Structural and enzymatic studies of a new analogue of coenzyme B12 with an α-adenosyl upper axial ligand

Biochemistry

Volumn 37, Issue 27, 1998, Pages 9704-9715

  Brown, Kenneth L ^a   Cheng, Shifa ^a   Zou, Xiang ^a   Li, Jing ^a   Chen, Guodong ^a   Valente, Edward J ^b   Zubkowski, Jeffrey D ^c   Marques, Helder M ^d  

^a OHIO UNIVERSITY   (United States)

^b MISSISSIPPI COLLEGE   (United States)

^c JACKSON STATE UNIVERSITY   (United States)

^d UNIVERSITY OF THE WITWATERSRAND   (South Africa)

Author keywords

[No Author keywords available]

Indexed keywords

ADENINE; COBAMAMIDE;

ARTICLE; CRYSTAL STRUCTURE; ENZYME ACTIVE SITE; ENZYME CONFORMATION; ENZYME SYNTHESIS; LACTOBACILLUS; LACTOBACILLUS LEICHMANNII; MOLECULAR MODEL; NONHUMAN; PRIORITY JOURNAL;

ADENOSINE; COBAMIDES; CRYSTALLOGRAPHY, X-RAY; ENZYME ACTIVATION; GLYCOSIDES; KINETICS; LIGANDS; MODELS, MOLECULAR; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR;

LACTOBACILLUS; LACTOBACILLUS LEICHMANNII;

EID: 0032493387     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi980707m     Document Type: Article

References (86)

1. Finke, R. G., and Hay, B. P. (1984) Inorg. Chem. 23, 3041.
2. Hay, B. P., and Finke, R. G. (1986) J. Am. Chem. Soc. 108, 4820.
3. Hay, B. P., and Finke, R. G. (1987) J. Am. Chem. Soc. 109, 8012.
4. Brown, K. L., Cheng, S., Zubkowski, J. D., and Valante, E. J. (1997) Inorg. Chem. 36, 1772.
5. Halpern, J. (1985) Science 227, 869.
6. Randaccio, L., Bresciani-Pahor, N., Zangrando, E., and Marzilli, L. G. (1989) Chem. Soc. Rev. 18, 225.
7. Marzilli, L. G. (1993) in Bioinorganic Chemistry (Reedijk, J., Ed.) p 227, Marcel Dekker, New York.
8. Lenhert, P. G. (1968) Proc. R. Soc. London, Ser. A 303, 45.
9. Savage, H. F. J., Lindley, P. F., Finney, J. L., and Timmons, P. A. (1987) Acta Crystallogr. B43, 280.
10. Savage, H. (1989) Biophys. J. 50, 947.
11. Bouquiere, J. P., Finney, J. L., Lehman, M. S., Lindley, P. F., and Savage, H. F. J. (1993) Acta Crystallogr. B49, 79.
12. Bouquiere, J. P., Finney, J. L., and Savage, H. F. L. (1994) Acta Crystallogr. B50, 566.
13. Bouquiere, J. P. (1992) Physica B (Amsterdam) 180/181, 745.
14. Marques, H. M., and Brown, K. L. (1995) J. Mol. Struct. (THEOCHEM) 340, 97.
15. Marques, H. M., and Brown, K. L. (1995) Inorg. Chem. 34, 3733.
16. Brown, K. L., and Marques, H. M. (1996) Polyhedron 13, 2187.
17. Bax, A., Marzilli, L. G., and Summers, M. F. (1987) J. Am. Chem. Soc. 109, 566.
18. Morley, C. G. D., Blakley, R. L., and Hogenkamp, H. P. C. (1968) Biochemistry 7, 1231.
19. Tamao, T., Morikawa, T., Shimizu, S., and Fukui, S. (1968) Biochim. Biophys. Acta 151, 260.
20. Toraya, T., Shirakashi, T., Fukui, S., and Hogenkamp, H. P. C. (1975) Biochemistry 14, 3949.
21. Sando, G. N., Blakley, R. L., Hogenkamp, H. P. C., and Hoffman, P. J. (1975) J. Biol. Chem. 250, 8774.
22. Yakusheva, M. I., Poznanskaya, A. A., Pospelova, T. A., Rudakova, I. P., Yurkevich, A. M., and Yakovlev, V. A. (1977) Biochim. Biophys. Acta 484, 216.
23. Toraya, T., Krodel, E., Mildvan, A. S., and Abeles, R. H. (1979) Biochemistry 18, 417.
24. Anton, D. L., Tsai, P. K., and Hogenkamp, H. P. C. (1980) J. Biol. Chem. 255, 4507.
25. Toraya, T., and Fukui, S. (1980) Adv. Chem. Ser. 191, 139.
26. Ushio, K., Fukui, S., and Toraya, T. (1984) Biochim. Biophys. Acta 788, 318.
27. Toraya, T., Matsumoto, T., Ichikawa, M., Itoh, T., Sugawara, T., and Mizuno, Y. (1986) J. Biol. Chem. 261, 9289.
28. Toraya, T., and Ishida, A. (1991) J. Biol. Chem. 266, 5430.
29. Toraya, T., Miyoshi, S., Mori, M., and Wada, K. (1994) Biochim. Biophys. Acta 250, 8774.
30. Poppe, L., Hull, W. E., and Rétey, J. (1993) Helv. Chim. Acta 76, 2367.
31. Calafat, A. M., Taoka, S., Puckett, J. M., Semerad, C., Van, H., Luo, L., Chen, H., Banerjee, R., and Marzilli, L. G. (1995) Biochemistry 34, 14125.
32. Brown, K. L., Cheng, S., and Marques, H. M. (1998) Polyhedron 17, 2213.
33. Pagano, T. G., Marzilli, L. G., Flocco, M. M., Tsai, C., Carrell, H. L., and Glusker, J. P. (1991) J. Am. Chem. Soc. 113, 531.
34. Schramm, G., Lünzmann, G., and Bechmann, F. (1967) Biochim. Biophys. Acta 145, 221.
35. Onodera, K., Hirano, S., and Masuda, F. (1967) Carbohydr. Res. 4, 263.
36. Furukawa, Y., Imai, K., and Honjo, M. (1968) Tetrahedron Lett., 4655.
37. Dinglinger, F., and Renz, P. (1971) Hoppe-Zeyler's Z. Physiol. Chem. 352, 1157.
38. Booker, S., and Stubbe, J. (1993) Proc. Natl. Acad. Sci. U.S.A. 90, 8352.
39. Lunn, C. A., Kathju, S., Wallace, C., Kushner, S., and Pigiet, V. (1984) J. Biol. Chem. 259, 10468.
40. Russel, R., and Model, P. (1985) J. Bacteriol. 163, 238.
41. Blakley, R. L. (1978) Methods Enzymol. 51, 246.
42. Licht, S., Gerfen, G. J., and Stubbe, J. (1996) Science 271, 477.
43. Sheldrick, G. (1990) SHELXS-93: A program for the automated solution of crystal structures from X-ray data, University of Göttingen, Göttingen, Germany.
44. Sheldrick, G. (1997) SHELXS-97: A program for refinement of crystal structures, University of Göttingen, Göttingen, Germany.
45. Lai, T. F., and Marsh, R. E. (1972) Acta Crystallogr. B28, 1982.
46. Allinger, N. L. (1977) J. Am. Chem. Soc. 89, 8127.
47. Clore, G. M., Brünger, A. T., Karplus, M., and Gronenborn, A. M. (1986) J. Mol. Biol. 191, 523.
48. Braun, W., Wider, G., Lee, K. H., and Wüthrich, K. (1983) J. Mol. Biol. 169, 921.
49. Williamson, M. P., Havel, T. F., and Wüthrich, K. (1985) J. Mol. Biol. 182, 295.
50. Clore, G. M., Gronenborn, A. M., Brüger, A. T., and Karplus, M. (1985) J. Mol. Biol. 185, 435.
51. Clore, G. M., and Gronenborn, A. M. (1991) Science 252, 1390.
52. Allen, M. P., and Tildesley, D. J. (1987) Computer Simulation of Liquids, Claredon, Oxford, U.K.
53. Saiz, E., and Tarazona, M. P. (1997) J. Chem. Educ. 74, 1350.
54. Berendsen, H. J. C., Postma, J. P. M., van Gunsteren, W. F., DiNola, A., and Haak, J. R. (1984) J. Chem. Phys. 81, 3684.
55. 12 (Dolphin, D., Ed.) p 23, Wiley-Interscience, New York.
56. Summers, M. F., Marzilli, L. G., and Bax, A. (1986) J. Am. Chem. Soc. 108, 4285.
57. Brown, K. L., Zou, X., Savon, S. R., and Jacobsen, D. W. (1993) Biochemistry 32, 8421.
58. Brown, K. L., Zou, X., Wu, G.-D., Zubkowski, J. D., and Valente, E. J. (1995) Polyhedron 14, 1621.
59. Brown, K. L., Evans, D. R., Zubkowski, J. D., and Valente, E. J. (1996) Inorg. Chem. 35, 415.
60. Sugiyama, H., Yamoaka, N., Shimizu, B., Ishido, Y., and Seto, S. (1974) Bull. Chem. Soc. Jpn. 47, 1815.
61. Brown, K. L., Cheng, S., Zou, X., Zubkowski, J. D., Valente, E. J., Knapton, L., and Marques, H. M. (1997) Inorg. Chem. 36, 3666.
62. Tamao, Y., and Blakley, R. L. (1973) Biochemistry 12, 24.
63. Giessner-Prettre, C., and Pullman, B. (1976) Biopolymers 15, 2277.
64. Hoogendorp, J. D., Verschoor, G. C., and Romers, C. (1978) Acta Crystallogr. B43, 3662.
65. Brennan, R. G., Kondo, N. S., and Sundaralingam, M. (1984) J. Am. Chem. Soc. 106, 5671.
66. Nexø, E., and Olesen, H. (1981) Biochim. Biophys. Acta 667, 370.
67. Newmark, P. A., Green, R., Musso, A. M., and Mollin, D. L. (1973) Br. J. Haematol. 25, 359.
68. Marchaj, A., Jacobsen, D. W., Savon, S. R., and Brown, K. L. (1995) J. Am. Chem. Soc. 117, 11640.
69. Fersht, A. R. (1974) Proc. R. Soc. London, Ser. B 187, 397.
70. Firsht, A. R. (1977) Enzyme Structure and Mechanism, Chapters 10 and 11, W. H. Freeman, San Francisco.
71. Wilkinson, A. J., Fersht, A. R., Blow, D. M., and Winter, G. (1983) Biochemistry 22, 3581.
72. Hill, H. A. O., Pratt, J. M., and Williams, R. J. P. (1969) Chem. Br. 5, 156.
73. Chemaly, S. M., and Pratt, J. M. (1980) J. Chem. Soc., Dalton Trans., 2274.
74. 12 (Dolphin, D., Ed.) Vol. 1, p 325, Wiley-Interscience, New York.
75. Bresciani-Pahor, N., Forcolin, M., Marzilli, L. G., Randaccio, L., Summers, M. F., and Toscano, P. J. (1985) Coord. Chem. Rev. 63, 1.
76. Rossi, M., Glusker, J. P., Randaccio, L., Summers, M. F., Toscano, P. J., and Marzilli, L. G. (1985) J. Am. Chem. Soc. 107, 1729.
77. Pett, V. B., Liebman, M. N., Murray-Rust, P., Prasad, K., and Glusker, J. P. (1987) J. Am. Chem. Soc. 109, 3207.
78. Brown, K. L., and Brooks, H. B. (1991) Inorg. Chem. 30, 3420.
79. Sagi, I., and Chance, M. R. (1992) J. Am. Chem. Soc. 114, 8061.
80. Waddington, M. D., and Finke, R. G. (1993) J. Am. Chem. Soc. 115, 4629.
81. Kräutler, B., Konrat, R., Stupperich, E., Fäber, G., Gruber, K., and Kratky, C. (1994) Inorg. Chem. 33, 4128.
82. Kräutler, B. (1987) Helv. Chim. Acta 70, 1268.
83. Mancia, F., Keep, N. H., Nakagawa, A., Leadley, P. F., McSweeney, S., Rasmussen, B., Bösecke, P., Diat, O., and Evans, P. R. (1996) Structure 4, 339.
84. Padmakumar, R., Taoka, S., Padmakumar, R., and Banerjee, R. (1995) J. Am. Chem. Soc. 117, 7033.
85. 12-Proteins (Kräutler, B., Arigoni, D., and Golding, B. T., Eds.) p 303, Wiley-VCH, Weinheim, Germany.
86. Singh, D., Tamao, Y., and Blakely, R. L. (1977) Adv. Enzyme Regul. 15, 81.