Biosynthesis of clorobiocin: Investigation of the transfer and methylation of the pyrrolyl-2-carboxyl moiety

Archives of Microbiology

Volumn 187, Issue 3, 2007, Pages 227-237

  Anderle, Christine ^a   Alt, Silke ^a   Gulder, Tanja ^b   Bringmann, Gerhard ^b   Kammerer, Bernd ^a   Gust, Bertolt ^a   Heide, Lutz ^a  

^a UNIVERSITY OF TÜBINGEN   (Germany)

^b UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

5 methylpyrrolyl 2 carboxylic acid; Acyl transfer; Biosynthesis; Clorobiocin; Pyrrolyl 2 carboxylic acid; Streptomyces

Indexed keywords

ACYLTRANSFERASE; ANTIBIOTIC AGENT; CARBOXYL GROUP; CARBOXYLIC ACID DERIVATIVE; CARRIER PROTEIN; DEOXYSUGAR; GYRASE INHIBITOR; THIOESTER; TRANSFERASE;

ARTICLE; BIOSYNTHESIS; DRUG STRUCTURE; EXPERIMENTATION; GENETIC ANALYSIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METHYLATION; NONHUMAN; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS;

ANTI-BACTERIAL AGENTS; CLONING, MOLECULAR; GENES, BACTERIAL; METHYLATION; NOVOBIOCIN; STREPTOMYCES;

STREPTOMYCES;

EID: 33847153401     PISSN: 03028933     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00203-006-0190-9     Document Type: Article

References (11)

1. Datsenko KA, Wanner BL (2000) One-step inactivation of chromosomal genes in Escherichia coli K-12 using PCR products. Proc Natl Acad Sci USA 97:6640-6645
2. Dürr C, Schnell HJ, Luzhetskyy A, Murillo R, Weber M, Welzel K, Vente A, Bechthold A (2006) Biosynthesis of the terpene phenalinolactone in Streptomyces sp. Tu6071: analysis of the gene cluster and generation of derivatives. Chem Biol 13:365-377
3. Eustáquio AS, Gust B, Galm U, Li S-M, Chater KF, Heide L (2005) Heterologous expression of novobiocin and clorobiocin biosynthetic gene clusters. Appl Environ Microbiol 71:2452-2459
4. Freitag A, Wemakor E, Li SM, Heide L (2005) Acyl transfer in clorobiocin biosynthesis: involvement of several proteins in the transfer of the pyrrole-2-carboxyl moiety to the deoxysugar. Chembiochem 6:2316-2325
5. Garneau S, Dorrestein PC, Kelleher NL, Walsh CT (2005) Characterization of the formation of the pyrrole moiety during clorobiocin and coumermycin A1 biosynthesis. Biochemistry 44:2770-2780
6. Garneau-Tsodikova S, Stapon A, Kahne D, Walsh CT (2006) Installation of the Pyrrolyl-2-carboxyl Pharmacophore by CouN1 and CouN7 in the Late Biosynthetic Steps of the Aminocoumarin Antibiotics Clorobiocin and Coumermycin A(1). Biochemistry 45:8568-8578
7. Kieser T, Bibb MJ, Buttner MJ, Chater KF, Hopwood DA (2000) Practical Streptomyces Genetics, 2nd edn. John Innes Foundation, Norwich
8. Lewis RJ, Singh OMP, Smith CV, Skarzynski T, Maxwell A, Wonacott AJ, Wigley DB (1996) The nature of inhibition of DNA gyrase by the coumarins and the cyclothialidines revealed by X-ray crystallography. EMBO J 15:1412-1420
9. Li S-M, Heide L (2005) New aminocoumarin antibiotics from genetically engineered Streptomyces strains. Curr Med Chem 12:419-427
10. MacNeil DJ, Gewain KM, Ruby CL, Dezeny G, Gibbons PH, MacNeil T (1992) Analysis of Streptomyces avermitilis genes required for avermectin biosynthesis utilizing a novel integration vector. Gene 111:61-68
11. Maxwell A, Lawson DM (2003) The ATP-binding site of type II topoisomerases as a target for antibacterial drugs. Curr Top Med Chem 3:283-303