CYP98A3 from Arabidopsis thaliana Is a 3′-Hydroxylase of Phenolic Esters, a Missing Link in the Phenylpropanoid Pathway

Journal of Biological Chemistry

Volumn 276, Issue 39, 2001, Pages 36566-36574

  Schoch, Guillaume ^a   Goepfert, Simon ^a   Morant, Marc ^a   Hehn, Alain ^a   Meyer, Denise ^a   Ullmann, Pascaline ^a   Werck Reichhart, Danièle ^a  

^a INST DE BIOL MOLEC DES PLANTES   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BIOSYNTHESIS; DERIVATIVES; ENZYMES; GENES; HYDROXYLATION; MONOMERS; TISSUE;

GENE ENCODING;

ESTERS;

CAFFEIC ACID; CHLOROGENIC ACID; COENZYME A; CYTOCHROME P450; CYTOCHROME P450 98A3; GLUCOSE; LIGNIN; MONOPHENOL MONOOXYGENASE; OXYGENASE; PARA COUMARALDEHYDE; PARA COUMARIC ACID; PARA COUMARIC ACID 4 O SHIKIMIC ACID ESTER; PARA COUMARIC ACID 5 O DEXTRO QUINIC ACID ESTER; PHENOL DERIVATIVE; QUININE SULFATE; SHIKIMIC ACID; UNCLASSIFIED DRUG; 4-COUMARIC ACID; ARABIDOPSIS PROTEIN; COMPLEMENTARY DNA; COUMARIC ACID; CYP98A3 PROTEIN, ARABIDOPSIS; CYTOCHROME P 450 CYP98A1 (SORGHUM BICOLOR); CYTOCHROME P-450 CYP98A1 (SORGHUM BICOLOR); MIXED FUNCTION OXIDASE; RECOMBINANT PROTEIN; SCAVENGER;

ARABIDOPSIS; ARTICLE; BIOSYNTHESIS; CATALYSIS; CELL DIFFERENTIATION; GENE EXPRESSION; GENOME; HYDROXYLATION; INFLORESCENCE; NONHUMAN; PLANT ROOT; PLANT STEM; PRIORITY JOURNAL; YEAST; CELL LINE; CHEMICAL MODEL; CHEMISTRY; ENZYME SPECIFICITY; ENZYMOLOGY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; METABOLISM; MOLECULAR EVOLUTION; PHYLOGENY; PROTEIN BINDING; TIME; TISSUE DISTRIBUTION;

ARABIDOPSIS; ARABIDOPSIS THALIANA; CINCHONA PUBESCENS;

ARABIDOPSIS; ARABIDOPSIS PROTEINS; CELL LINE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; COUMARIC ACIDS; CYTOCHROME P-450 ENZYME SYSTEM; DNA, COMPLEMENTARY; EVOLUTION, MOLECULAR; FREE RADICAL SCAVENGERS; LIGNIN; MIXED FUNCTION OXYGENASES; MODELS, CHEMICAL; PHYLOGENY; PROTEIN BINDING; RECOMBINANT PROTEINS; SUBSTRATE SPECIFICITY; TIME FACTORS; TISSUE DISTRIBUTION;

EID: 0035965253     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.M104047200     Document Type: Article

References (56)

1. Werck-Reichhart, D. (1995) Drug Metab. Drug Interact. 12, 221-243
2. Koch, B. M., Sibbesen, O., Halkier, B. A., Svendsen, I., and Moller, B. L. (1995) Arch. Biochem. Biophys. 323, 177-186
3. Wittstock, U., and Halkier, B. A. (2000) J. Biol. Chem. 275, 14659-14666
4. Sterky, F., Regan, S., Karlsson, J., Hertzberg, M., Rohde, A., Holmberg, A., Amini, B., Bhalerao, R., Larsson, M., Villarroel, R., Van Montagu, M., Sandberg, G., Olsson, O., Teeri, T. T., Boerjan, W., Gustafsson, P., Uhlen, M., Sundberg, B., and Lundeberg, J. (1998) Proc. Natl. Acad. Sci. U. S. A. 95, 13330-13335
5. Allona, I., Quinn, M., Shoop, E., Swope, K., Cyr, S. S., Carlis, J., Riedl, J., Retzel, E., Campbell, M. M., Sederoff, R., and Whetten, R. W. (1998) Proc. Natl. Acad. Sci. U. S. A. 95, 9693-9698
6. Osakabe, K., Tsao, C. C., Li, L., Popko, J. L., Umezawa, T., Carraway, D. T., Smeltzer, R. H., Joshi, C. P., and Chiang, V. L. (1999) Proc. Natl. Acad. Sci. U. S. A. 96, 8955-8960
7. Heller, W., and Kühnl, T. (1985) Arch. Biochem. Biophys. 241, 453-460
8. Pierrel, M. A., Batard, Y., Kazmaier, M., Mignotte-Vieux, C., Durst, F., and Werck-Reichhart, D. (1994) Eur. J. Biochem. 224, 835-844
9. Kühnl, T., Koch, U., Heller, W., and Wellmann, E. (1987) Arch. Biochem. Biophys. 258, 226-232
10. Stockigt, J., and Zenk, M. H. (1975) Z. Naturforsch. Sect. C Biosci. 30, 352-358
11. Negrel, J., and Smith, T. A. (1984) Phytochemistry 23, 31-34
12. Fraissinet-Tachet, L., Baltz, R., Chong, J., Kauffmann, S., Fritig, B., and Saindrenan, P. (1998) FEBS Lett. 437, 319-323
13. Giraudat, J., Hauge, B. M., Valon, C., Smalle, J., Parcy, F., and Goodman, H. M. (1992) Plant Cell 4, 1251-1261
14. Pompon, D., Louerat, B., Bronine, A., and Urban, P. (1996) Methods Enzymol. 272, 51-64
15. Werck-Reichhart, D., Batard, Y., Kochs, G., Lesot, A., and Durst, F. (1993) Plant Physiol. 102, 1291-1298
16. Duggleby, R. G. (1984) Comput. Biol. Med. 14, 447-455
17. Maury, S., Geoffroy, P., and Legrand, M. (1999) Plant Physiol. 121, 215-224
18. Omura, T., and Sato, R. (1964) J. Biol. Chem. 239, 2370-2378
19. Schalk, M., Batard, Y., Seyer, A., Nedelkina, S., Durst, F., and Werck-Reichhart, D. (1997) Biochemistry 36, 15253-15261
20. Lee, D., Meyer, K., Chapple, C., and Douglas, C. J. (1997) Plant Cell 9, 1985-1998
21. Urban, P., Werck-Reichhart, D., Teutsch, H. G., Durst, F., Regnier, S., Kazmaier, M., and Pompon, D. (1994) Eur. J. Biochem. 222, 843-850
22. Humphreys, J. M., Hemm, M. R., and Chapple, C. (1999) Proc. Natl. Acad. Sci. U. S. A. 96, 10045-10050
23. Jefcoate, C. R. (1978) Methods Enzymol. 27, 258-279
24. Pakusch, A. E., Kneusel, R. E., and Matern, U. (1989) Arch. Biochem. Biophys. 271, 488-494
25. Ye, Z. H., Kneusel, R. E., Matern, U., and Varner, J. E. (1994) Plant Cell 6, 1427-1439
26. Ye, Z. H. (1997) Plant Physiol. 115, 1341-1350
27. Zhong, R., Morrison, W. H., Negrel, J., and Ye, Z. H. (1998) Plant Cell 10, 2033-2046
28. Guo, D., Chen, F., Inoue, K., Blount, J., and Dixon, R. (2001) Plant Cell 13, 73-88
29. Parvathi, K., Chen, F., Guo, D., Blount, J., and Dixon, R. (2001) Plant J. 25, 193-202
30. Mock, H. P., and Strack, D. (1993) Phytochemistry 32, 575-579
31. Lehfeldt, C., Shirley, A. M., Meyer, K., Ruegger, M. O., Cusumano, J. C., Viitanen, P. V., Strack, D., and Chapple, C. (2000) Plant Cell 12, 1295-1306
32. Lim, E.-K., Li, Y., Parr, A., Jackson, R., Ashford, D. A., and Bowles, D. J. (2001) J. Biol. Chem. 276, 4344-4349
33. Whetten, R. W., MacKay, J. J., and Sederoff, R. R. (1998) Annu. Rev. Plant Physiol. Plant Mol. Biol. 49, 585-609
34. Ulbricht, B., and Zenk, M. H. (1980) Phytochemistry 19, 1625-1629
35. Hanson, K. R. (1965) Biochemistry 4, 2719-2731
36. Molgaard, P., and Ravn, H. (1988) Phytochemistry 8, 2411-2421
37. Lotfy, S., Fleuriet, A., and Macheix, J.-J. (1992) Phytochemistry 31, 767-772
38. Macheix, J.-J., and Fleuriet, A. (1998) in Flavonoids in Health and Disease (Rice-Evans, C. A., and Packer, L., eds) Marcel Dekker, Inc., New York
39. Kojima, M., and Villegas, R. J. A. (1984) Agric. Biol. Chem. 48, 2397-2399
40. Latunde-Dada, A. O., Cabello-Hurtado, F., Czittrich, N., Didierjean, L., Schopfer, C., Hertkorn, N., Werck-Reichhart, D., and Ebel, J. (2001) J. Biol. Chem. 276, 1688-1695
41. Turner, S. R., and Somerville, C. R. (1997) Plant Cell 9, 689-701
42. Dolan, L., Janmaat, K., Willemsen, V., Linstead, P., Poethig, S., Roberts, K., and Scheres, B. (1993) Development 119, 71-84
43. Pinçon, G., Maury, S., Hoffmann, L., Geoffroy, P., Lapierre, C., Polet, B., and Legrand, M. (2001) Phytochemistry 57, 1167-1176
44. Rhodes, M. J. C., and Wooltorton, L. S. C. (1976) Phytochemistry 15, 947-951
45. Petersen, M., Strack, D., and Matern, U. (1999) in Biochemistry of Plant Secondary Metabolism (Wink, M., ed) Vol. 2, pp. 151-222, Sheffield Academic Press, Sheffield, UK
46. Kamsteeg, J., Van Brederode, J., Verschuren, P. M., and Van Nigtevecht, G. (1981) Z. Pflanzenphysiol. 102, 435-442
47. Kneusel, R. E., Matern, U., and Nicolay, K. (1989) Arch. Biochem. Biophys. 269, 455-462
48. Petersen, M. (1997) Phytochemistry 45, 1165-1172
49. Tanaka, M., and Kojima, M. (1991) Arch. Biochem. Biophys. 284, 151-157
50. Wang, Z. X., Li, S. M., Loscher, R., and Heide, L. (1997) Arch. Biochem. Biophys. 347, 249-255
51. Kühnl, T., Koch, U., Heller, W., and Wellmann, E. (1989) Plant Sci. 60, 21-25
52. Lotfy, S., Fleuriet, A., and Macheix, J.-J. (1994) Plant Physiol. Biochem. 32, 355-363
53. Rhodes, M. J. C., Wooltorton, L. S. C., and Lourenço, E. J. (1979) Phytochemistry 18, 1125-1129
54. Maher, E. A., Bate, N. J., Ni, W., Elkind, Y., Dixon, R. A., and Lamb, C. J. (1994) Proc. Natl. Acad. Sci. U. S. A. 91, 7802-7806
55. Hotta, H., Sakamoto, H., Nagano, S., Osakai, T., and Tsujino, Y. (2001) Biochim. Biophys. Acta 1526, 159-167
56. Ulbricht, B., and Zenk, M. H. (1979) Phytochemistry 18, 929-933