Complete sequence of biosynthetic gene cluster responsible for producing triostin A and evaluation of quinomycin-type antibiotics from Streptomyces triostinicus

Biotechnology Progress

Volumn 24, Issue 6, 2008, Pages 1226-1231

  Praseuth, Alex P ^a   Wang, Clay C C ^a   Watanabe, Kenji ^a   Hotta, Kinya ^b   Oguri, Hiroki ^c   Oikawa, Hideaki ^c  

^a UNIVERSITY OF SOUTHERN CALIFORNIA   (United States)

^b NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

^c HOKKAIDO UNIVERSITY   (Japan)

Author keywords

Echinomycin; Nonribosomal peptide synthetase; Quinomycin type antibiotics; Streptomyces triostinicus; Triostin A

Indexed keywords

ECHINOMYCIN; NONRIBOSOMAL PEPTIDE SYNTHETASE; QUINOMYCIN-TYPE ANTIBIOTICS; STREPTOMYCES TRIOSTINICUS; TRIOSTIN A;

AMINES; BIOSYNTHESIS; METABOLISM; METABOLITES;

ANTIBIOTICS;

ANTIINFECTIVE AGENT; ECHINOMYCIN; QUINOXALINE DERIVATIVE; TRIOSTIN A;

ARTICLE; BIOSYNTHESIS; CHEMISTRY; CONFORMATION; DNA SEQUENCE; GENE LIBRARY; GENETICS; METABOLISM; MOLECULAR CLONING; MOLECULAR GENETICS; MULTIGENE FAMILY; NUCLEOTIDE SEQUENCE; STREPTOMYCES;

ANTI-BACTERIAL AGENTS; BASE SEQUENCE; BIOSYNTHETIC PATHWAYS; CLONING, MOLECULAR; ECHINOMYCIN; GENOMIC LIBRARY; MOLECULAR CONFORMATION; MOLECULAR SEQUENCE DATA; MULTIGENE FAMILY; QUINOXALINES; SEQUENCE ANALYSIS, DNA; STREPTOMYCES;

STREPTOMYCES; STREPTOMYCES TRIOSTINICUS;

EID: 62249197483     PISSN: 87567938     EISSN: None     Source Type: Journal    
DOI: 10.1002/btpr.34     Document Type: Article

References (24)

1. Shoji J, Katagiri K. Studies on quinoxaline antibiotics. II. New antibiotics, triostins A, B and C. J Antibiot (Tokyo). 1961;14:335-339.
2. Steinerova N, Lipavska H, Stajner K, Caslavska J, Blumauerova M, Cudlin J, Vanek Z. Production of quinomycin A in Streptomyces lasaliensis. Folia Microbiol (Praha). 1987;32:1-5.
3. Schwarzer D, Finking R, Marahiel MA. Nonribosomal peptides: from genes to products. Nat Prod Rep. 2003;20:275-287.
4. Boger DL, Ichikawa S, Tse WC, Hedrick MP, Jin Q. Total syntheses of thiocoraline and BE-22179 and assessment of their DNA binding and biological properties. J Am Chem Soc. 2001;123:561-568.
5. Wang AH, Ughetto G, Quigley GJ, Hakoshima T, van der Marel GA, van Boom JH, Rich A. The molecular structure of a DNA-triostin A complex. Science. 1984;225:1115-1121.
6. Chen H, Patel DJ. Solution structure of a quinomycin bisintercalator-DNA complex. J Mol Biol. 1995;246:164-179.
7. Takahashi K, Koshino H, Esumi Y, Tsuda E, Kurosawa K. SW-163C and E, novel antitumor depsipeptides produced by Streptomyces sp. II. Structure elucidation. J Antibiot (Tokyo). 2001;54:622-627.
8. Rance MJ, Ruddock JC, Pacey MS, Cullen WP, Huang LH, Jefferson MT, Whipple EB, Maeda H, Tone J. UK-63,052 complex, new quinomycin antibiotics from Streptomyces braegensis subsp. japonicus; taxonomy, fermentation, isolation, characterisation and antimicrobial activity. J Antibiot (Tokyo). 1989;42:206-217.
9. Watanabe K, Hotta K, Praseuth AP, Koketsu K, Migita A, Boddy CN, Wang CCC, Oguri H, Oikawa H. Total biosynthesis of antitumor nonribosomal peptides in Escherichia coli. Nat Chem Biol. 2006;2:423-428.
10. Watanabe K, Rude MA, Walsh CT, Khosla C. Engineered biosynthesis of an ansamycin polyketide precursor in Escherichia coli. Proc Natl Acad Sci USA. 2003;100:9774-9778.
11. Watanabe K, Oikawa H. Robust platform for de novo productions of heterologous polyketides and nonribosomal peptides in Escherichia coli. Org Biomol Chem. 2007;5:593-602.
12. Sambrook J, Russell DW. Molecular Cloning, 3rd ed. New York: Cold Spring Harbor Laboratory Press; 2001.
13. Kieser T, Bibb MJ, Buttner MJ, Chater KF, Hopwood DA. Practical Streptomyces Genetics. Norwich, England: The John Innes Foundation; 2000.
14. Frijters ACJ, Zhang Z, van Damme M, Wang G-L, Ronald PC, Michelmore RW. Construction of a bacterial artificial chromosome library containing large EcoR I and Hind III genomic fragments of lettuce. Theor Appl Genet. 1997;94:390-399.
15. Schmoock G, Pfennig F, Jewiarz J, Schlumbohm W, Laubinger W, Schauwecker F, Keller U. Functional cross-talk between fatty acid synthesis and nonribosomal peptide synthesis in quinoxaline antibiotic-producing streptomycetes. J Biol Chem. 2005;280:4339-4349.
16. Ishikawa J, Hotta K. FramePlot: a new implementation of the frame analysis for predicting protein-coding regions in bacterial DNA with a high G C content. FEMS Microbiol Lett. 1999;174:251-253.
17. McGinnis S, Madden TL. BLAST: at the core of a powerful and diverse set of sequence analysis tools. Nucleic Acids Res. 2004;32:W20-W25.
18. Waring MJ, Wakelin LP, Lee JS. A solvent-partition method for measuring the binding of drugs to DNA. application to the quinoxaline antibiotics echinomycin and triostin A. Biochim Biophys Acta. 1975;407:200-212.
19. Lautru S, Oves-Costales D, Pernodet JL, Challis GL. MbtH-like protein-mediated cross-talk between non-ribosomal peptide antibiotic and siderophore biosynthetic pathways in Streptomyces coelicolor M145. Microbiology. 2007;153:1405-1412.
20. Wolpert M, Gust B, Kammerer B, Heide L. Effects of deletions of MbtH-like genes on clorobiocin biosynthesis in Streptomyces coelicolor. Microbiology. 2007;153:1413-1423.
21. Neidle S, Pearl LH, Skelly JV. DNA structure and perturbation by drug binding. Biochem J. 1987;243:1-13.
22. Furuya K, Hutchinson CR. The DrrC protein of Streptomyces peucetius, a UvrA-like protein, is a DNA-binding protein whose gene is induced by daunorubicin. FEMS Microbiol Lett. 1998;168:243-249.
23. Lombó F, Velasco A, Castro A, de la Calle F, Braña AF, Sánchez-Puelles JM, Méndez C, Salas JA. Deciphering the biosynthesis pathway of the antitumor thiocoraline from a marine actinomycete and its expression in two Streptomyces Species. Chembiochem. 2006;7:366-376.
24. Praseuth AP, Praseuth MB, Oguri H, Oikawa H, Watanabe K, Wang CCC. Improved production of triostin A in engineered Escherichia coli with furnished quinoxaline chromophore by design of experiments in small-scale culture. Biotechnol Prog. 2008;24:134-139.