Reaction Mechanism from Leucoanthocyanidin to Anthocyanidin 3-Glucoside, a Key Reaction for Coloring in Anthocyanin Biosynthesis

Journal of Biological Chemistry

Volumn 276, Issue 28, 2001, Pages 25797-25803

  Nakajima, Jun Ichiro ^a   Tanaka, Yoshikazu ^b   Yamazaki, Mami ^a   Saito, Kazuki ^a  

^a CHIBA UNIVERSITY   (Japan)

^b SUNTORY LTD   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BIOSYNTHESIS; ENZYMES; ESCHERICHIA COLI; OXIDATION; REACTION KINETICS;

CYTOSOLIC REACTION;

BIOCHEMISTRY;

2 OXOGLUTARIC ACID; 3 FLAVEN 2,3 DIOL; ANTHOCYANIDIN 3 GLUCOSIDE; ANTHOCYANIDIN SYNTHASE; ANTHOCYANIN; ASCORBIC ACID; CYANIDIN; CYANIDIN 3 GLUCOSIDE; FERROUS ION; FLAVONOID; HYDROLYASE; LEUCOANTHOCYANIDIN; RECOMBINANT ENZYME; UNCLASSIFIED DRUG; URIDINE DIPHOSPHATE GLUCOSE; URIDINE DIPHOSPHATE GLUCOSE:FLAVONOID 3 O GLUCOSYLTRANSFERASE; CYANIDIN 3 O GLUCOSIDE; CYANIDIN 3-O-GLUCOSIDE; GLUCOSIDE;

ANTHOCYANIN BIOSYNTHESIS; ARTICLE; CHEMICAL REACTION; ENZYME MECHANISM; ESCHERICHIA COLI; FATTY ACID DESATURATION; FLOWER; GLYCOSYLATION; ISOMERISM; MAIZE; NONHUMAN; OXIDATION; PH; PLANT; PRIORITY JOURNAL; PROTEIN EXPRESSION; PROTEIN PURIFICATION; PROTEIN SYNTHESIS; REACTION ANALYSIS; BIOSYNTHESIS; GENETICS; METABOLISM; OXIDATION REDUCTION REACTION;

ANTIRRHINUM MAJUS; ESCHERICHIA COLI; PETUNIA; TORENIA; ZEA MAYS;

ANTHOCYANINS; GLUCOSIDES; OXIDATION-REDUCTION; PLANTS;

EID: 0035854832     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.M100744200     Document Type: Article

References (42)

1. Heller, W., and Forkmann, G. (1988) in The Flavonoids: Advance in Research Since 1980 (Harborne, J. B., ed) pp. 399-425, Chapman & Hall, London
2. Heller, W., and Forkmann, G. (1993) in The Flavonoids: Advance in Research Since 1986 (Harborne, J. B., ed) pp. 499-535, Chapman & Hall, London
3. Forkmann, G., and Heller, W. (1999) in Comprehensive Natural Products Chemistry (Sankawa, U., ed) Vol. I (Polyketides and Other Secondary Metabolites including Fatty Acids and Their Derivatives) pp. 713-748, Elsevier Science Publishers B.V., Amsterdam
4. Menssen, A., Höhmann, S., Martin, W., Schnable, P. S., Peterson, P. A., Saedler, H., and Gierl, A. (1990) EMBO J. 9, 3051-3057
5. Martin, C., Prescott, A., Mackay, S., Bartlett, J., and Vrijlandt, E. (1991) Plant J. 1, 37-49
6. Weiss, D., van der Luit, A. H., Kroon, J. T. M., Mol, J. N. M., and Kooter, J. M. (1993) Plant Mol. Biol. 22, 893-897
7. Davies, K. M. (1993) Plant Physiol. 103, 1015
8. Sparvoli, F., Martin, C., Scienza, A., Gavazzi, G., and Tonelli, C. (1994) Plant Mol. Biol. 24, 743-755
9. Pelletier, M. K., Murrell, J. R., and Shirley, B. W. (1997) Plant Physiol. 113, 1437-1445
10. Saito, K., Kobayashi, M., Gong, Z., Tanaka, Y., and Yamazaki, M. (1999) Plant J. 17, 181-189
11. Rosati, C., Cadic, A., Duron, M., Ingouff, M., and Simoneau, P. (1999) Plant Sci. 149, 73-79
12. Nakajima, J., Tanaka, Y., Yamazaki, M., and Saito, K. (2000) Plant Biotech. 17, 331-335
13. De Carolis, E., and De Luca, V. (1994) Phytochemistry 36, 1093-1107
14. Prescott, A. G., and John, P. (1996) Annu. Rev. Plant Physiol. Plant Mol. Biol. 47, 245-271
15. Stafford, H. A., and Lester, H. H. (1984) Plant Physiol. 76, 184-186
16. Ruhnau, B., and Forkmann, G. (1988) Phytochemistry 27, 1035-1039
17. Martin, C., and Gerats, T. (1992) in Molecular Biology of Flowers (Jordan, B., ed) pp. 219-255, CIB International, Wallingford, UK
18. Reddy, G. M., and Coe, E. H. (1962) Science 138, 149-150
19. Dooner, H. K., and Nelson, O. E. (1977) Proc. Natl. Acad. Sci. U. S. A. 74, 5623-5627
20. Kho, K. F. F., Kamsteeg, J., and van Brederode, J. (1978) Z. Pflanzenphysiol. 88, 449-464
21. Kamsteeg, J., van Brederode, J., and van Nigtevecht, G. (1978) Biochem. Genet. 16, 1045-1058
22. Ebel, J., and Hahlbrock, K. (1982) in The Flavonoids: Advances in Research (Harborne, J. B., and Mabry, T. J., eds) pp. 641-679, Chapman & Hall, London
23. Tanaka, Y., Yonekura, K., Fukuchi-Mizutani, M., Fukui, Y., Fuji, H., Ashikari, T., and Kusumi, T. (1996) Plant Cell Physiol. 37, 711-716
24. Ford, C. M., Boss, P. K., and Hoj, P. B. (1998) J. Biol. Chem. 273, 9224-9233
25. Mol, J., Grotewold, E., and Koes, R. (1998) Trends Plant Sci. 3, 212-217
26. Steahelin, L. A., and Newcomb, E. H. (2000) in Biochemistry & Molecular Biology of Plants (Buchanan, B. B., Gruissem, W., and Jones, R. L., eds) pp. 2-50, American Society of Plant Physiologists, Rockville, Maryland
27. Laemmli, U. K. (1970) Nature 227, 680-685
28. Attwood, M. R., Brown, B. R., and Pike, W. T. (1983) J. Chem. Soc. Perkin Trans. I, 2229-2235
29. Stafford, H. A., Lester, H. H., and Porter, L. J. (1985) Phytochemistry 24, 333-338
30. Bradford, M. M. (1976) Anal. Biochem. 72, 248-254
31. Holton, T. A., and Cornish, E. C. (1995) Plant Cell 7, 1071-1083
32. Tanaka, Y., Tsuda, S., and Kusumi, T. (1998) Plant Cell Physiol. 39, 1119-1126
33. British, L. (1990) Arch. Biochem. Biophys. 276, 348-354
34. Britsch, L., Ruhnau-Brich, B., and Forkmann, G. (1992) J. Biol. Chem. 267, 5380-5387
35. Holton, T. A., Brugliera, F., and Tanaka, Y. (1993) Plant J. 4, 1003-1010
36. Britsch, L. (1990) Arch. Biochem. Biophys. 282, 152-160
37. Baldwin, J. E., Adilington, R. M., Aplin, R. T., Crouch, N. P., Schofield, C. J., and Ting, H. H. (1987) J. Chem. Soc. Chem. Commun. 1654-1656
38. Akhtar, M., and Wright, J. N. (1991) Nat. Prod. Rep. 8, 527-551
39. Prescott, A. G. (1993) J. Exp. Bot. 44, 849-861
40. Feig, A. L., and Lippard, S. J. (1994) Chem. Rev. 94, 759-805
41. Brouillard, R., and Lang, J. (1990) Can. J. Chem. 68, 755-761
42. Burbulis, I. E., and Shirley, B. W. (1999) Proc. Natl. Acad. Sci. U. S. A. 96, 12929-12934