3-Amino-5-hydroxybenzoic acid synthase, the terminal enzyme in the formation of the precursor of mC7N units in rifamycin and related antibiotics

Journal of Biological Chemistry

Volumn 273, Issue 11, 1998, Pages 6030-6040

  Kim, Chun Gyu ^a   Yu, Tin Wein ^a   Fryhle, Craig B ^a   Handa, Sandeep ^a   Floss, Heinz G ^a  

^a UNIVERSITY OF WASHINGTON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBIOTIC AGENT; HYBRID PROTEIN; PYRIDOXAL 5 PHOSPHATE; RIFAMYCIN B; SYNTHETASE;

ANTIBIOTIC SENSITIVITY; ARTICLE; CATALYSIS; ENZYME ACTIVATION; ENZYME ACTIVITY; ESCHERICHIA COLI; GENE MUTATION; GENE SEQUENCE; GENOME; MOLECULAR CLONING; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL;

ACTINOBACTERIA; ACTINOMYCETALES; AMINO ACID SEQUENCE; AMINOBENZOIC ACIDS; BASE SEQUENCE; CLONING, MOLECULAR; CYCLOHEXANECARBOXYLIC ACIDS; ESCHERICHIA COLI; EVOLUTION, MOLECULAR; HYDRO-LYASES; MOLECULAR SEQUENCE DATA; PHYLOGENY; PYRIDOXAL PHOSPHATE; PYRIDOXAMINE; RECOMBINANT PROTEINS; RESTRICTION MAPPING; RIFAMYCINS; SEQUENCE ANALYSIS, DNA; SEQUENCE HOMOLOGY, AMINO ACID; SHIKIMIC ACID; STEREOISOMERISM; SUBSTRATE SPECIFICITY; TRANSAMINASES;

AMYCOLATOPSIS MEDITERRANEI; ESCHERICHIA COLI;

EID: 0032513247     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.273.11.6030     Document Type: Article

References (68)

1. Ghisalba, O. (1985) Chimia 39, 79-88
2. Floss, H. G., and Beale, J. M. (1989) Angew. Chem. 101, 147-178; Angew. Chem. Int. Ed. Engl. 28, 146-177
3. Floss, H. G., and Beale, J. M. (1989) Angew. Chem. 101, 147-178; Angew. Chem. Int. Ed. Engl. 28, 146-177
4. Kibby, J. J., McDonald, I. A., and Rickards, R. W. (1980) J. Chem. Soc. Chem. Commun. 768-769
5. Anderson, M. G., Kibby, J. J., Rickards, R. W., and Rothschild, J. M. (1980) J. Chem. Soc. Chem. Commun. 1277-1278
6. Hatano, K., Akiyama, S., Asai, M., and Rickards, R. W. (1982) J. Antibiot. 35, 1415-1417
7. Anderson, M. G., Monypenny, D., Rickards, R. W., and Rothchild, J. M. (1989) J. Chem. Soc. Chem. Commun. 311-313
8. Ghisalba, O., and Nüesch, J. (1981) J. Antibiot. 34, 64-71
9. Kim, C.-G., Kirschning, A., Bergon, P., Ahn, Y., Wang, J. J., Shibuya, M., and Floss, H. G. (1992) J. Am. Chem. Soc. 114, 4941-4943
10. Kim, C.-G., Kirschning, A., Bergon, P., Zhou, P., Su, E., Sauerbrei, B., Ning, S., Ahn, Y., Breuer, M., Leistner, E., and Floss, H. G. (1996) J. Am Chem. Soc. 118, 7486-7491
11. Devereux, J., Haeberli, P., and Smithies, O. (1984) Nucleic Acids Res. 12, 387-395
12. Lydiate, D. J., Malpartida, F., and Hopwood, D. A. (1985) Gene (Amst.) 35, 223-235
13. Mazy-Servais, C., Baczkowski, D., and Dusart, J. (1997) FEMS Microbiol. Lett. 151, 135-138
14. Lancini, G. (1986) in Biotechnology (Rehm, H.-J., and Reed, G., eds) Vol. 4, pp. 431-463, VCH Verlagsgesellschaft, Weinheim, Germany
15. Ferrige, A. G., Seddon, M. J., Green, B. N., Jarvis, S. A., and Skilling, J. (1992) Rapid Commun. Mass Spectrom. 6, 707-711
16. Ferrige, A. G., Seddon, M. J., Skilling, J., and Ordsmith, N. (1992) Rapid Commun. Mass Spectrom. 6, 765-770
17. Gygax, D., Christ, M., Ghisalba, O., and Nüesch, J. (1982) FEMS Microbiol. Lett. 15, 169-173
18. Matsudaira, P. (1987) J. Biol. Chem. 262, 10035-10038
19. Gershoni, J. M., and Palade, G. E. (1982) Anal. Biochem. 124, 396-405
20. Simpson, R. J., and Nice, E. C. (1984) Biochem. Int. 8, 787-791
21. Choli, T., Kapp, U., and Wittmann, B. (1989) J. Chromatog. 476, 59-72
22. Hermodson, M., and Mahoney, W. (1983) Methods Enzymol. 91, 352-359
23. Bibb, M. J., Janssen, G. R., and Ward, J. M. (1985) Gene (Amst.) 41, E357-E391
24. Bierman, M., Logan, R., O'Brien, K., Seno, E. T., Rao, R. N., and Schoner, B. E. (1992) Gene (Amst.) 116, 43-49
25. Gribskov, M., Devereux, J., and Burgess, R. R. (1984) Nucleic Acids Res. 12, 539-549
26. Bibb, M. J., and Cohen, S. N. (1982) Mol. Gen. Genet. 187, 265-277
27. Brendel, V., and Trifonov, E. N. (1984) Nucleic Acids Res. 12, 4411-4427
28. Devereux, J., Haeberli, P., and Smithies, O. (1984) Nucleic Acids Res. 12, 387-395
29. Altschul, S. F., Gish, W., Miller, W., Myers, E. W., and Lipman, D. J. (1990) J. Mol. Biol. 215, 403-410
30. Thorson, J. S., Stanley, F. L., Liu, H., and Hutchinson, C. R. (1993) J. Am. Chem. Soc. 115, 6993-6994
31. Ahlert, J., Distler, J., Mansouri, K., and Piepersberg, W. (1997) Arch. Microbiol. 168, 102-113
32. Allen, A., and Maskell, D. (1996) Mol. Microbiol. 19, 37-52
33. Tagaki, M., Takada, H., and Imanaka, T. (1990) J. Bacteriol. 172, 411-418
34. Dhillon, N., Hale, R. S., Cortes, J., and Leadley, P. F. (1989) Mol. Microbiol. 3, 1405-1414
35. Merson-Davies, L. A., and Cundliffe, E. (1994) Mol. Microbiol. 13, 349-355
36. Stutzman-Engwall, K. J., Otten, S. L., and Hutchinson, C. R. (1992) J. Bacteriol. 174, 144-154
37. Tercero, J. A., Espinosa, J. C., Lacalle, R. A., and Jiménez, A. (1996) J. Biol. Chem. 271, 1579-1590
38. Stroeher, U. H., Parasivam, G., Dredge, B. K., and Manning, P. A. (1997) J. Bacteriol. 179, 2740-2747
39. Bastin, D. A., and Reeves, P. R. (1995) Gene (Amst.) 164, 17-23
40. Thorson, J. S., Lo, S. F., Ploux, O., He, X., and Liu, H. W. (1994) J. Bacteriol. 176, 5483-5493
41. Kessler, A. C., Hasse, A., and Reeves, P. R. (1993) J. Bacteriol. 175, 1412-1422
42. Jiang, X. M., Neal, B., Santiago, F., Lee, S. J., Romana, L. K., and Reeves, P. R. (1991) Mol. Microbiol. 5, 695-713
43. Pascarella, S., and Bossa, F. (1994) Proton Sci. 3, 701-705
44. Liu, H., and Thorson, J. S. (1994) Annu. Rev. Microbiol. 48, 223-256
45. Piepersberg, W. (1994) Crit. Rev. Biotechnol. 14, 251-285
46. Kirschning, A., Bechthold, A. F.-W., and Rohr, J. (1997) Top. Curr. Chem. 188, 1-84
47. Weigel, T. M., Liu, L., and Liu, H. (1992) Biochemistry 31, 2129-2139
48. Weigel, T. M., Miller, V. P., and Liu, H. (1992) Biochemistry 31, 2140-2147
49. Thorson, J. S., and Liu, H. (1993) J. Am. Chem. Soc. 115, 7539, 12177-12178
50. Mehta, P. K., Hale, T. I., and Christen, P. (1993) Eur. J. Biochem. 214, 549-561
51. Alexander, F. W., Sandmeier, E., Mehta, P. K., and Christen, P. (1994) Eur. J. Biochem. 219, 953-960
52. Grishin, N. V., Phillips, M. A., and Goldsmith, E. J. (1995) Protein Sci. 4, 1291-1304
53. Hopwood, D. A. (1988) Proc. R. Soc. London B 235, 121-138
54. Dolphin, D., Poulson, R., and Avramovic, O. (eds) (1986) Vitamin B6 Pyridoxal Phosphate, Part B, John Wiley & Sons, New York
55. Schirch, L., and Mason, M. (1962) J. Biol. Chem. 237, 2578-2581
56. Perkins, S. (1986) Eur. J. Biochem. 157, 169-180
57. Kobayashi, K., Miyazawa, S., and Terahara, A. (1976) Tetrahedron Lett., 537-540
58. Soper, T. S., and Manning, J. M. (1985) in Transaminases (Christen, P., and Metzler, D. E., eds) p. 266, John Wiley & Sons, New York
59. Rinehart, K. L., Potgieter, M., and Wright, D. A. (1982) J. Am. Chem. Soc. 104, 2649-2652
60. Ganem, B. (1978) Tetrahedron 34, 3353-3383
61. Handa, S., and Floss, H. G. (1997) J. Chem. Soc. Chem. Commun. 153-154
62. Grewe, R., and Jeschke, J. P. (1956) Chem. Ber. 89, 2080-2088
63. Scharf, K. H., Zenk, M. H., Onderka, D. K., Carroll, M., and Floss, H. G. (1971) J. Chem. Soc. Chem. Commun. 765-766
64. Kim, C.-G. (1994) Biosynthesis of 3-Amino-5-hydroxybenzoic Acid, the Precursor of the MGN-unit in Ansamycin Antibiotics, Ph.D. dissertation, University of Washington, Seattle
65. Davis, L., and Metzler, D. E. (1972) in The Enzymes (Boyer, P. D., ed) 3rd Ed., Vol. 7, p. 33-74, Academic Press, New York
66. Vederas, J. C., and Floss, H. G. (1980) Acc. Chem. Res. 13, 455-463
67. Floss, H. G., Vederas, J. C. (1982) in Stereochemistry (Tamm, Ch., ed) p 161-199, Elsevier, Amsterdam
68. Burrows, L. L., Charter, D. F., and Lam, J. L. (1996) Mol. Microbiol. 22, 481-495