Precursor and cofactor as a check valve for cephamycin biosynthesis in Streptomyces clavuligerus

Biotechnology Progress

Volumn 15, Issue 6, 1999, Pages 1020-1027

  Khetan, Anurag ^a   Malmberg, Li Hong ^a   Kyung, Yun Seung ^a   Sherman, David H ^b   Hu, Wei Shou ^a  

^a University of Minnesota   (United States)

^b NONE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINOADIPIC ACID; 2 OXOGLUTARIC ACID; BIOSYNTHESIS; CEPHAMYCIN; ENZYME PRECURSOR; ENZYME SUBSTRATE COMPLEX; KINETIC MODEL; LYSINE 6 AMINOTRANSFERASE; LYSINE; SECONDARY METABOLITE; STREPTOMYCES CLAVULIGERUS;

ANTIBIOTICS; BACTERIA; BIOCONVERSION; ENZYME KINETICS; MATHEMATICAL MODELS; METABOLISM; METABOLITES;

SECONDARY METABOLITES;

BIOSYNTHESIS;

BIOTECHNOLOGY; CEPHAMYCINS; KINETICS; L-LYSINE 6-TRANSAMINASE; STREPTOMYCES; TRANSAMINASES;

STREPTOMYCES CLAVULIGERUS;

EID: 0033230872     PISSN: 87567938     EISSN: None     Source Type: Journal    
DOI: 10.1021/bp990090f     Document Type: Article

References (36)

1. Aharonowitz, Y.; Cohen, G.; Martin, J. F. Penicillin and cephalosporin biosynthetic genes: structure, organization, regulation, and evolution. Annu. Rev. Microbiol. 1992, 46, 461-495.
2. Aharonowitz, Y.; Demain, A. L. Carbon catabolite regulation of cephalosporin production in Streptomyces clavuligerus. Antimicrob. Agents Chemother. 1978, 14, 159-164.
3. Aharonowitz, Y.; Demain, A. L. Nitrogen nutrition and regulation of cephalosporin production in Streptomyces clavuligerus. Can. J. Microbiol. 1979, 25, 61-67.
4. Baker, B. J.; Dotzlaf, J. E.; Yeh, W. K. Deacetoxycephalosporin C hydroxylase of Streptomyces clavuligerus. Purification, characterization, bifunctionality, and evolutionary implication. J. Biol. Chem. 1991, 266, 5087-5093.
5. Bradford, M. M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 1976, 15, 248-254.
6. Brana, A. F.; Wolfe, S.; Demain, A. L. Ammonium repression of cephalosporin production by Streptomyces clavuligerus. Can. J. Microbiol. 1985, 31, 736-743.
7. Brana, A. F.; Wolfe, S.; Demain, A. L. Relationship between nitrogen assimilation and cephalosporin synthesis in Streptomyces clavuligerus. Arch. Microbiol. 1986, 146, 46-51.
8. Burlina, A. 2-Oxoglutarate. In Methods of Enzymatic Analysis; Bergmeyer, H. U., Bergmeyer, J., Grassl, M., Eds.; Verlag Chemie: Deerfield Beach, Florida, 1983.
9. Caracotsios, M.; Stewart, W. E. Sensitivity analysis of initial value problems with mixed ODE's and algebraic equations. Comput. Chem. Eng. 1985, 9, 359-365.
10. Champness, W. C.; Chater, K. F. Regulation and integration of antibiotic production and morphological differentiation in Streptomyces spp. In Regulation of bacterial differentiation; Piggot, P., Ed.; American Society of Microbiology: Washington, D. C., 1994; pp 61-93.
11. Chater, K. F.; Bibb, M. J. Regulation of bacterial antibiotic production. In Products of secondary metabolism; Kleinkauf, H., von Dohren, H., Eds.; VCH: Weinheim, Germany, 1997; pp 57-105.
12. de La Fuente, J. L.; Rumbero, A.; Martin, J. F.; Liras, P. Delta-1-piperideine-6-carboxylate dehydrogenase, a new enzyme that forms alpha-aminoadipate in Streptomyces clavuligerus and other cephamycin C-producing actinomycetes. Biochem. J. 1997, 327, 59-64.
13. Dotzlaf, J. E.; Yeh, W. K. Purification and properties of deacetoxycephalosporin C synthase from recombinant Escherichia coli and its comparison with the native enzyme purified from Streptomyces clavuligerus. J. Biol. Chem. 1989, 264, 10219-10227.
14. Fisher, S. H. Glutamine synthesis in Streptomyces - a review. Gene 1992, 115, 13-17.
15. Fothergill, J. C.; Guest, J. R. Catabolism of L-lysine by Pseudomonas aeruginosa. J. Gen. Microbiol. 1977, 99, 139-155.
16. Freist, W.; Sternbach, H.; Cramer, F. Lysyl-tRNA synthetase from yeast. Discrimination of amino acids by native and phosphorylated species. Eur. J. Biochem. 1992, 31, 1015-1023.
17. Hu, W. S.; Brana, A. F.; Demain, A. L. Carbon source regulation of cephem antibiotic production by resting cells of Streptomyces clavuligerus and its reversal by protein synthesis inhibitors. Enzyme Microb. Technol. 1984, 6, 155-160.
18. Jensen, S. E.; Leskiw, B. K.; Vining, L. C.; Aharonowitz, Y.; Westlake, D. W.; Wolfe, S. Purification of isopenicillin N synthetase from Streptomyces clavuligerus. Can. J. Microbiol. 1986, 32, 953-958.
19. Jensen, S. E.; Westlake, D. W. S.; Wolfe, S. Production of the penicillin precursor δ -(L-a-aminoadipyl)-L-cysteinyl-D-valine-(ACV) by cell-free extracts from Streptomyces clavuligerus. FEMS Microbiol. Lett. 1988, 49, 213-218.
20. Kern, B. A.; Hendlin, D.; Inamine, E. L-lysine epsilon-aminotransferase involved in cephamycin C synthesis in Streptomyces lactamdurans. Antimicrob. Agents Chemother. 1980, 17, 679-85.
21. Khetan, A.; Mahnberg, L. H.; Sherman, D. H.; Hu, W. S. Metabolic engineering of cephalosporin biosynthesis in Streptomyces clavuligerus. Ann. N.Y. Acad. Sci. 1996, 782, 17-24.
22. Madduri, K.; Stuttard, C.; Vining, L. C. Cloning and location of a gene governing lysine ∈ -aminotransferase, an enzyme initiating β -lactam biosynthesis in Streptomyces spp. J. Bacteriol. 1991, 173, 985-988.
23. Malmberg, L. H.; Hu, W. S. Kinetic analysis of cephalosporin biosynthesis in Streptomyces clavuligerus. Biotechnol. Bioeng. 1991, 38, 941-947.
24. Malmberg, L. H.; Hu, W. S.; Sherman, D. H. Precursor flux control through targeted chromosomal insertion of the lysine epsilon-aminotransferase (lat) gene in cephamycin C biosynthesis. J. Bacterial. 1993, 175, 6916-6924.
25. Malmberg, L. H.; Hu, W. S.; Sherman, D. H. Effects of enhanced lysine epsilon-aminotransferase activity on cephamycin biosynthesis in Streptomyces clavuligerus. Appl. Microbiol. Biotechnol. 1995, 44, 198-205.
26. Martin, J. F. New aspects of genes and enzymes for beta-lactam antibiotic biosynthesis. Appl. Microbiol. Biotechnol. 1998, 50, 1-15.
27. Mendelovitz, S.; Aharonowitz, Y. Regulation of cephamycin C synthesis, aspartokinase, dihydrodipicolinic acid synthetase, and homoserine dehydrogenase by aspartic acid family amino acids in Streptomyces clavuligerus. Antimicrob. Agents Chemother. 1982, 21, 74-84.
28. Patten, P. A.; Howard, R. J.; Stemmer, W. P. Applications of DNA shuffling to pharmaceuticals and vaccines. Curr. Opin. Biotechnol. 1997, 8, 724-733.
29. Romero, J.; Martin, J. F.; Liras, P.; Demain, A. L.; Rius, N. Partial purification, characterization and nitrogen regulation of the lysine epsilon-aminotransferase of Streptomyces clavuligerus. J. Ind. Microbiol. Biotechnol. 1997, 18, 241-246.
30. Soda, K.; Misono, H.; Yamamoto, T. L-Lysine: alpha-ketoglutarate aminotransferase. I. Identification of a product, delta1-piperideine-6-carboxylic acid. Biochemistry 1968, 7, 4102-4109.
31. Usui, S.; Yu, C. A. Purification and properties of isopenicillin N epimerase from Streptomyces clavuligerus. Biochim. Biophys. Acta 1989, 995, 78-85.
32. Velick, S. F.; Vavra, J. A kinetic and equilibrium analysis of the glutamic oxaloacetate transaminase mechanism. J. Biol. Chem. 1962, 237, 2109-2113.
33. Vournakis, J. N.; Blander, R. P. Genetic manipulation of antibiotic-producing microorganisms. Science 1983, 279, 703-709.
34. Williamson, J. R.; Corkey, B. E. Assay of intermediates of the citric acid cycle and related compounds by fluorometric enzyme methods. In Citric acid cycle; Lowenstein, J. M., Ed.; Academic Press: New York, 1969; pp 455-457.
35. Yagi, T.; Misono, H.; Tanizawa, K.; Yoshimura, T.; Soda, K. Characterization of the half and overall reactions catalyzed by L-lysine: 2-oxoglutarate 6-aminotransferase. J. Biochem. 1991, 30, 61-65.
36. Zhang, J.; Wolfe, S.; Demain, A. L. Ammonium ions repress δ -(L-α -aminoadipyl)-L-cysteinyl-D-valine synthetase in Streptomyces clavuligerus NRRL 3585. Can. J. Microbiol. 1989, 35, 399-402.