Isopentenyl diphosphate isomerase: a core enzyme in isoprenoid biosynthesis. A review of its biochemistry and function

References

1. F. Loreto and T. D. Sharkey, Planta, 1993, 189, 420.
2. Ecological chemistry and biochemistry of plant terpenoids. Proc. Phytochemical Society of Europe, ed. J. B. Harborne and F. A. Tomas-Barberán, Vol. 31, 1991, Clarendon Press, Oxford..
3. J. H. Langerheim, J. Chem. Ecol., 1994, 201, 1223.
4. G. M. Silver and R. Fall, Plant Physiol., 1991, 97, 1558.
5. S. K. Randall, M. S. Marshall and D. N. Crowell, Plant Cell, 1993, 5, 433.
6. E. Swiezewska, A. Thelin, G. Dallner, B. Anderson and L. Ernster, Biochem. Biophys. Res. Commun., 1993, 192, 161.
7. M. Sinensky and R. J. Lutz, BioEssays, 1992, 14, 25.
8. K. W. M. Zuurbier, S. Y. Fung, J. J. C. Scheffer and R. Verpoorte, Phytochemistry, 1995, 38, 77.
9. S. Y. Fung, J. Brussee, R. A. M. van der Hoeven, W. M. A. Niessen, J. J. C. Scheffer and R. Verpoorte, J. Nat. Prod., 1994, 57, 452.
10. S. Tahara and R. K. Ibrahim, Phytochemistry, 1995, 38, 1073.
11. R. Welle and H. Grisebach, Phytochemistry, 1991, 30, 479.
12. I. M. Whitehead and D. R. Threlfall, J. Biotechnol., 1992, 26, 63.
13. P. Manitto, Biosynthesis of Natural Products, Ellis Norwood, Chichester, 1981, 213..
14. A. H. Meijer, R. Verpoorte and J. H. C. Hoge, J. Plant Res., 1993, 3(special issue), 145.
15. T. Coolbear and D. R. Threlfall, in Microbial lipids, ed. C. Ratledge and S. G. Wilkinson, vol. 2, 1989, Academic Press, London, 115..
16. J. Gershenzon and R. Croteau, in Lipid metabolism in plants, ed. T. S. Moore, 1993, CRC Press, Boca Raton, 340..
17. J. C. Gray, Adv. Bot. Res., 1987, 14, 25.
18. B. Liedvogel, J. Plant Physiol., 1986, 124, 211.
19. B. V. Charlwood, C. Moustou, J. T. Brown, P. K. Hegarty and K. A. Charlwood, in Primary and Secondary Metabolism of Plant Cell Cultures, ed. W. G. W. Kurz, Springer-Verlag, Berlin, 1989, 73..
20. G. Sandmann, Eur. J. Biochem., 1994, 223, 7.
21. T. J. Bach, T. Weber and A. Motel, in Recent Advances in Phytochemistry, Vol. 24, ed. G. H. N. Towers and H. A. Stafford, Plenum Press, New York, 1990, 1..
22. T. J. Bach, Lipids, 1995, 30, 191.
23. R. van der Heijden, V. de Boer-Hlupa, R. Verpoorte and J. A. Duine, Plant Cell Tissue Organ Cult., 1994, 38, 345.
24. J. Chappell, Plant Physiol., 1995, 107, 1.
25. D. R. Threlfall and I. M. Whitehead, in Ecological chemistry and biochemistry of plant terpenoids. Proc. Phytochemical Society of Europe, ed. J. B. Harborne and F. A. Tomas-Barberan, Vol. 31, 1991, Clarendon Press, Oxford, 159..
26. H. Kleinig, Annu. Rev. Plant Physiol. Plant Mol. Biol., 1989, 40, 39.
27. B. A. Sterner, G. M. Bianchini and K. L. Korth, J. Lip. Res., 1994, 35, 1133.
28. M. Rohmer, M. Seemann, S. Horbach, S. Bringer-Meyer and H. Sahm, J. Am. Chem. Soc., 1996, 118, 2564.
29. I. P. Street, H. R. Coffman, J. A. Baker and C. D. Poulter, Biochemistry, 1994, 33, 4212.
30. F. Lynen, B. W. Agranoff, H. Eggerer, U. Henning and E. M. Möslem, Angew. Chem., 1959, 71, 657.
31. B. W. Agranoff, H. Eggerer, U. Henning and F. Lynen, J. Biol. Chem., 1960, 235, 326.
32. D. V. Banthorpe, S. Doonan and J. A. Gutowski, Arch. Biochem. Biophys., 1977, 184, 381.
33. D. H. Shah, W. W. Cleland and J. W. Porter, J. Biol. Chem., 1965, 240, 1946.
34. M. Lützow and P. Beyer, Biochim. Biophys. Acta, 1988, 959, 118.
35. M. Muelbacher and C. D. Poulter, Biochemistry, 1988, 27, 7315.
36. T. Koyama, Y. Katsuki and K. Ogura, Bioorg. Chem., 1983, 12, 58.
37. T. Suga, K. Tange, K. Iccho and T. Hirata, Phytochemistry, 1980, 19, 67.
38. K. Tange, Bull. Chem. Soc. Jpn., 1981, 54, 2763.
39. P. Anastasis, I. Freer, D. Picken, K. Overton, I. Sadler and S. B. Singh, J. Chem. Soc., Chem. Commun., 1983, 1189.
40. P. Anastasis, I. Freer, K. Overton, D. Rycroft and S. B. Singh, J. Chem. Soc., Chem. Commun., 1985, 148.
41. H. Takatsuji, T. Nishino, I. Miki and H. Katsuki, Biochem. Biophys. Res. Commun., 1983, 110, 187.
42. S. Fujisaki, T. Nishino and H. Katsuki, J. Biochem., 1986, 99, 1327.
43. C. Ratledge and S. G. Wilkinson, Microbial Lipids, vol. 2, 1989, Academic Press, London..
44. D. Zhou and R. H. White, Biochem. J., 1991, 273, 627.
45. S. Horbach, H. Sahm and R. Welle, FEMS Microbiol. Lett., 1993, 111, 135.
46. M. Rohmer, M. Knani, P. Simonin, B. Sutter and H. Sahn, Biochem. J., 1993, 295, 517.
47. M. Rohmer, P. Bisseret and B. Sutter, Progr. Drug. Res., 1991, 37, 271.
48. M. Rohmer, B. Sutter and H. Sahm, J. Chem. Soc., Chem. Commun., 1989, 19, 1471.
49. A. Heintze, J. Gorlach, C. Leuschner, P. Hoppe, P. Hagelstein, D. Schultze-Siebert and G. Schultz, Plant Physiol., 1990, 93, 1121.
50. A. R. Welburn and R. Hampp, Biochem. J., 1976, 158, 231.
51. A. Heintze, A. Riedel, S. Aydogdu and G. Schultz, Plant Physiol. Biochem., 1994, 32, 792.
52. D. McCaskill and R. Croteau, Planta, 1995, 197, 49.
53. E. Soler, M. Clastre, B. Bantignies, G. Marigo and C. Ambid, Planta, 1993, 191, 324.
54. A. Cartayrade, M. Schwarz, B. Jaun and D. Argoni, ‘Detection of two independent mechanistic pathways for early steps in isoprenoid biosynthesis in Gingko biloba’, Abstract, 2nd Symposium of the European Network on Plant Terpenoids, Strasbourg/Bischenberg, January, 1994..
55. Y. Hano, A. Ayukawa, T. Nomura and S. Ueda, J. Am. Chem. Soc., 1994, 116, 4189.
56. Y. Hano, T. Nomura and S. Ueda, Naturwissenschaften, 1995, 82, 376.
57. P. Anastasis, I. Freer, K. H. Overton, D. Picken, D. Rycroft and S. B. Singh, J. Chem. Soc., Perkin Trans. 1, 1987, 2427.
58. W. Eisenreich, B. Menhard, P. J. Hylands, M. H. Zenk and A. Bacher, Proc. Natl. Acad. Sci. USA, 1996, 93, 6431.
59. B. W. Agranoff, H. Eggerer, U. Henning and F. Lynen, J. Am. Chem. Soc., 1959, 71, 657.
60. D. M. Satterwhite, Methods Enzymol., 1985, 110, 92.
61. D. V. Banthorpe, G. A. Bucknall, J. A. Gutowski and M. G. Rowan, Phytochemistry, 1977, 16, 355.
62. J. E. Reardon and R. H. Abeles, Biochemistry, 1986, 25, 5609.
63. T. Suga and T. Endo, Phytochemistry, 1991, 30, 1757.
64. A. C. Ramos-Valdivia, R. van der Heijden and R. Verpoorte, Planta, 1997, in the press.
65. P. Beyer, K. Kreuz and H. Kleinig, Methods Enzymol., 1985, 111, 248.
66. D. McCaskill and R. Croteau, Anal. Biochem., 1993, 215, 142.
67. D. Zhang and C. D. Poulter, Anal. Biochem., 1993, 213, 356.
68. P. E. Anderson, W. D. Pfeffer and L. G. Blomberg, J. Chromatogr., 1995, 699, 323.
69. F. Cramer and W. Bohm, Angew. Chem., 1959, 71, 775.
70. R. H. Cornforth and G. Popjak, Methods Enzymol., 1969, 15, 359.
71. V. J. Davisson, A. B. Woodside and C. D. Poulter, Methods Enzymol., 1985, 110A, 130.
72. V. J. Davisson, A. B. Woodside, K. E. Stremler, T. Neal, M. Muehlbacher and C. D. Poulter, J. Org. Chem., 1986, 51, 4768.
73. V. J. Davisson, T. M. Zabriskie and C. D. Poulter, Bioorg. Chem., 1986, 14, 46.
74. R. K. Keller and R. Thompson, J. Chromatogr., 1993, 645, 161.
75. D. J. Christensen and C. D. Poulter, Bioorg. Med. Chem., 1994, 2, 631.
76. I. P. Street and C. D. Poulter, Biochemistry, 1990, 29, 7531.
77. E. Bruenger, L. Chayet and H. C. Rilling, Arch. Biochem. Biophys., 1986, 248, 620.
78. M. McGrath, P. N. Nourse, D. C. Neethling and N. P. Ferreira, Bioorg. Chem., 1977, 6, 53.
79. M. S. Anderson, M. Muehlbacher, I. P. Street, J. Profitt and C. D. Poulter, J. Biol. Chem., 1989, 264, 19169.
80. P. W. Holloway and G. Popjak, Biochem. J., 1967, 104, 57.
81. P. W. Holloway and G. Popjak, Biochem. J, 1968, 106, 835.
82. H. Sagami and K. Ogura, J. Biochem., 1983, 94, 975.
83. T. Koyama, M. Matsubara and K. Ogura, J. Biochem., 1985, 98, 49.
84. K. Ogura, T. Nishino and S. Seto, J. Biochem., 1968, 64, 197.
85. K. Ogura, T. Nishino, T. Koyama and S. Seto, Phytochemistry, 1971, 10, 779.
86. R. Widmaier, J. Howe and P. Heinstein, Arch. Biochem. Biophys., 1980, 200, 609.
87. S. L. Spurgeon, N. Sathyamoorthy and J. W. Porter, Arch. Biochem. Biophys., 1984, 230, 446.
88. O. Dogbo and B. Camara, Biochim. Biophys. Acta, 1987, 920, 140.
89. A. C. Ramos-Valdivia, R. van der Heijden, R. Verpoorte and B. Camara, Eur. J. Biochem., in the press.
90. V. Ladeveze, C. Marcireau, D. Delourme and F. Karst, Lipids, 1993, 28, 907.
91. F. M. Hahn and C. D. Poulter, J. Biol. Chem., 1995, 270, 11 298.
92. C. D. Poulter, M. Muehlbacher and D. R. Davis, J. Am. Chem. Soc., 1989, 111, 3740.
93. J. W. Xuan, J. Kowalski, A. F. Chambers and D. T. Denhardt, Genomics, 1994, 20, 129.
94. I. P. Street, H. R. Coffman and C. D. Poulter, Tetrahedron, 1991, 47, 5919.
95. K. Ogura, T. Koyama, T. Shibuya, T. Nishino and S. Seto, J. Biochem., 1969, 66, 117.
96. T. R. Green, D. T. Dennis and C. A. West, Biochem. Biophys. Res. Commun., 1975, 64, 976.
97. E. Jedlicki, G. Jacob, F. Faini, O. Coni and C. A. Bunton, Arch. Biochem. Biophys., 1972, 152, 590.
98. V. M. Blanc and E. Pichersky, Plant Physiol., 1995, 108, 855.
99. C. D. Poulter and H. C. Rilling, in Biosynthesis of isoprenoid compounds, Vol. 1, eds. J. W. Porter and S. L. Spurgeon, Wiley, New York, 1981, pp. 160–224..
100. J. E. Reardon and R. H. Abeles, J. Am. Chem. Soc., 1985, 107, 4078.
101. M. Muehlbacher and C. D. Poulter, J. Am. Chem. Soc., 1985, 107, 8307.
102. I. P. Street, D. J. Christensen and C. D. Poulter, J. Am. Chem. Soc., 1990, 112, 8577.
103. M. Shibuya, H. M. Chou, M. Foutoullakis, S. Hassam, S. U. Kim, K. Kobayashi, H. Otsuka, E. Rogalska, J. M. Cassady and H. G. Floss, J. Am. Chem. Soc., 1990, 112, 297.
104. T. Koyama, K. Ogura and S. Seto, J. Biol. Chem., 1973, 248, 8043.
105. X. J. Lu, D. J. Christensen and C. D. Poulter, Biochemistry, 1992, 31, 9955.
106. F. Lutke-Brinkhaus and H. Kleinig, Planta, 1987, 171, 406.
107. F. Lutke-Brinkhaus, B. Liedvogel and H. Kleinig, Eur. J. Biochem., 1984, 141, 537.
108. K. Cornish, Eur. J. Biochem., 1993, 218, 267.
109. K. Momose and H. Rudney, J. Biol. Chem., 1972, 247, 3930.
110. S. K. Krisans, J. Ericsson, P. A. Edwards and G. Keller, J. Biol. Chem., 1994, 269, 14165.
111. P. A. Srere, Annu. Rev. Biochem., 1987, 56, 21.
112. G. Hrazdina and R. A. Jensen, Annu. Rev. Plant Physiol. Plant Mol. Biol., 1992, 43, 241.
113. H. A. Stafford, in The Biochemistry of Plants, Secondary plant products, Vol. 7, ed. E. E. Conn, Academic Press, New York, 1981, pp. 118–137..
114. M. Lützow, P. Beyer and H. Kleinig, in Biological role of plant lipids, ed. P. A. Biacs, K. Gruiz and T. Kremmer, Plenum Press, New York, pp. 293–297..
115. K. G. Allen, D. V. Banthorpe, B. V. Charlwood, O. Ekundayo and J. Mann, Phytochemistry, 1976, 15, 101.
116. E. Bruenger and H. C. Rilling, Anal. Biochem., 1988, 173, 321.
117. R. Croteau and W. D. Loomis, Phytochemistry, 1972, 11, 1055.
118. R. Croteau, A. J. Burbott and W. D. Loomis, Phytochemistry, 1972, 11, 2459.
119. D. V. Banthorpe, B. V. Charlwood and M. J. Francis, Chem. Rev., 1972, 72, 115.
120. D. V. Banthorpe, O. Ekundayo, J. Mann and K. W. Turnbull, Phytochemistry, 1975, 14, 707.
121. D. V. Banthorpe, G. A. Bucknall, H. J. Doonan, S. Doonan and M. G. Rowan, Phytochemistry, 1976, 15, 91.
122. B. E. Allen and D. V. Banthorpe, Phytochemistry, 1981, 20, 35.
123. K. Kreuz and H. Kleinig, Eur. J. Biochem., 1984, 141, 531.
124. C. Bernard-Dagan, in Genetic manipulation of woody plants, ed. J. W. Hanover and D. E. Keathley, Plenum Publishing Corp., 1988, pp. 329–351..
125. P. A. Brindle, P. J. Kuhn and D. R. Threlfall, Phytochemistry, 1988, 27, 133.
126. H. Yoshioka and N. Doke, Plant Cell Physiol., 1994, 35, 1257.
127. D. Choi, B. L. Ward and R. M. Bostock, Plant Cell, 1992, 4, 1333.
128. D. Choi, R. M. Bostock, S. Avdiushko and D. F. Hildebrand, Proc. Natl. Acad. Sci. USA, 1994, 91, 2329.
129. M. N. Zook and J. A. Kuc, Physiol. Mol. Plant. Pathol., 1991, 39, 377.
130. J. Chappell and R. Nable, Plant Physiol., 1987, 85, 469.
131. U. Vögeli and J. Chappell, Plant Physiol., 1988, 88, 1291.
132. U. Vögeli, J. W. Freeman and J. Chappell, Plant Physiol., 1990, 93, 182.
133. K. M. Hanley, U. Vogeli and J. Chappell, in Secondary metabolite biosynthesis and metabolism, ed. R. J. Petroski and S. P. McCormick, Plenum Press, New York, 1992, pp. 329–336..
134. R. Van der Heijden, D. R. Threlfall, R. Verpoorte and I. M. Whitehead, Phytochemistry, 1989, 28, 2981.
135. D. C. Fulton, P. A. Kroon and D. R. Threlfall, Phytochemistry, 1994, 35, 1183.
136. D. L. Weissenbron, C. J. Denbow, M. Laine, S. S. Lang, Z. Yang, X. Yu and C. L. Cramer, Physiol. Plant., 1995, 93, 933.
137. D. C. Fulton, P. A. Kroon, U. Matern, D. R. Threlfall and I. M. Whitehead, Phytochemistry, 1993, 34, 139.
138. D. Hamerski, D. Schmitt and U. Matern, Phytochemistry, 1990, 29, 1131.
139. M. El-Jack, A. Mackenzie and P. M. Bramley, Planta, 1988, 174, 59.
140. M. Albrecht and G. Sandmann, Plant Physiol., 1994, 105, 529.
141. D. V. Banthorpe, D. R. Long and C. R. Pink, Phytochemistry, 1983, 22, 2499.
142. D. V. Banthorpe, S. A. Branch, V. C. O. Njar, M. G. Osborne and D. G. Watson, Phytochemistry, 1986, 25, 629.