2-Alkyl-4-hydroxymethylfuran-3-carboxylic acids, antibiotic production inducers discovered by Streptomyces coelicolor genome mining

Proceedings of the National Academy of Sciences of the United States of America

Volumn 105, Issue 45, 2008, Pages 17510-17515

  Corre, Christophe ^a   Song, Lijiang ^a   O'Rourke, Sean ^b   Chater, Keith F ^b   Challis, Gregory L ^a  

^a UNIVERSITY OF WARWICK   (United Kingdom)

^b JOHN INNES CENTRE   (United Kingdom)

Author keywords

butyrolactone; Autoregulator; Biosynthesis; Methylenomycin; Quorum sensing

Indexed keywords

ACTINORHODINE; ANTIBIOTIC AGENT; CARBOXYLIC ACID DERIVATIVE; METHYLENOMYCIN A; METHYLENOMYCIN B; PRODIGININE; UNCLASSIFIED DRUG;

ARTICLE; BACTERIAL GENOME; BACTERIAL STRAIN; BIOSYNTHESIS; CONTROLLED STUDY; ESCHERICHIA COLI; GENE CLUSTER; GENE EXPRESSION; GENETIC ANALYSIS; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OPERON; PRIORITY JOURNAL; PROTEIN FUNCTION; STREPTOMYCES COELICOLOR;

ANTI-BACTERIAL AGENTS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; COMPUTATIONAL BIOLOGY; DNA PRIMERS; FURANS; GENE EXPRESSION REGULATION, BACTERIAL; GENOMICS; MASS SPECTROMETRY; MOLECULAR STRUCTURE; MULTIGENE FAMILY; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PEPTIDES; PLASMIDS; STREPTOMYCES COELICOLOR;

STREPTOMYCES; STREPTOMYCES COELICOLOR; STREPTOMYCINEAE;

EID: 56249143138     PISSN: 00278424     EISSN: 10916490     Source Type: Journal    
DOI: 10.1073/pnas.0805530105     Document Type: Article

References (29)

1. Bibb MJ (2005) Regulation of secondary metabolism in streptomycetes. Curr Opin Microbiol 8:208-215.
2. Demain AL (1998) Induction of microbial secondary metabolism. Int Microbiol 1:259-264.
3. Takano E (2006) γ-Butyrolactones: Streptomyces signalling molecules regulating antibiotic production and differentiation. Curr Opin Microbiol 9:287-294.
4. Nishida H, Ohnishi Y, Beppu T, Horinouchi S (2007) Evolution of γ-butyrolactone synthases and receptors in Streptomyces. Environ Microbiol 9:1986-1994.
5. Horinouchi S, Beppu T (2007) Hormonal control by A-factor of morphological development and secondary metabolism in Streptomyces. Proc Jpn Acad Ser B 83:277-295.
6. Kato J, Funa N, Watanabe H, Ohnishi Y, Horinouchi S (2007) Biosynthesis of γ-butyrolactone autoregulators that switch on secondary metabolism and morphological development in Streptomyces. Proc Natl Acad Sci USA 104:2378-2383.
7. Bentley SD, et al. (2002) Complete genome sequence of the model actinomycete Streptomyces coelicolor A3(2). Nature 417:141-147.
8. Kawabuchi M, Hara Y, Nihira T, Yamada Y (1997) Production of butyrolactone autoregulators by Streptomyces coelicolor A3(2). FEMS Microbiol Lett 157:81-85.
9. Anisova LN, et al. (1984) Regulators of the development in Streptomyces coelicolor A3(2). Izv Akad Nauk SSSR Ser Biol 1:98-108.
10. Efremenkova OV, Anisova LN, Bartoshevich YE (1985) Regulators of differentiation in actinomycetes. Antibiot Med Biotekhnol 9:687-707.
11. Takano E, et al. (2000) Purification and structural determination of SCB1, a γ-butyrolactone that elicits antibiotic production in Streptomyces coelicolor A3(2). J Biol Chem 275:11010-11016.
12. Takano E, Chakaraburtty R, Nihira T, Yamada Y, Bibb MJ (2001) A complex role for the γ-butyrolactone SCB1 in regulating antibiotic production in Streptomyces coelicolor A3(2). Mol Microbiol 41:1015-1028.
13. Takano E, et al. (2005) A bacterial hormone (the SCB1) directly controls the expression of a pathway-specific regulatory gene in the cryptic type I polyketide biosynthetic gene cluster of Streptomyces coelicolor. Mol Microbiol 56: 465-479.
14. Pawlik K, Kotowska M, Chater KF, Kuczek K, Takano E (2007)Acryptic type I polyketide synthase (cpk) gene cluster in Streptomyces coelicolor A3(2). Arch Microbiol 187:87-99.
15. Hsiao N-H, et al. (2007)ScbAfromStreptomycescoelicolor A3(2)hashomologyto fatty acid synthases and is able to synthesize γ-butyrolactones. Microbiology 153:1394-1404.
16. Bentley SD, et al. (2004) SCP1, a 356 023 bp linear plasmid adapted to the ecology and developmental biology of its host, Streptomyces coelicolor A3(2). Mol Microbiol 51:1615-1628.
17. Corre C, Challis GL (2005) Evidence for the unusual condensation of a diketide with a pentose sugar in the methylenomycin biosynthetic pathway of Streptomyces coelicolor A3(2). ChemBioChem 6:2166-2170.
18. Ohnishi Y, Kameyama S, Onaka H, Horinouchi S (1999) The A-factor regulatory cascade leading to streptomycin biosynthesis in Streptomyces griseus: identification of a target gene of the A-factor receptor. Mol Microbiol 34:102-111.
19. Corre C, Challis GL (2007) Heavy tools for genome mining. Chem Biol 14:7-9.
20. Challis GL (2008) Genome mining for new natural product discovery. J Med Chem 51:2618-2628.
21. Gust B, Challis GL, Fowler K, Chater KF (2003) PCR-targeted Streptomyces gene replacement identifies a protein domain needed for biosynthesis of the sesquiterpene soil odor geosmin. Proc Natl Acad Sci USA 100:1541-1546.
22. Lautru S, Deeth RJ, Bailey LM, Challis GL (2005) Discovery of a new peptide natural product by Streptomyces coelicolor genome mining. Nat Chem Biol 1:265-269.
23. Song L, et al. (2006) Type III polyketide synthase β-ketoacyl-ACP starter unit and ethylmalonyl-CoA extender unit selectivity discovered by Streptomyces coelicolor genome mining. J Am Chem Soc 128:14754-14755.
24. Zhao B, et al. (2008) Biosynthesis of the sesquiterpene antibiotic albaflavenone in Streptomyces coelicolor A3(2). J Biol Chem 283:8183-8189.
25. Hu J-F, et al. (2000) New 1-O-acyl alpha-L-rhamnopyranosides and rhamnosylated lactones from Streptomyces sp., inhibitors of 3 alpha-hydroxysteroid-dehydrogenase (3alpha-HSD). J Antibiot 53:944-953.
26. Grond S, et al. (2000) Secondary metabolites by chemical screening, 39. Acyl α -L-rhamnopyranosides, a novel family of secondary metabolites from Streptomyces sp.: Isolation and biosynthesis. Eur J Org Chem 6:929-937.
27. Li Y, Florova G, Reynolds KA (2006) Alteration of the fatty acid profile of Streptomyces coelicolor by replacement of the initiation enzyme 3-ketoacyl acyl carrier protein synthase III (FabH). J Bacteriol 187:3795-3799.
28. Ikeda H, et al. (2003) Complete genome sequence and comparative analysis of the industrial microorganism. Streptomyces avermitilis. Nat Biotechnol 21:526-531.
29. Weber W, et al. (2003) Streptomyces-derived quorum-sensing systems engineered for adjustable transgene expression in mammalian cells and mice. Nucleic Acids Res 31:e71.