Functional cross-talk between fatty acid synthesis and nonribosomal peptide synthesis in quinoxaline antibiotic-producing streptomycetes

Journal of Biological Chemistry

Volumn 280, Issue 6, 2005, Pages 4339-4349

  Schmoock, Gernot ^a   Pfennig, Frank ^a,b   Jewiarz, Julien ^a   Schlumbohm, Wilhelm ^a   Laubinger, Werner ^a   Schauwecker, Florian ^a   Keller, Ullrich ^a  

^a TECHNISCHE UNIVERSITÄT BERLIN   (Germany)

^b DRESDEN UNIVERSITY OF TECHNOLOGY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION ENERGY; AMINO ACIDS; ANTIBIOTICS; BIOSYNTHESIS; ENZYME KINETICS; POLYPEPTIDES;

CHROMOPEPTIDE; TRIOSTINS;

FATTY ACIDS;

2 QUINOXALINECARBOXYLIC ACID; 2 QUINOXALINECARBOXYLIC ACID BINDING PROTEIN; ACYL CARRIER PROTEIN; ALANINE; BINDING PROTEIN; CYSTEINE; ECHINOMYCIN; FATTY ACID; FATTY ACID SYNTHASE; LACTONE DERIVATIVE; PEPTIDE; PEPTIDE SYNTHASE; PROTEIN ACPPSE; QUINOMYCIN; QUINOXALINE DERIVATIVE; SERINE; SULFUR; SYNTHETASE; THIOESTER; TRIOSTIN A; TRIOSTIN SYNTHETASE; UNCLASSIFIED DRUG; VALINE; ANTIINFECTIVE AGENT; CARBOXYLIC ACID; DNA; LACTONE; RECOMBINANT PROTEIN;

ACYLATION; ADENYLATION; ANTIBIOTIC BIOSYNTHESIS; ANTINEOPLASTIC ACTIVITY; ARTICLE; CHROMATOPHORE; DRUG STRUCTURE; FATTY ACID SYNTHESIS; METHYLATION; MOLECULAR CLONING; MOLECULAR INTERACTION; NONHUMAN; NUCLEOTIDE SEQUENCE; PEPTIDE SYNTHESIS; POLYMERIZATION; PRIORITY JOURNAL; PROTEIN ASSEMBLY; PROTEIN DNA BINDING; PROTEIN DOMAIN; STREPTOMYCES; STREPTOMYCES ECHINATUS; STREPTOMYCES TRIOSTINICUS; STREPTOMYCETACEAE; AMINO ACID SEQUENCE; BINDING SITE; BIOSYNTHESIS; CHEMICAL MODEL; CHEMISTRY; ENZYME SPECIFICITY; ESCHERICHIA COLI; GENOME; KINETICS; MASS SPECTROMETRY; METABOLISM; MOLECULAR GENETICS; NONRIBOSOMAL PEPTIDE SYNTHESIS; PLASMID; POLYACRYLAMIDE GEL ELECTROPHORESIS; PROTEIN BINDING; PROTEIN TERTIARY STRUCTURE; SEQUENCE HOMOLOGY; STREPTOMYCES LIVIDANS; THIN LAYER CHROMATOGRAPHY;

STREPTOMYCES; STREPTOMYCES ECHINATUS; STREPTOMYCES TRIOSTINICUS; STREPTOMYCETACEAE; STREPTOMYCINEAE;

AMINO ACID SEQUENCE; ANTI-BACTERIAL AGENTS; BINDING SITES; CARBOXYLIC ACIDS; CHROMATOGRAPHY, THIN LAYER; CLONING, MOLECULAR; DNA; ECHINOMYCIN; ELECTROPHORESIS, POLYACRYLAMIDE GEL; ESCHERICHIA COLI; FATTY ACID SYNTHETASE COMPLEX; GENOME; KINETICS; LACTONES; MODELS, CHEMICAL; MOLECULAR SEQUENCE DATA; PEPTIDE BIOSYNTHESIS; PEPTIDE BIOSYNTHESIS, NUCLEIC ACID-INDEPENDENT; PEPTIDES; PLASMIDS; PROTEIN BINDING; PROTEIN STRUCTURE, TERTIARY; QUINOXALINES; RECOMBINANT PROTEINS; SEQUENCE HOMOLOGY, AMINO ACID; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION; STREPTOMYCES; STREPTOMYCES LIVIDANS; SUBSTRATE SPECIFICITY; VALINE;

EID: 15744381452     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M411026200     Document Type: Article

References (60)

1. Corbaz, R., Ettlinger, L., Gäumann, E., Keller-Schierlein, W., Kradolfer, F., Neipp, L., Prelog, V., Reusser, P., and Zähner, H. (1957) Helv. Chim. Acta 40, 199-204
2. Dell, A., Williams, D. H., Morris, H. R., Smith, G. A., Feeney, J., and Roberts, G. C. (1975) J. Am. Chem. Soc. 97, 2497-2502
3. Yoshida, T., Katagiri, K., and Yokozawa, S. (1961) J. Antibiot. 14, 330-334
4. Shoji, J. I., and Katagiri, K. (1961) J. Antibiot. 14, 335-339
5. Konishi, M., Ohkuma, H., Sakai, F., Tsuno, T., Koshiyama, H., Naito, T., and Kawaguchi, H. (1981) J. Am. Chem. Soc. 103, 1241-1243
6. Matson, J. A., Colson, K. L., Belofsky, G. N., and Bleiberg, B. B. (1993) J. Antibiot. 46, 162-166
7. Waring, M. J., and Wakelin, L. P. (1974) Nature 252, 653-657
8. Ughetto, G., Wang, A. H., Quigley, G. J., van der Marel, G. A., van Boom, J. H., and Rich, A (1985) Nucleic Acids Res. 13, 2305-2323
9. Phillips, D. R., White, R. J., Trist, H., Cullinane, C., Dean, D., and Crothers, D. M. (1990) Anticancer Drug Des. 5, 21-29
10. May, L. G., Madine, M. A., and Waring, M. J. (2004)) Nucleic Acids Res. 32, 65-72
11. Bailly, C., Crow, S., Minnock, A., and Waring, M. J. (2000) Nucleosides Nucleotides Nucleic Acids 19, 1337-1353
12. Yoshida, T., and Katagiri, K. (1969) Biochemistry 8, 2645-2651
13. Cornish, A., Fox, K. R., and Waring, M. J. (1983) Antimicrob. Agents Chemother. 23, 221-231
14. Glund, K., Schlumbohm, W., Bapat, M., and Keller, U. (1990) Biochemistry 29, 3522-3527
15. Gauvreau, D., and Waring, M. J. (1984) Can. J. Microbiol. 30, 439-450
16. Keller, U., and Schauwecker, F. (2001) Prog. Nucleic Acids Res. Mol. Biol. 70, 233-289
17. Crosa, J. H., and Walsh, C. T. (2002) Microbiol. Mol. Biol. Rev. 66, 223-224
18. Gehring, A. M., Bradley, K. A., and Walsh, C. T. (1997) Biochemistry 36, 8495-8503
19. Gehring, A. M., Mori, I., Perry, R. D., and Walsh, C. T. (1998) Biochemistry 37, 11637-11650
20. Pfennig, F., Schauwecker, F., and Keller, U. (1999)) J. Biol. Chem. 274, 12508-12516
21. Schauwecker, F., Pfennig, F., Grammel, N., and Keller, U. (2000) Chem. Biol. 7, 287-297
22. Sambrook, J., Fritsch, E. F., and Maniatis, T. (1989) Molecular Cloning: A Laboratory Manual, 2nd Ed., Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY
23. Kieser, T., Bibb, M. J., Buttner, M. J., Chater, K. F., and Hopwood, D. A. (2000) Practical Streptomyces Genetics, The John Innes Foundation, Norwich, CT
24. Katz, E., Thompson, C. J., and Hopwood, D. A. (1983) J. Gen. Microbiol. 129, 2703-2714
25. Schauwecker, F., Pfennig, F., Schröder, W., and Keller, U. (1998) J. Bacteriol. 180, 2468-2474
26. Laemmli, U. K. (1970) Nature 227, 680-685
27. Schägger, H., and von Jagow, G. (1987) Anal. Biochem. 116, 368-379
28. Bradford, M. M. (1976) Anal. Biochem. 72, 248-254
29. De Crécy-Lagard, V., Blanc, V., Gil, P., Naudin, L., Lorenzon, S., Famechon, A., Bamas-Jaques, N., Crouzet, J., and Thibaut, D. (1997) J. Bacteriol. 179, 705-713
30. Staab, J. F., Elkins, M. F., and Earhart, C. F. (1989) FEMS Microbiol. Lett. 50, 15-19
31. Pfennig, F. (1998) Cloning, Expression, and Characterization of Actinomycin Biosynthesis Genes from Streptomyces. Ph.D thesis, Technische Universität Berlin, Berlin
32. Nakano, M. M., Corbell, N., Besson, J., and Zuber, P. (1992) Mol. Gen. Genet. 232, 313-321
33. Schlumbohm, W., and Keller, U. (1990) J. Biol. Chem. 265, 2156-2161
34. Higgins, D. G., Bleasby, A. J., and Fuchs, R. (1991) Comput. Appl. Sci. 8, 189-191
35. Konz, D., and Marahiel, M. A. (1999) Chem. Biol. 6, R39-R48
36. Rowland, B. M., Grossman, T. H., Osburne, M. S., and Taber, H. W. (1996) Gene (Amst.) 178, 119-123
37. Bearden, S. W., Fetherston, J. D., and Perry, R. D. (1997) Infect. Immun. 65, 1659-1668
38. Challis, G. L., Ravel, J., and Townsend, C. A. (2000) Chem. Biol. 7, 211-224
39. Stachelhaus, T., Mootz, H. D., and Marahiel, M. A. (1999) Chem. Biol. 6, 493-505
40. Steffensky, M., Muhlenweg, A., Wang, Z. X., Li, S. M., and Heide, L. (2000) Antimicrob. Agents Chemother. 44, 1214-1222
41. Bentley, S. D., Chater, K. F., Cerdeno-Tarraga, A. M., Challis, G. L., Thomson, N. R., James, K. D., Harris, D. E., Quail, M. A., Kieser, H., Harper, D., Bateman, A., Brown, S., Chandra, G., Chen, C. W., Collins, M., Cronin, A., Fraser, A., Goble, A., Hidalgo, J., Hornsby, T., Howarth, S., Huang, C. H., Kieser, T., Larke, L., Murphy, L., Oliver, K., O'Neil, S., Rabbinowitsch, E., Rajandream, M. A., Rutherford, K., Rutter, S., Seeger, K., Saunders, D., Sharp, S., Squares, R., Squares, S., Taylor, K., Warren, T., Wietzorrek, A., Woodward, J., Barrell, B. G., Parkhill, J., and Hopwood, D. A. (2002) Nature 417, 141-147
42. Ikeda, H., Ishikawa, J., Hanamoto, A., Shinose, M., Kikuchi, H., Shiba, T., Sakaki, Y., Hattori, M., and Omura, S. (2003) Nat. Biotechnol. 21, 526-531
43. Summers, R. G., Ali, A., Shen, B., Wessel, W. A., and Hutchinson, C. R. (1995) Biochemistry 34, 9389-9402
44. Keller, U. (1995) in Genetics and Biochemistry of Antibiotic Production (Vining, L. C., and Stuttard, C., eds) pp. 71-94, Heinemann-Butterworths Publisher, Toronto
45. Marshall, C. G., Burkart, M. D., Meray, R. K., and Walsh, C. T. (2002) Biochemistry 41, 8429-8437
46. Stein, T., Kluge, B., Vater, J., Franke, P., Otto, A., and Wittmann-Liebold, B. (1995) Biochemistry 34, 4633-4642
47. Stindl, A., and Keller, U. (1994) Biochemistry 33, 9358-9364
48. Okumura, Y. (1983) in Biochemistry and Genetic Regulation of Commercially Important Antibiotics (Vining, L. C., ed) pp. 147-178, Addison-Wesley Publishing, Reading, MA
49. Stindl, A. (1993) Investigations on the Structure and Function of the Actinomycin Synthetases. Ph.D thesis, Technische Universität Berlin, Berlin
50. Doekel, S., and Marahiel, M. A. (2000) Chem. Biol. 7, 373-384
51. Weber, T., Baumgartner, R., Renner, C., Marahiel, M. A., and Holak, T. A. (2000) Struct. Fold. Des. 8, 407-418
52. Holak, T. A., Kearsley, S. K., Kim, Y., and Prestegard, J. H. (1988) Biochemistry 27, 6135-6142
53. Parris, K. D., Lin, L., Tam, A., Mathew, R., Hixon, J., Stahl, M., Fritz, C. C., Seehra, J., and Somers, W. S. (2000) Struct. Fold. Des. 8, 883-895
54. Finking, R., Mofid, M. R., and Marahiel, M. A. (2004) Biochemistry 43, 8946-8956
55. Flaman, A. S., Chen, J. M., Van Iderstine, S. C., and Byers, D. M. (2001) J. Biol. Chem. 276, 35934-35939
56. Zhang, Y.-M., Rao, M. S., Heath, R. J., Price, A. C., Olson, A. J., Rock, C. O., and White, S. W. (2001) J. Biol. Chem. 276, 8231-8238
57. Dreier, J., Shah, A. N., and Khosla, C. (1999) J. Biol. Chem. 274, 25108-25112
58. Florova, G., Kazanina, G., and Reynolds, K. A. (2002) Biochemistry 41, 10462-10471
59. Khosla, C., Ebert-Khosla, S., and Hopwood, D. A. (1992) Mol. Microbiol. 6, 3237-3249
60. Revill, W. P., Bibb, M. J., and Hopwood, D. A. (1996) J. Bacteriol. 178, 5660-5667