SanM catalyzes the formation of 4-pyridyl-2-oxo-4-hydroxyisovalerate in nikkomycin biosynthesis by interacting with SanN

Biochemical and Biophysical Research Communications

Volumn 361, Issue 1, 2007, Pages 196-201

  Ling, Hongbo ^a,b   Wang, Guojun ^a   Tian, Yuqing ^a   Liu, Gang ^a   Tan, Huarong ^a  

^a INSTITUTE OF MICROBIOLOGY   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

Aldolase; Dehydrogenase; Interaction; Nikkomycin biosynthesis; SanM; SanN

Indexed keywords

2 OXOBUTYRIC ACID; 4 PYRIDYL 2 OXO 4 HYDROXYISOVALERIC ACID; FRUCTOSE BISPHOSPHATE ALDOLASE; ISOVALERIC ACID; NIKKOMYCIN; NIKKOMYCIN X; NIKKOMYCIN Z; OXIDOREDUCTASE; UNCLASSIFIED DRUG;

ANTIBIOTIC BIOSYNTHESIS; ARTICLE; BIOSYNTHESIS; CATALYSIS; CONTROLLED STUDY; DRUG METABOLISM; ENZYME ACTIVITY; GENE; GENE EXPRESSION; GENE IDENTIFICATION; IMMUNOPRECIPITATION; NONHUMAN; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; SANM GENE; SANN GENE; STREPTOMYCES; YEAST;

ALDEHYDE-LYASES; AMINOGLYCOSIDES; BACTERIAL PROTEINS; BUTYRIC ACIDS; CATALYSIS; OXIDOREDUCTASES; PYRIDINES; SEQUENCE HOMOLOGY, AMINO ACID; STREPTOMYCES;

FUNGI; STREPTOMYCES ANSOCHROMOGENES;

EID: 34547134965     PISSN: 0006291X     EISSN: 10902104     Source Type: Journal    
DOI: 10.1016/j.bbrc.2007.07.016     Document Type: Article

References (27)

1. Brillinger G.U. Metabolic products of microorganisms. 181. Chitin synthase from fungi, a test model for substances with insecticidal properties. Arch. Microbiol. 121 (1979) 71-74
2. Chen W., Zeng H., and Tan H. Cloning, sequencing, and function of sanF: a gene involved in nikkomycin biosynthesis of Streptomyces ansochromogenes. Curr. Microbiol. 41 (2000) 312-316
3. Fiedler H.P., Kurth R., Langharig J., Delzer J., and Zahner H. Nikkomycins: microbial inhibitors of chitin synthetase. J. Chem. Technol. Biotechnol. 32 (1982) 271-280
4. Hector R.F., Zimmer B.L., and Pappagianis D. Evaluation of nikkomycins X and Z in murine models of coccidioidomycosis, histoplasmosis, and blastomycosis. Antimicrob. Agents Chemother. 34 (1990) 587-593
5. Ganesan L.T., Manavathu E.K., Cutright J.L., Alangaden G.J., and Chandrasekar P.H. In-vitro activity of nikkomycin Z alone and in combination with polyenes, triazoles or echinocandins against Aspergillus fumigatus. Clin. Microbiol. Infect. 10 (2004) 961-966
6. Engel P., and Ullah A.H. Mutation affecting peptide bond formation in nikkomycin biosynthesis. Biochem. Biophys. Res. Commun. 156 (1988) 695-700
7. Bormann C., Mattern S., Schrempf H., Fiedler H.P., and Zahner H. Isolation of Streptomyces tendae mutants with an altered nikkomycin spectrum. J. Antibiot. (Tokyo) 42 (1989) 913-918
8. Bruntner C., and Bormann C. The Streptomyces tendae Tü901 L-lysine 2-aminotransferase catalyzes the initial reaction in nikkomycin D biosynthesis. Eur. J. Biochem. 254 (1998) 347-355
9. Venci D., Zhao G., and Jorns M.S. Molecular characterization of NikD, a new flavoenzyme important in the biosynthesis of nikkomycin antibiotics. Biochemistry 41 (2002) 15795-15802
10. Niu G., Liu G., Tian Y., and Tan H. SanJ, an ATP-dependent picolinate-CoA ligase, catalyzes the conversion of picolinate to picolinate-CoA during nikkomycin biosynthesis in Streptomyces ansochromogenes. Metab. Eng. 8 (2006) 183-195
11. Li Y., Ling H., Li W., and Tan H. Improvement of nikkomycin production by enhanced copy of sanU and sanV in Streptomyces ansochromogenes and characterization of a novel glutamate mutase encoded by sanU and sanV. Metab. Eng. 7 (2005) 165-173
12. Bruntner C., Lauer B., Schwarz W., Mohrle V., and Bormann C. Molecular characterization of co-transcribed genes from Streptomyces tendae Tü901 involved in the biosynthesis of the peptidyl moiety of the peptidyl nucleoside antibiotic nikkomycin. Mol. Gen. Genet. 262 (1999) 102-114
13. I. Hinterlang, Isolierung, Strukturaufklärung und Stoffwechsel eines Picolinsäuremetaboliten aus Streptomyces tendae. Ph.D. thesis, Universität Münster, 1992.
14. Liu G., Tian Y., Yang H., and Tan H. A pathway-specific transcriptional regulatory gene for nikkomycin biosynthesis in Streptomyces ansochromogenes that also influences colony development. Mol. Microbiol. 55 (2005) 1855-1866
15. Kieser T., Bibb M.J., Buttner M.J., Chater K.F., and Hopwood D.A. Practical Streptomyces Genetics (2000), The John Innes Foundation, Norwich, UK
16. MacNeil D.J., Gewain K.M., Ruby C.L., Dezeny G., Gibbons P.H., and MacNeil T. Analysis of Streptomyces avermitilis genes required for avermectin biosynthesis utilizing a novel integration vector. Gene 111 (1992) 61-68
17. Paget M.S., Chamberlin L., Atrih A., Foster S.J., and Buttner M.J. Evidence that the extracytoplasmic function sigma factor sigmaE is required for normal cell wall structure in Streptomyces coelicolor A3(2). J. Bacteriol. 181 (1999) 204-211
18. Sambrook J., Fritsch E.F., and Maniatis T. Molecular Cloning: A Laboratory Manual. third ed. (2001), Cold Spring Harbor Laboratory Press, Cold Spring Harbor, New York
19. Aemprapa S., and Williams P.A. Implications of the xylQ gene of TOL plasmid pWW102 for the evolution of aromatic catabolic pathways. Microbiology 144 (1998) 1387-1396
20. Tsuda M., and Genka H. Identification and characterization of Tn4656, a novel class II transposon carrying a set of toluene-degrading genes from TOL plasmid pWW53. J. Bacteriol. 183 (2001) 6215-6224
21. Miyazawa D., Mukerjee-Dhar G., Shimura M., Hatta T., and Kimbara K. Genes for Mn(II)-dependent NahC and Fe(II)-dependent NahH located in close proximity in the thermophilic naphthalene and PCB degrader, Bacillus sp. JF8: cloning and characterization. Microbiology 150 (2004) 993-1004
22. Arai H., Ohishi T., Chang M.Y., and Kudo T. Arrangement and regulation of the genes for meta-pathway enzymes required for degradation of phenol in Comamonas testosteroni TA441. Microbiology 146 Pt 7 (2000) 1707-1715
23. Muraki T., Taki M., Hasegawa Y., Iwaki H., and Lau P.C.K. Prokaryotic homologs of the eukaryotic 3-hydroxyanthranilate 3,4-dioxygenase and 2-amino-3-carboxymuconate-6-semialdehyde decarboxylase in the 2-nitrobenzoate degradation pathway of Pseudomonas fluorescens strain KU-7. Appl. Environ. Microbiol. 69 (2003) 1564-1572
24. Manjasetty B.A., Powlowski J., and Vrielink A. Crystal structure of a bifunctional aldolase-dehydrogenase: sequestering a reactive and volatile intermediate. Proc. Natl. Acad. Sci. USA 100 (2003) 6992-6997
25. Lee S.J., Ko J.H., Kang H.Y., and Lee Y. Coupled expression of MhpE aldolase and MhpF dehydrogenase in Escherichia coli. Biochem. Biophys. Res. Commun. 346 (2006) 1009-1015
26. Platt A., Shingler V., Taylor S.C., and Williams P.A. The 4-hydroxy-2-oxovalerate aldolase and acetaldehyde dehydrogenase (acylating) encoded by the nahM and nahO genes of the naphthalene catabolic plasmid pWW60-22 provide further evidence of conservation of meta-cleavage pathway gene sequences. Microbiology 141 Pt 9 (1995) 2223-2233
27. Powlowski J., Sahlman L., and Shingler V. Purification and properties of the physically associated meta-cleavage pathway enzymes 4-hydroxy-2-ketovalerate aldolase and aldehyde dehydrogenase (acylating) from Pseudomonas sp. strain CF600. J. Bacteriol. 175 (1993) 377-385