Trp-dependent auxin biosynthesis in Arabidopsis: Involvement of cytochrome P450s CYP79B2 and CYP79B3

Genes and Development

Volumn 16, Issue 23, 2002, Pages 3100-3112

  Zhao, Yunde ^a,b,e   Hull, Anna K ^c,f   Gupta, Neeru R ^c   Goss, Kendrick A ^c   Alonso, José ^b,g   Ecker, Joseph R ^b   Normanly, Jennifer ^d   Chory, Joanne ^a,b   Celenza, John L ^c  

^a HOWARD HUGHES MEDICAL INSTITUTE   (United States)

^b SALK INSTITUTE FOR BIOLOGICAL STUDIES   (United States)

^c Boston University   (United States)

^d UNIVERSITY OF MASSACHUSETTS   (United States)

^e UNIVERSITY OF CALIFORNIA SAN DIEGO   (United States)

^f Fraunhofer USA Inc   (United States)

^g NORTH CAROLINA STATE UNIVERSITY   (United States)

Author keywords

Auxin; Cytochrome P450; Flavin monooxygenase; Glucosinolates; Indole 3 acetic acid; Tryptophan

Indexed keywords

ACETALDOXIME; AUXIN; CYTOCHROME P450 CYP79B2; CYTOCHROME P450 CYP79B3; CYTOCHROME P450 ISOENZYME; INDOLE DERIVATIVE; NITRILASE; TRYPTOPHAN; UNCLASSIFIED DRUG; UNSPECIFIC MONOOXYGENASE; VEGETABLE PROTEIN;

ARABIDOPSIS; ARTICLE; GENE MUTATION; GROWTH DISORDER; PHENOTYPE; PLANT DISEASE; PLANT GROWTH; PRIORITY JOURNAL; PROTEIN DEFICIENCY; PROTEIN EXPRESSION; PROTEIN SYNTHESIS; UNINDEXED SEQUENCE;

ARABIDOPSIS; CYTOCHROME P-450 ENZYME SYSTEM; INDOLEACETIC ACIDS; INDOLES; MUTATION; OXIMES; PHENOTYPE; TRYPTOPHAN;

ARABIDOPSIS;

EID: 0036895839     PISSN: 08909369     EISSN: None     Source Type: Journal    
DOI: 10.1101/gad.1035402     Document Type: Article

References (36)

1. Bak, S., Nielsen, H.L., and Halkier, B.A. 1998. The presence of CYP79 homologs in glucosinolate-producing plants shows evolutionary conservation of the enzymes in the conversion of amino acid to aldoxime in the biosynthesis of cyanogenic glucosides and glucosinolates. Plant Mol. Biol. 38: 725-734.
2. Bak, S., Tax, F.E., Feldmann, K.A., Galbraith, D.W., and Feyereisen, R. 2001. CYP83B1, a cytochrome P450 at the metabolic branchpoint in auxin and indole glucosinolate biosynthesis in Arabidopsis thaliana. Plant Cell 13: 101-111.
3. Barlier, I., Kowalczyk, M., Marchant, A., Ljung, K., Bhalerao, R., Bennett, M., Sandberg, G., and Bellini, C. 2000. The SUR2 gene of Arabidopsis thaliana encodes the cytochrome P450 CYP83B1, a modulator of auxin homeostasis. Proc. Natl. Acad. Sci. 97: 14819-14824.
4. Bartel, B. and Fink, G.R. 1994. Differential regulation of an auxin-producing nitrilase gene family in Arabidopsis thaliana. Proc. Natl. Acad. Sci. 91: 6649-6653.
5. Bartel, B., LeClere, S., Magidin, M., and Zolman, B.K. 2001. Inputs to the active indole-3-acetic acid pool: De novo synthesis, conjugate hydrolysis, and indole-3-butyric acid β-oxidation. J. Plant Growth Regulators 20: 198-216.
6. Bender, J. and Fink, G.R. 1998. A Myb homologue, ATR1, activates tryptophan gene expression in Arabidopsis. Proc. Natl. Acad. Sci. 95: 5655-5660.
7. Boerjan, W., Cervera, M.-T., Delarue, M., Beeckman, T., Dewitte, W., Bellini, C., Caboche, M., Van Onckelen, H., Van Montagu, M., and Inzé, D. 1995. superroot, a recessive mutation in Arabidopsis, confers auxin overproduction. Plant Cell 7: 1405-1419.
8. Celenza, J.L., Grisafi, P.L., and Fink, G.R. 1995. A pathway for lateral root development in Arabidopsis. Genes & Dev. 9: 2131-2142.
9. Chen, K.-H., Miller, A.N., Patterson, G.W., and Cohen, J.D. 1988. A rapid and simple procedure for purification of indole-3-acetic acid prior to GC-SIM-MS analysis. Plant Physiol. 86: 822-825.
10. Delarue, M., Prinsen, E., Van Onckelen, H., Caboche, M., and Bellini, C. 1998. sur2 mutations of Arabidopsis thaliana define a new locus involved in the control of auxin homeostasis. Plant J. 14: 603-611.
11. Gray, W.M., Östin, A., Sandberg, G., Romano, C.P., and Estelle, M. 1998. High temperature promotes auxin-mediate hypocotyl elongation in Arabidopsis. Proc. Natl. Acad. Sci. 95: 7197-7202.
12. Hansen, C.H., Du, L., Naur, P., Olsen, C.E., Axelsen, K.B., Hick, A.J., Pickett, J.A., and Halkier, B.A. 2001. CYP83B1 is the oxime-metabolizing enzyme in the glucosinolate pathway in Arabidopsis. J. Biol. Chem. 276: 24790-24796.
13. Haughn, G.W. and Somerville, C. 1986. Sulfonylurea-resistant mutants of Arabidopsis thaliana. Mol. Gen. Genet. 204: 430-434.
14. Hobbie, L., McGovern, M., Hurwitz, L.R., Pierro, A., Liu, N.Y., Bandyopadhyay, A., and Estelle, M. 2000. The axr6 mutants of Arabidopsis thaliana define a gene involved in auxin response and early development. Development 127: 23-32.
15. Hogge, L.R., Reed, D.W., Underhill, E.W., and Haughn, G.W. 1988. HPLC separation of glucosinolates from leaves and seeds of Arabidopsis thaliana and their identification using thermospray liquid chromatography/mass spectrometry. J. Chromatogr. Sci. 26: 551-556.
16. Hull, A.K., Vij, R., and Celenza, J.L. 2000. Arabidopsis cytochrome P450s that catalyze the first step of tryptophan-dependent indole-3-acetic acid biosynthesis. Proc. Natl. Acad. Sci. 97: 2379-2384.
17. Ilić, N., Normanly, J., and Cohen, J.D. 1996. Quantification of free plus conjugated indoleacetic acid in Arabidopsis requires correction for the nonenzymatic conversion of indolic nitriles. Plant Physiol. 111: 781-788.
18. Kiddle, G., Bennett, R.N., Botting, N.P., Davidson, N.E., Robertson, A.A.B., and Wallsgrove, R.M. 2001. High-performance liquid chromatographic separation of natural and synthetic desulphoglucosinolates and their chemical validation by UV, NMR and chemical ionisation-MS methods. Phytochem. Anal. 12: 226-242.
19. King, J.J., Stimart, D.P., Fisher, R.H., and Bleecker, A.B. 1995. A mutation altering auxin homeostasis and plant morphology in Arabidopsis. Plant Cell 7: 2023-2037.
20. Klee, J.H., Horsch, R.B., Hinchee, M.A., Hein, M.B., and Hoffmann, N.L. 1987. The effects of overproduction of two Agrobacterium tumefaciens T-DNA auxin biosynthetic gene products in transgenic petunia plants. Genes & Dev. 1: 86-96.
21. Ljung, K., Bhalerao, R.P., and Sandberg, G. 2001a. Sites and homeostatic control of auxin biosynthesis in Arabidopsis during vegetative growth. Plant J. 28: 465-474.
22. Ljung, K., Hull, A.K., Kowalczyk, M., Marchant, A., Celenza, J., Cohen, J.D., and Sandberg, G. 2001b. Biosynthesis, conjugation, catabolism and homeostasis of indole-3-acetic acid in Arabidopsis thaliana. Plant Mol. Biol. 49: 249-272.
23. Ljung, K., Östin, A., Lioussanne, L., and Sandberg, G. 2001c. Developmental regulation of indole-3-acetic acid turnover in Scots pine seedlings. Plant Physiol. 125: 464-475.
24. Mikkelsen, M.D., Hansen, C.H., Wittstock, U., and Halkier, B.A. 2000. Cytochrome P450 CYP79B2 from Arabidopsis catalyzes the conversion of tryptophan to indole-3-acetaldoxime, a precursor of indole glucosinolates and indole-3-acetic acid. J. Biol. Chem. 275: 33712-33717.
25. Normanly, J. and Bartel, B. 1999. Redundancy as a way of life: IAA metabolism. Curr. Opin. Plant Biol. 2: 207-213.
26. Normanly, J., Grisafi, P., Fink, G.R., and Bartel, B. 1997. Arabidopsis mutants resistant to the auxin effects of indole-3-acetonitrile are defective in the nitrilase encoded by the NIT1 gene. Plant Cell 9: 1781-1790.
27. Piotrowski, M., Schönfelder, S., and Weiler, E.W. 2001. The Arabidopsis thaliana isogene NIT4 and its orthologs in tobacco encode β-cyano-L-alanine hydratase/nitrilase. J. Biol. Chem. 276: 2616-2621.
28. Quirino, B., Normanly, J., and Amasino, R. 1999. Diverse range of gene activity during Arabidopsis thaliana leaf senescence includes pathogen-independent induction of defense-related genes. Plant Mol. Biol. 40: 267-278.
29. Rajagopal, R. and Larsen, P. 1972. Metabolism of indole-3-acetaldoxime in plants. Planta 103: 45-54.
30. Rapparini, F., Tam, Y., Cohen, J., and Slovin, J. 2002. IAA metabolism in Lemna gibba undergoes dynamic changes in response to growth temperature. Plant Physiol. 128: 1410-1416.
31. Searle, L.M., Chamberlain, K., Rausch, T., and Butcher, D.N. 1982. The conversion of 3-indolylmethylglucosinolate to 3-indolylacetonitrile by myrosinases, and its relavance to the clubroot disease of the Cruciferiae. J. Exp. Bot. 33: 935-942.
32. Smolen, G. and Bender, J. 2002. Arabidopsis cytochrome P450 cyp83B1 mutations activate the tryptophan biosynthetic pathway. Genetics 160: 323-332.
33. Tam, Y.Y. and Normanly, J. 2002. Overexpression of a bacterial indole-3-acetyl-L-aspartic acid hydrolase in Arabidopsis thaliana. Physiol. Plant. 115: 513-522.
34. Tobeña-Santamaria, R., Bliek, M., Ljung, K., Sandberg, F., Mol, J.N.M., Souer, E., and Koes, R. 2002. FLOOZY of petunia is a flavin mono-oxygenase-like protein required for the specification of leaf and flower architecture. Genes & Dev. 16: 753-763.
35. Wittstock, U. and Halkier, B.A. 2002. Glucosinolate research in the Arabidopsis era. Trends Plant Sci. 7: 263-270.
36. Zhao, Y., Christensen, S.K., Fankhauser, C., Cashman, J.R., Cohen, J.D., Weigel, D., and Chory, J. 2001. A role for flavin monooxygenase-like enzymes in auxin biosynthesis. Science 291: 306-309.