opin Struct Biol 3: 701-710 (1993).
24. Fiedler K, Simons K: The role of N-glycans in the secretory pathway. Cell 81: 309-312 (1995).
25. Fitchette-Lainé AC, Gomord V, Chekkafi A, Faye L: Distribution of xylosylation and fucosylation in the plant Golgi apparatus. Plant J 5: 673-682 (1994).
26. Fitchette-Lainé AC, Gomord V, Cabanes m, Michalski JC, Saint-Macary M, Foucher B, Cavelier B, Hawes C, Lerouge P, Faye L: N-glycans harboring the lewis a epitope are expressed at the surface of plant cells. Plant J 12: 1411-1417 (1997).
27. Fitchette-Lainé AC, Denmat LA, Lerouge P, Faye L: Analysis of N- and O-glycosylation of plant proteins. Meth Biotechnol 3: 271-289 (1998).
28. Fournet B, Leroy Y, Wieruszeski JM, Montreuil J, Poretz RD, Goldberg, R: Primary structure of an N-glycosidic carbohydrate unit derived from Sophora japonica lectin. Eur J Biochem 166: 321-324 (1987).
29. Garcia-Casado G, Sanchez-Monge R, Chrispeels MJ, Armentia A, Salcedo G, Gomez L: Role of complex asparagine-linked glycans in the allergenicity of plant glycoproteins. Glycobiology 6: 471-477 (1996).
30. Gaudrault PS, Beevers L: Protein bodies and vacuoles as lysosomes. Investigations into the role of mannose-6-phosphate in intracellular transport of glycosidases in pea cotyledons. Plant Physiol 76: 228-232 (1984).
31. Gray JSS, Yang BY, Hull SR, Venzke DP, Montgomery R: The glycans of soybean peroxidase. Glycobiology 6: 23-32 (1996).
32. Hase S, Koyama S, Daiyasu H, Takemoto H, Hara S, Kobayashi Y, Kyogoku Y, Ikenaka T: Structure of a sugar chain of a protease inhibitor isolated from Barbados pride seeds. J Biochem 100: 1-10 (1986).
33. Hammond C, Braakman I, Helenius A: Role of N-linked oligosaccharide recognition, glucose trimming, and calnexin in glycoprotein folding and quality control. Proc Natl Acad Sci USA 91: 913-917 (1994).
34. Hayashi M, Tsuru A, Mitsui T, Takahashi N, Hanzawa H, Arata Y, Akazawa T: Structure and biosynthesis of the xylose-containing carbohydrate moiety of rice α-amylase. Eur J Biochem 191: 287-295 (1990).
35. Horsley D, Coleman J, Evans D, Crooks K, Peart J, Satiat-Jeunemaitre B, Hawes C: A monoclonal antibody, JIM 84, recognizes the Golgi apparatus and plasma membrane in plant cells. J Exp Bot 44: 223-229 (1993).
36. Ishihara H, Takahashi N, Oguri S, Tejima S: Complete structure of the carbohydrate moiety of stem bromelain. J Biol Chem 254: 10715-10719 (1979).
37. Jensen TL, Lo MA, Pind S, Williams DB, Goldberg AL, Riordan JR: Multiple proteolytic systems, including the proteasome, contribute to CFTR processing. Cell 38: 129-135 (1995).
38. Joffe E, Stanley P: Mice lacking N-acetylglucosaminidase I activity die at mid-gestation, revealing an essential role for complex or hybrid N-linked carbohydrates. Proc Natl Acad Sci USA 91: 728-732 (1994).
39. Johnson KD, Chrispeels MJ: Substrate specificities of N-acetylglucosaminyl-, fucosyl-, and xylosyltransferases that modify glycoproteins in the Golgi apparatus of bean cotyledons. Plant Physiol 84: 1301-1308 (1987).
40. Kaushal G., Pastuszak I, Hatanaka KI, Elbein AD: Purification to homogeneity and properties of glucosidase II from mung bean seedlings and suspension-cultured soybean cells. J Biol Chem 265: 16271-16279 (1990).
41. Kaushal G, Szumilo T, Pastuszak I, Elbein AD: Purification to homogeneity and properties of mannosidase II from mung bean seedlings. Biochemistry 29: 2168-2176 (1990).
42. Kitagaki-Ogawa H, Matsumoto I, Seno N, Takahashi N, Endo S, Arata Y: Characterization of the carbohydrate moiety of Clerodendron trichotomum lectins. Eur J Biochem 161: 779-785 (1986).
43. Kimura Y, Hase S. Kobayashi Y, Kyogoku Y, Ikenaka T, Funatsu G: Structures of sugar of ricin D. J Biochem 103: 944-949 (1988).
44. Kornfeld R, Kornfeld S: Assembly of asparagine-linked oligosaccharides. Annu Rev Biochem 54: 631-664 (1985).
45. Kurosaka A, Yano A, Itoh N, Kuroda Y, Nakagawa T, Kawasaki T: The structure of a neural specific carbohydrate epitope of horseradish peroxidase recognized by antihorseradish peroxidase antiserum. J Biol Chem 266: 4168-4172 (1991).
46. Lawton K, von Schaewen A, Sturm A: unpublished results.
47. Lehrman MA, Zhu X, Khounlo S: Amplification and molecular cloning of the hamster tunicamycin-sensitive N-acetylglucosamine-1-phosphate transferase gene: the hamster and yeast enzymes share a common peptide sequence. J Biol Chem 263: 19796-19803 (1988).
48. Lerouge P, Fitchette-Lainé AC, Chekkafi A, Avidgor V, Faye L: N-linked oligosaccharide processing is not necessary for glycoprotein secretion in plants. Plant J 10: 101-107 (1996).
49. Lis H, Sharon N: Soybean agglutinin: a plant glycoprotein. J Biol Chem 253: 3468-3476 (1978).
50. Ma J, Lehner T, Stabila P, Fux CI, Hiatt A: Assembly of monoclonal antibodies with IgG1 and IgA heavy chain domains in transgenic tobacco plants. Eur J Immunol 24: 131-138 (1994).
51. a carbohydrate motif in a secretory peroxidase from a plant cell suspension culture (Vaccinium myrtillus L.). FEBS Lett 415: 186-191 (1997).
52. Navazio L, Baldan B, Mariani P, Gerwig GJ, Vliegenthart JFG: Primary structure of the N-linked carbohydrate chains of calreticulin from spinach leaves. Glycoconjugate J 13: 977-983 (1996).
53. Van Nguyen P, Peter F, Soling HD: Four intracisternal calcium-binding glycoproteins from rat liver microsomes with high affinity for calcium. J Biol Chem 264: 17494-17501 (1989).
54. Ogawa H, Hijikata A, Amano m, Kojima K, Fukushima H, Ishizuka I, Kurihara Y, Matsumoto I: Structures and contribution to the antigenicity of oligosaccharides of Japanese cedar (Cryptomeria japonica) pollen allergen Cry j I: relationship between the structures and antigenic epitopes of plant N-linked complex-type glyeans. Glycoconjuguate J 13: 555-566 (1996).
55. Ohsuga H, Su SN, Takahashi N, Yang SY, Nakagawa H, Shimada I, Arata Y, Lee YC: The carbohydrate moiety of the Bermuda grass antigen BG60. J Biol Chem 271: 26653-26658 (1996).
56. Owen MRL, Pen J (eds): Transgenic Plants: A Production System for Industrial and Pharmaceutical Proteins. John Wiley, Chichester, UK (1996).
57. Oxley D, Bacic A: Microheterogeneity of N-glycosylation on a stylar self-incompatibility glycoprotein of Nicotiana alata. Glycobiology 5: 517-523 (1995).
58. 6- allele stylar self-incompatibility ribonucleases of Nicotiana alata. Glycobiology 6: 611-618 (1996).
59. 2 occurs in rat liver and Phaseolus vulgaris cells. J Biol Chem 259: 6351-6357 (1984).
60. Priem B, Solo-Kwan J, Wieruszeski JM, Strecker g, Nazih H, Morvan H: Isolation and characterization of free N-glycans of the oligomannoside type from the extracellular medium of a plant cell suspension. Glycoconjugate J 7: 121-132 (1990).
61. Priem B, Morvan H, Hafez AMA, Morvan C: Influence of a plant glycan of the oligomannoside type on the growth of flax plantelets. CR Acad Sc Paris 311: 411-416 (1990).
62. Priem B, Gross KC: Mannosyl- and xylosyl-containing glycans promote tomato fruit ripening. Plant Physiol 98: 399-401 (1992).
63. Priem B, Gitti R, Bush CA, Gross KC: Structure of ten free N-glycans in ripening tomato fruit. Plant Physiol 102: 445-458 (1993).
64. Rayon R, Gomord V, Faye L, Lerouge P: N-glycosylation of phytohemagglutinin expressed in bean cotyledons or in transgenic tobacco plants. Plant Physiol Biochem 34: 273-281 (1996).
65. Rayon C, Lerouge P, Faye L: The protein N-glycosylation in plants. J Exp Bot, in press.
66. Rayon C, Cabanes-Macheteau M, Loutelier-Bourhis C, Saliot-Maire I, Lemoine J, Reiter WD, Lerouge P, Faye L: Characterization of N-glycans from Arabidopsis thaliana. Application to a fucose-deficient mutant. Submitted.
67. Reiter WD, Chapple CCS, Somerville CR: Altered growth and cell walls in a fucose-deficient mutant of Arabidopsis. Science 261: 1032-1035 (1993).
68. Sheldon PS, Bowles DJ: The glycoprotein precursor of concanavalin A is converted to an active lectin by deglycosylation. EMBO J 11: 1297-1301 (1992).
69. Sly WS, Fisher MD: The phosphomannosyl recognition system for intracellular and intercellular transport of lysomal enzymes. Cell Biochem 18: 67-85 (1982).
70. Stanley P: Glycosylation mutants of animal cells. Annu Rev Genet 18: 525-552 (1984).
71. Stanley P: Glycosylation mutants and the functions of mammalian carbohydrates. Trends Genet 3: 77-81 (1987).
72. Staudacher E, Dalik T, Wawra P, Altmann F, März L: Functional purification and characterization of a GDP-fucose: β-N-acetylglucosamine (Fuc to Asn linked GlcNAc) α-1,3-fucosyltransferase from mung beans. Glycoconjugate J 12: 780-786 (1995).
73. Sturm A, Chrispeels MJ: The high mannose oligosaccharide of phytohemagglutinin is attached to asparagine 12 and the modified oligosaccharide to asparagine 60. Plant Physiol 80: 320-322 (1986).
74. Sturm A, Johnson KD, Szumilo T, Elbein AD, Chrispeels MJ: Subcellular localization of glycosidases and glycosyltransferases involved in the processing of the N-linked oligosaccharides. Plant Physiol 85: 741-745 (1987).
75. Sturm A, van Kuik JA, Vliegenthart JFG, Chrispeels MJ: Structure, position, and biosynthesis of the high mannose and the complex oligosaccharide side chains of the bean storage protein phaseolin. J Biol Chem 262: 13392-13403 (1987).
76. Sturm A: Heterogeneity of the complex N-linked oligosaccharides at specific glycosylation sites of two secreted carrot glycoproteins. Eur J Biochem 199: 169-179 (1991).
77. 1H-NMR structural determination of the N-linked carbohydrate chains on glycopeptides obtained from the bean lectin phytohemagglutinin. Eur J Biochem 204: 313-316 (1992).
78. Szumilo T, Kaushal GP, Elbein AD: Purification and properties of glucosidase I from mung bean seedlings. Arch Biochem Biophys 247: 261-271 (1986).
79. Szumilo T, Kaushal GP, Hori H, Elbein AD: Purification and properties of a glycoprotein processing α-mannosidase from mung bean seedling. Plant Physiol 81: 383-389 (1986).
80. Takada A, Ohmori K, Takahashi N, Tsuyuoka K, Yago A, Zenita K, Hasegawa A, Kannagi R: Adhesion of human cancer cells to vascular endothelium mediated by a carbohydrate antigen, sialyl LewisA. Biochem Biophys Res Comun 179: 713-719 (1991).
81. Takahashi N, Hotta T, Ishihara H, Mori M, Tejima S, Bligny R, Akazawa T, Endo S, Arata Y: Xylose-containing common structural unit in N-linked oligosaccharides of laccase from sycamore cells. Biochemistry 25: 388-395 (1986).
82. Takahashi N, Hitotsuya H, Hanzawa H, Arata Y, Kurihara Y: Structural study of asparagine-linked oligosaccharide moiety of taste-modifying protein, miraculin. J Biol Chem 265: 7793-7798 (1990).
83. Tezuka K, Hayashi M, Ishihara H, Akazawa T, Takahashi N: Studies on synthetic of xylose-containing N-linked oligosaccharides deduced from substrate specificities of the process-ing enzymes in sycamore cells (Acer pseudoplatanus L.). Eur J Biochem 203: 401-413 (1992).
84. Tezuka K, Hayashi M, Ishihara H, Nishimura M, Onozaki K, Takahashi N: Purification and substrate specificity of β-xylosidase from sycamore cell (Acer pseudoplatanus L.): application for structural analysis of xylose-containing N-linked oligosaccharides. Anal Biochem 211: 205-209 (1993).
85. Trombetta SE, Bosch M, Parodi AJ: Glucosylation of glycoproteins by mammalian, plant, fungal and trypanosomatid protozoa microsomal membranes. Biochemistry 28: 8108-8116 (1989).
86. van Ree R, Aalberse RC: Pollen-vegetable food crossreactivity: serological and clinical relevance of crossreactive IgE. J Clin Immunoassay 16: 124-130 (1993).
87. van Ree: The oral allergy syndrome. In: Amin S, Lahti A, Maibach HI (eds) Contact Urticaria Syndrome, pp. 289-299 CRC Press, New York (1997).
88. van der Veen MJ, van Ree R, Aalberse RC, Akkerdaas J, Koppelman SJ, Jansen HM, van der Zee JS: Allergens, IgE, mediators, inflammatory mechanisms. J Allergy Clin Immunol 100: 327-334 (1997).
89. Vitale A, Chrispeels MJ: Transient N-acetylglucosamine in the biosynthesis of phytohemagglutinin: attachment in the Golgi apparatus and removal in protein bodies. J Cell Biol 99: 133-140 (1984).
90. Voelker TA, Hermann EM, Chrispeels MJ: In vitro mutated phytohemagglutinin genes expressed in tobacco seeds: role of glycans in protein targeting and stability. Plant Cell 1: 95-104 (1989).
91. von Schaewen A, Sturm A, O'Neill J, Chrispeels MJ: Isolation of a mutant Arabidopsis plant that lacks N-acetylglucosaminyltransferase I is unable to synthesize Golgi-modified complex N-linked glycans. Plant Physiol 102: 1109-1118 (1993).
92. Waldman BC, Oliver C, Krag SS: A cloning derivative of tunicamycin-resistant chinese hamster ovary cells with increased N-acetyllucosamine-phosphate transferase activity has altered asparagine linked glycosylation. J Cell Physiol 131: 302-317 (1987)
93. Wantyghem J, Platzer N, Giner M, Derappe C, Goussault Y: Structural analysis of the carbohydrate chain of glycopeptides isolated from Robinia pseudoacacia seed lectins. Carbohydr Res 236: 181-193 (1992).
94. Ward CL, Omura S, Kopito RR: Degradation of CFTR by ubiquitin-proteasome pathway. Cell 38: 121-127 (1995).
95. Weber A, Schroder H, Thalberg K, Marz L: Specific interaction of IgE antibodies with a carbohydrate epitope of honey bee venom phospholipase A2. Allergy 42: 464-470 (1987).
96. Wiertz EHJH, Jones TR, Sun L, Bogyo M, Geuze HJ, Ploegh HL: The human cytomegalovirus US11 gene product dislocates MHC class I heavy chains from the endoplasmic reticulum to the cytosol. Cell 84: 769-779 (1996).
97. Yang BY, Gray JSS, Montgomery R: The glycans of horseradish peroxidase. Carbohydr Res 287: 203-212 (1996).
98. Zablackis E, Huang J, Müller B, Darvill AG, Albersheim P: Characterization of the cell-wall polysaccharides of Ambidopsis thaliana leaves. Plant Physiol 107: 1129-1138 (1995).
99. Zablackis E, York WS, Pauly M, Hantus S, Reiter WD, Chapple CCS, Albersheim P, Darvill A: Substitution of L-fucose by L-galactose in cell walls of Arabidopsis mur 1. Science 272: 1808-1810 (1996).
100. Zeng Y, Elbein AD: UDP-N-acetylglucosamine:dolichol-phosphate N-acetylglucosamine-1-phosphate transferase is amplified in tunicamicyn-resistant soybean cells. Eur J Biochem 233: 458-466 (1995).
101. Zeng Y, Bannon G, Thomas Hayden V, Rice K, Drake R, Elbein A: Purification and specificity of β1, 2-xylosyltransferase, an enzyme that contributes to the allergenicity of some plant proteins. J Biol Chem 272: 31340-31347 (1997).