The mode of action and the structure of a herbicide in complex with its target: Binding of activated hydantocidin to the feedback regulation site of adenylosuccinate synthetase

Proceedings of the National Academy of Sciences of the United States of America

Volumn 93, Issue 18, 1996, Pages 9431-9436

  Fonne Pfister R ^a   Chemla, P ^a   Ward, E ^a   Girardet, M ^a   Kreuz, K E ^a   Honzatko, R B ^b   Fromm, H J ^b   Schar H P ^a   Grutter, M G ^c   Cowan Jacob, S W ^c  

^a CIBA GEIGY LTD   (Switzerland)

^b Ciba Geigy Corporation   (United States)

^c IOWA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADENOSINE PHOSPHATE; ADENYLOSUCCINATE SYNTHASE; HERBICIDE; NUCLEOSIDE DERIVATIVE;

ARTICLE; CROP; CRYSTAL STRUCTURE; ENZYME PURIFICATION; ENZYME REGULATION; FEEDBACK SYSTEM; NONHUMAN; PLANT GROWTH; PRIORITY JOURNAL; PURINE SYNTHESIS;

ADENYLOSUCCINATE SYNTHASE; AMINO ACID SEQUENCE; BINDING SITES; CELLS, CULTURED; CRYSTALLOGRAPHY, X-RAY; DNA, COMPLEMENTARY; ESCHERICHIA COLI; FEEDBACK; HERBICIDES; HYDANTOINS; MOLECULAR SEQUENCE DATA; PHENOTYPE; PLANTS; PROTEIN CONFORMATION; SEQUENCE HOMOLOGY, AMINO ACID;

EID: 0040379047     PISSN: 00278424     EISSN: None     Source Type: Journal    
DOI: 10.1073/pnas.93.18.9431     Document Type: Article

References (50)

1. Kirkwood, R. C., ed. (1991) Topics in Applied Chemistry: Target Sites For Herbicide Action (Plenum, New York).
2. Hock, B., Fedtke, C. & Schmidt, R. R., eds. (1995) in Herbizid: Metabolismus, Toleranz und Resistenz (Thieme, Stuttgart), pp. 250-261.
3. Hedin, P. A., Menn, J. J. & Hollingworth, R. M., eds. (1994) Natural and Engineered Pest Management Agents, ACS Symposium Series 551 (Am. Chem. Soc., Washington, DC).
4. Sankyo (1987) Eur. Pat. Appl. 0 232 572 A2 (19.08.87).
5. Haruyama, H., Takayama, T., Kinoshita, T., Kondo, M., Nakajima, M. & Haneishi, T. (1991) J. Chem. Soc. Perkin Trans, 1, 1637-1640.
6. Nakajima, M., Itoi, K., Takamatsu, Y., Kinoshita, T., Okasaki, T., Kawakubo, K., Shindou, M., Honma, T., Tohjigamori M. & Haneishi, T. (1991) J. Antibiot. 44, 293-300.
7. Ciba-Geigy (1990) Deutsche Offenlegensschrift 4129-616-A1 (10.9.90).
8. Mitsubishi Kasei (1990) Jpn. Pat. 04222589-A (19.21.90).
9. Nakajima, N., Matsumoto, M., Kirihara, M., Hashimoto, M., Katoh, T. & Terashima, M. (1996) Tetrahedron 52, 1177-1194.
10. Mio, S., Kitagawa, J. & Sugai, S. (1991) Tetrahedron 47, 2133-2144.
11. Mio, S., Ichinose, R., Goto, K. & Sugai, S. (1991) Tetrahedron 47, 2111-2120.
12. Chemla, P. (1993) Tetrahedron Lett. 34, 7391-7394.
13. Harrington, P. M. & Jung, M. M. (1994) Tetrahedron Lett. 35, 5145-5148.
14. Ciba-Geigy (1990) Deutsche Offenlegensschrift 4129-728-A (10.9.90).
15. Burton, J. W., Fairbank, A. J., Choi, S. S., Taylor, H Watkin, D. J., Winchester, B.G. & Fleet, G. W. J. (1993) Tetrahedron Lett. 34, 6119-6122.
16. Sano H., Mio, S. & Kitagawa, J. (1994) Tetrahedron Asymmetry 5, 2233-2240.
17. Dondoni, A., Scherrmann, M-C., Marra, A. & Delaine J. (1994) J. Org. Chem. 59, 7517-7520.
18. Bichard, C. J. F., Mitchell, E. P., Wormald, M. R., Watson, K. A. Johnson, L. N., Zographos, S. P., Koutra, D. D., Oikonomakos, N. G. & Fleet, G. W. J. (1995) Tetrahedron Lett. 36, 2145-2148.
19. Brandstetter, T. W., Kim, Y.-H., Son, J. C., Taylor, H. M., Lilley, P. M. Q., Watkin, D. J., Johnson, L. N. & Fleet, G. W. J. (1995) Tetrahedron Lett. 36, 2149-2152.
20. Sano, H., Mio, S., Tsukagachi, N. & Sugai, S. (1995) Tetrahedron 51, 1387-1394.
21. Sano, H. & Sugai, S. (1995) Tetrahedron 51, 4635-4646.
22. Sano, H., Mio, S., Kitagawa, J., Shindou, M., Honma, T. & Sugai S. (1995) Tetrahedron 51, 12563-12572.
23. Hanessian, S., Sancéau, J.-Y. & Chemla, P. (1995) Tetrahedron 51, 6669-6678.
24. Sano, H., Mio, S., Hamura, M., Kitagawa, J., Shindou, M., Honma, T. & Sugai, S. (1995) Biosci. Biotech. Biochem. 59 2247-2250.
25. Lamberth, C. & Blarer, S. (1996) Synth. Commun. 26, 75-81
26. Stayton, M. M., Rudolph, F. B. & Fromm, H. J. (1983) Curr. Top. Cell. Regul. 22, 103-141.
27. Mori, I., Fonné-Pfister, R., Matsunaga, S. I., Tada, S., Kimura, Y., Iwasaki, G., Mano, J. I., Hatano, M., Nakano, T., Koizumi, S. I., Scheidegger, A., Hayakawa, K. & Ohta, D. (1995) Plant Physiol. 170, 719-723.
28. Bass, M. B., Fromm, H. J. & Stayton, M. M. (1987) Arch. Biochem. Biophys. 256, 335-342.
29. Hatch, M. D. (1966) Biochem. J. 98, 198-203.
30. Minet, M., Dufour, M.-E. & Lacroute, F. (1992) Plant J. 2, 417-422.
31. Serra, M. A, Bass, M. B., Fromm, H. J. & Honzatko, R. B. (1988) J. Mol. Biol. 200, 753-754.
32. Rossman, M. G. (1972) The Molecular Replacement Method (Gordon and Breach Science, New York).
33. Brunger, A. T. (1992) X-PLOR (Yale Univ. Press, New Haven, CT), Version 3.1.
34. Silva, M. M., Poland, B. W., Hoffman, C. R., Fromm, H. J. & Honzatko, R. B. (1995) J. Mol. Biol. 254, 431-446.
35. Jones, T. A., Zou, J.-Y., Cowan, S. W. & Kjeldgaard, M. (1991) Acta Crystallogr. A 47, 110-119.
36. Laskowski, R. A., McArthur, M. W., Moss, D. S. & Thornton, J. M. (1993) J. Appl. Crystallogr. 26, 282-291.
37. Kang, C. & Fromm, H. J. (1995) J. Biol. Chem. 270, 15539-15544.
38. Spector, T. (1977) Biochim. Biophys. Acta 481, 741-745.
39. Hampton, A., Harper, P. J. & Sasaki, T. (1972) Biochemistry 11, 4965-4969.
40. Hatch, M. D. (1967) Phytochemistry 6, 115-119.
41. Jahngen, E. G. E. & Rossomando, E. F. (1984) Arch. Biochem. Biophys. 229, 145-154.
42. Heim, D. R., Cseke, C., Gerwick, B. C., Murdoch, M. G. & Green, S. B. (1995) Pestic. Biochem. Phys. 53, 138-145.
43. Siehl, D. L., Subramanian, M. V., Walter, E. W., Lee, S.-F., Anderson, R. J. & Toschi, A. G. (1996) Plant Physiol. 110, 753-758.
44. Wolfe, S. A. & Smith, J. M. (1988) J. Biol. Chem. 263, 19147-19153.
45. Von Heime, G. & Nishikawa, K. (1991) FEBS Lett. 278, 1-3.
46. Boland, M-J. & Schubert, K. R. (1983) Arch. Biochem. Biophys. 220, 179-187.
47. Sander, C. & Schneider, R. (1991) Proteins 9, 56-68.
48. Poland, B. W., Silva, M. M., Serra, M. A., Cho, Y., Kim, K. H., Harris, E. M. S. & Honzatko, R. B. (1993) J. Biol. Chem. 268, 25334-25342.
49. Kang, C., Sun, N., Honzatko, R. B. & Fromm, H. J. (1994) J. Biol. Chem. 269, 24046-24049.
50. Pai, E. F., Kabsch, W., Krengel, U., Holmes, K., John, J. & Wittinghofer, A. (1989) Nature (London) 341, 209-214.