Flavonoid hydroxylase from Catharanthus roseus: cDNA, heterologous expression, enzyme properties and cell-type specific expression in plants

Plant Journal

Volumn 19, Issue 2, 1999, Pages 183-193

  Kaltenbach, Melanie ^a   Schröder, Gudrun ^a   Schmelzer, Elmon ^b   Lutz, Verena ^a,c   Schröder, Joachim ^a  

^a UNIVERSITY OF FREIBURG   (Germany)

^b MAX PLANCK INSTITUTE FOR PLANT BREEDING RESEARCH   (Germany)

^c Frauenklinik des Klinikums   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CELL TRANSPORT; CINNAMATE 4 MONOOXYGENASE; COMPLEMENTARY DNA; CYTOCHROME P450 REDUCTASE; DNA SCREENING; ENZYME ACTIVITY; ENZYME LOCALIZATION; ENZYME SPECIFICITY; ENZYME SUBSTRATE COMPLEX; ENZYME SYNTHESIS; FLAVANONE 3 BETA HYDROXYLASE; FLAVONOID HYDROXYLASE; HYDROXYLATION; IMMUNOLOGICAL TECHNIQUE; IRRADIATION;

ACYLTRANSFERASES; AMINO ACID SEQUENCE; BASE SEQUENCE; BLOTTING, SOUTHERN; CELLS, CULTURED; CYTOCHROME P-450 ENZYME SYSTEM; DNA, COMPLEMENTARY; ESCHERICHIA COLI; GENE EXPRESSION REGULATION, ENZYMOLOGIC; GENE EXPRESSION REGULATION, PLANT; IMMUNOHISTOCHEMISTRY; MIXED FUNCTION OXYGENASES; MOLECULAR SEQUENCE DATA; PLANTS; SEQUENCE ANALYSIS, DNA; SEQUENCE HOMOLOGY, AMINO ACID; SUBSTRATE SPECIFICITY; TISSUE DISTRIBUTION;

CATHARANTHUS ROSEUS; ESCHERICHIA; ESCHERICHIA COLI; PETUNIA X HYBRIDA;

EID: 0033167145     PISSN: 09607412     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1365-313X.1999.00524.x     Document Type: Article

References (52)

1. Barnes, H.J., Arlotto, M.P. and Waterman, M.R. (1991) Expression and enzymatic activity of recombinant cytochrome P450, 17-24-hydroxylase in Escherichia coli. Proc. Natl Acad. Sci. USA, 88, 5597-5601.
2. Beerhues, L., Robenek, H. and Wiermann, R. (1988) Chalcone synthases from spinach (Spinacia oleracea L.). II. Immunofluorescence and immunogold localization. Planta, 173, 544-553.
3. Biolley, J.-P., Jay, M. and Forkmann, G. (1994) Pigmentation patterns of modern rose mutants throw light on the flavonoid pathway in rosa x hybrida. Phytochemistry, 36, 1189-1196.
4. Britsch, L. (1990) Purification of flavanone 3β-hydroxylase from Petunia hybrida. Antibody preparation and characterization of a chemogenetically defined mutant. Arch. Biochem. Biophys. 276, 348-354.
5. Burton, W.C. (1989) The Potato. Essex: Longman Scientific & Technical.
6. Carew, D.P. and Krueger, R.J. (1976) Anthocyanidins of Catharanthus roseus callus cultures. Phytochemistry, 15, 442.
7. Claudot, A.C., Ernst, D., Sandermann, H., Jr and Drouet, A. (1997) Chalcone synthase activity and polyphenolic compounds of shoot tissues from adult and rejuvenated walnut trees. Planta, 203, 275-282.
8. De Cooman, L., Everaert, E., Faché, P., Vande Casteele, K. and Van Sumere, C.F. (1993) Flavonoid biosynthesis in petals of Rhododendron simsii. Phytochemistry, 33, 1419-1426.
9. Doostdar, H., Shapiro, J.P., Niedz, R., Burke, M.D., McCollum, T.G., McDonald, R.E. and Mayer, R.T. (1995) A cytochrome P450 mediated naringenin 3′-hydroxylase from sweet orange cell cultures. Plant Cell Physiol. 36, 69-77.
10. Facchini, P.J., Penzes-Yost, C., Samanani, N. and Kowalchuk, B. (1998) Expression patterns conferred by tyrosine/ dihydroxyphenylalanine decarboxylase promoters from opium poppy are conserved in transgenic tobacco. Plant Physiol. 118, 69-81.
11. Forkmann, G. and Heller, W. (1999) Biosynthesis of flavonoids. In Polyketides and Other Secondary Metabolites Including Fatty Acids and Their Derivatives (Sankawa, U., ed.). Amsterdam: Elsevier, pp. 713-748.
12. Forkmann, G., Heller, W. and Grisebach, H. (1980) Anthocyanin biosynthesis in flowers of Matthiola incana: flavanone 3- and flavonoid 3′-hydroxylases. Z. Naturforsch. 35c, 691-695.
13. Fujiki, Y., Hubbard, A.L., Fowler, S. and Lazarow, P.B. (1982) Isolation of intracellular membranes by means of sodium carbonate treatment: application to endoplasmic reticulum. J. Cell. Biol. 93, 97-102.
14. Graham, T.L. (1998) Flavonoid and flavonol glycoside metabolism in Arabidopsis. Plant Physiol. Biochem. 36, 135-144.
15. Hagmann, M.L., Heller, W. and Grisebach, H. (1983) Induction and characterization of a microsomal flavonoid 3′-hydroxylase from parsley cell cultures. Eur. J. Biochem. 134, 547-554.
16. Haussühl, K., Rohde, W. and Weissenböck, G. (1996) Expression of chalcone synthase genes in coleoptiles and primary leaves of Secale cereale L. after induction by UV irradiation: evidence for UV-protective role of the coleoptile. Bot. Acta, 109, 229-238.
17. Holton, T.A., Brugliera, F., Lester, D.R., Tanaka, Y., Hyland, C.D., Menting, J.G.T., Lu, C.-Y., Farcy, E., Stevenson, T.W. and Cornish, E.C. (1993) Cloning and expression of cytochrome P450 genes controlling flower colour. Nature, 366, 276-279.
18. Holton, T.A. and Cornish, E.C. (1995) Genetics and biochemistry of anthocyanin biosynthesis. Plant Cell, 7, 1071-1083.
19. 450 reductase in Escherichia coli. FEBS Lett. 374, 345-350.
20. Hrazdina, G. and Jensen, R.A. (1992) Spatial organization of enzymes in plant metabolic pathways. Annu. Rev. Plant Physiol. Plant Mol. Biol. 43, 241-267.
21. Hrazdina, G., Marx, G.A. and Hoch, H.C. (1982) Distribution of secondary plant metabolites and their biosynthetic enzymes in pea (Pisum sativum) leaves. Plant Physiol. 70, 745-748.
22. Jähne, A., Fritzen, C. and Weissenböck, G. (1993) Chalcone synthase and flavonoid products in primary leaf tissues of rye and maize. Planta, 189, 39-46.
23. Knobloch, K.-H., Bast, G. and Berlin, J. (1982) Medium- and light-induced formation of serpentine and anthocyanins in cell suspension cultures of Catharanthus roseus. Phytochemistry, 21, 591-594.
24. Knogge, W. and Weissenböck, G. (1986) Tissue-distribution of secondary phenolic biosynthesis in developing primary leaves of Avena sativa L. Planta, 167, 196-205.
25. Kobayashi, H., Oikawa, Y., Koiwa, H. and Yamamura, S. (1998) Flower-specific gene expression directed by the promoter of a chalcone synthase gene from Gentiana triflora in Petunia hybrida. Plant Sci. 131, 173-180.
26. Koopmann, E. and Hahlbrock, K. (1997) Differentially regulated NADPH: cytochrome P450 oxidoreductases in parsley. Proc. Natl Acad. Sci. USA, 94, 14954-14959.
27. Larson, R.L. and Bussard, J.B. (1986) Microsomal flavonoid 3′-monooxygenase from maize seedlings. Plant Physiol. 80, 483-486.
28. Maina, C.V., Riggs, P.D., Grandea, A.G.I., Slatko, B.E., Moran, L.S., Tagliamonte, J.A., McReynolds, L.A. and Guan, C. (1988) A vector to express and purify foreign proteins in Escherichia coli by fusion to, and separation from, maltose binding protein. Gene, 74, 365-373.
29. Menting, J.G.T., Scopes, R.K. and Stevenson, T.W. (1994) Characterization of flavonoid 3′,5′-hydroxylase in microsomal membrane fraction of Petunia hybrida flowers. Plant Physiol. 106, 633-642.
30. Milo, J., Levy, A., Akavia, N., Ashri, A. and Palevitch, D. (1985) Inheritance of corolla color and anthocyanin pigments in periwinkle (Catharanthus roseus). Z. Pflanzenzücht. 95, 352-360.
31. Mol, J.N.M., Grotewold, E. and Koes, R.E. (1998) How genes paint flowers and seeds. Trends Plant Sci. 3, 212-217.
32. Nebert, D.W. and Gonzalez, F.J. (1987) P-450 genes. Structure, evolution and regulation. Annu. Rev. Biochem. 56, 945-993.
33. Nelson, D.R., Koymans, L., Kamataki, T. et al. (1996) P450 superfamily: Update on new sequences, gene mapping, accession numbers and nomenclature. Pharmacogenetics, 6, 1-42.
34. Nielsen, K.M. and Podivinsky, E. (1997) cDNA cloning and endogenous expression of a flavonoid 3′5′-hydroxylase from petals of Lisianthus (Eustoma grandiflorum). Plant Sci. 129, 167-174.
35. Pereira, S., Pissara, J., Sunkel, C. and Salema, R. (1996) Tissue-specific distribution of glutamine synthetase in potato tubers. Ann. Bot. 77, 429-432.
36. Reinold, S. and Hahlbrock, K. (1997) In situ localization of phenylpropanoid biosynthetic mRNAs and proteins in parsley (Petroselinum crispum). Bot. Acta, 110, 431-443.
37. Sambrook, J., Fritsch, E.F. and Maniatis, T. (1989) Molecular Cloning: a Laboratory Manual. Cold Spring Harbor: Cold Spring Harbor Laboratory Press.
38. ArgtRNAs. Biotechniques, 19, 196-200.
39. Schmelzer, E., Jahnen, W. and Hahlbrock, K. (1988) In situ localization of light-induced chalcone synthase messenger RNA, chalcone synthase, and flavonoid end products in epidermal cells of parsley leaves. Proc. Natl. Acad. Sci. USA, 85, 2989-2993.
40. Schröder, J., Betz, B. and Hahlbrock, K. (1976) Light-induced enzyme synthesis in cell suspension cultures of Petroselinum hortense. Demonstration in a heterologous cell-free system of rapid changes in the rate of phenylalanine ammonia-lyase synthesis. Eur. J. Biochem. 67, 527-541.
41. Schulze-Muth, P., Irmler, S., Schröder, G. and Schröder, J. (1996) Novel type of receptor-like protein kinase from a higher plant (Catharanthus roseus). cDNA, gene, intramolecular autophosphorylation, and identification of a threonine important for auto- and substrate phosphorylation. J. Biol. Chem. 271, 26684-26689.
42. Shakir, F.K., Audilet, D., Drake, A., III and Shakir, K.M.M. (1994) A rapid protein determination by modification of the Lowry procedure. Anal. Biochem. 216, 232-233.
43. Shirley, B.W. (1996) Flavonoid biosynthesis: 'new' functions for an 'old' pathway. Trends Plant Sci. 1, 377-382.
44. Stafford, H.A. (1990) Flavonoid Metabolism. Boca Raton: CRC Press.
45. Stotz, G. and Forkmann, G. (1982) Hydroxylation of the B-ring of flavonoids in the 3′- and 5′-position with enzyme extracts from flowers of Verbena hybrida. Z. Naturforsch. 37c, 19-23.
46. Tanaka, Y., Yonekura, K., Fukuchi-Mizutani, M., Fukui, Y., Fujiwara, H., Ashikari, T. and Kusumi, T. (1996) Molecular and biochemical characterization of three anthocyanin synthetic genes from Gentiana triflora. Plant Cell Physiol. 37, 711-716.
47. Toguri, T., Azuma, M. and Ohtani, T. (1993) The cloning and characterization of a cDNA encoding a cytochrome P450 from the flowers of Petunia hybrida. Plant Sci. 94, 119-126.
48. Toguri, T., Umemoto, N., Kobayashi, O. and Ohtani, T. (1993) Activation of anthocyanin synthesis genes by white light in eggplant hypocotyl tissues, and identification of an inducible P-450 cDNA. Plant Mol. Biol. 23, 933-946.
49. Tropf, S., Kärcher, B., Schröder, G. and Schröder, J. (1995) Reaction mechanisms of homodimeric plant polyketide synthases (stilbene and chalcone synthase): a single active site for the condensing reaction is sufficient for synthesis of stilbenes, chalcones, and 6′-deoxychalcones. J. Biol. Chem. 270, 7922-7928.
50. Vetter, H.-P., Mangold, U., Schröder, G., Marner, F.-J., Werck-Reichhart, D. and Schröder, J. (1992) Molecular analysis and heterologous expression of an inducible cytochrome P-450 protein from periwinkle (Catharanthus roseus L.). Plant Physiol. 100, 998-1007.
51. Wiering, H. and De Vlaming, P. (1984) Inheritance and biochemistry of pigments. Petunia (Sink, K.C., ed.). Heidelberg: Springer Verlag, pp. 49-76.
52. Zobel, A.M. and Hrazdina, G. (1995) Chalcone synthase localization in early stages of plant development. I. Immunohistochemical use of plasmolysis for localizing the enzyme in epidermal cell cytoplasm of illuminated buckwheat hypocotyls. Biotechnol. Histochem. 70, 1-6.