Conversion of dTDP-4-keto-6-deoxyglucose to free dTDP-4-keto-rhamnose by the rmlC gene products of Escherichia coli and Mycobacterium tuberculosis

Microbiology

Volumn 145, Issue 3, 1999, Pages 663-671

  Stern, Richard J ^a   Lee, Tae Yoon ^b   Lee, Tae Jin ^b   Yan, Wenxin ^a   Scherman, Michael S ^a   Vissa, Varalakshmi D ^a   Kim, Soo Ki ^c   Wanner, Barry L ^c   McNeil, Michael R ^a  

^a Department of Environmental and Radiological Health Sciences   (United States)

^b Yeungnam University College of Medicine   (South Korea)

^c PURDUE UNIVERSITY   (United States)

Author keywords

Drug development; dTDP 4 keto 6 deoxyglucose epimerase; Mycobacterial cell wall; Rhamnose; rmlC

Indexed keywords

DEOXYGLUCOSE; DEUTERIUM; EPIMERASE; RHAMNOSE; THYMIDINE DIPHOSPHATE;

ARTICLE; BACTERIAL GENE; BACTERIUM MUTANT; ESCHERICHIA COLI; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PRIORITY JOURNAL;

BACTERIA (MICROORGANISMS); ESCHERICHIA COLI; MYCOBACTERIUM; MYCOBACTERIUM TUBERCULOSIS;

EID: 0032984765     PISSN: 13500872     EISSN: None     Source Type: Journal    
DOI: 10.1099/13500872-145-3-663     Document Type: Article

References (33)

1. Andrianopoulos, K., Wang, L. & Reeves, P. R. (1998). Identification of the fucose synthetase gene in the colanic acid gene cluster of Escherichia coli K-12. J Bacteriol 180, 998-1001.
2. Bachmann, B. J. (1996). Derivations and genotypes of some mutant derivatives of Escherichia coli K-12. In Escherichia coli and Salmonella: Cellular and Molecular Biology, 2nd edn, pp. 2460-2488. Edited by F. C. Neidhardt and others. Washington, DC: American Society for Microbiology.
3. Blattner, F. R., Plunkett, G., III, Bloch, C. A. & 14 other authors (1997). The complete genome sequence of Escherichia coli K-12. Science 277, 1453-1474.
4. Charland, N., Harel, J., Kobisch, M., Lacasse, S. & Gottschalk, M. (1998). Streptococcus suis serotype 2 mutants deficient in capsular expression. Microbiology 144, 325-332.
5. Cherepanov, P. P. & Wackernagel, W. (1995). Gene disruption in Escherichia coli: TcR and KmR cassettes with the option of Flp-catalyzed excision of the antibiotic-resistance determinant. Gene 158, 9-14.
6. Cole, S. T., Brosch, R., Parkhill, J. & 39 other authors (1998). Deciphering the biology of Mycobacterium tuberculosis from the complete genome sequence. Nature 393, 537-544.
7. 13C-NMR analyses. J Biol Chem 265, 6734-6743.
8. Fisher, S. L., Jiang, W., Wanner, B. L. & Walsh, C. T. (1995). Cross-talk between the histidine protein kinase VanS and the response regulator PhoB. Characterization and identification of a VanS domain that inhibits activation of PhoB. J Biol Chem 270, 23143-23149.
9. Gaugler, R. W. & Gabriel, O. (1973). Biological mechanisms involved in the formation of deoxy sugars. VII. Biosynthesis of 6-deoxy-L-talose. J Biol Chem 248, 6041-6049.
10. Haldimann, A., Prahalad, M. K., Fisher, S. L., Kim, S. K., Walsh, C. T. & Wanner, B. L. (1996). Altered recognition mutants of the response regulator PhoB: a new genetic strategy for studying protein-protein interactions. Proc Natl Acad Sci USA 93, 14361-14366.
11. Haldimann, A., Fisher, S. L., Daniels, L. L., Walsh, C. T. & Wanner, B. L. (1997). Transcriptional regulation of the Enterococcus faecium BM4147 vancomycin resistance gene cluster by the VanS-VanR two-component regulatory system in Escherichia coli K-12. J Bacteriol 179, 5903-5913.
12. Haldimann, A., Daniels, L. L. & Wanner, B. L. (1998). Use of new methods for construction of tightly regulated arabinose and rhamnose promoter fusions in studies of the Escherichia coli phosphate regulon. J Bacteriol 180, 1277-1286.
13. Lee, T. Y., Lee, T. J., Belisle, J. T., Brennan, P. J. & Kim, S. K. (1997). A novel repeat sequence specific to Mycobacterium tuberculosis complex and its implications. Tubercle Lung Dis 78, 13-19.
14. Lindquist, L., Kaiser, R., Reeves, P. R. & Lindberg, A. A. (1993). Purification, characterization and HPLC assay of Salmonella glucose-1-phosphate thymidylyl-transferase from the cloned rfbA gene. Eur J Biochem 211, 763-770.
15. Liu, D. & Reeves, P. R. (1994). Escherichia coli K12 regains its O antigen. Microbiology 140, 49-57.
16. Ma, Y., Mills, J. A., Belisle, J. T., Vissa, V., Howell, M., Bowlin, K., Scherman, M. S. & McNeil, M. (1997). Determination of the pathway for rhamnose biosynthesis in mycobacteria: cloning, sequencing and expression of the Mycobacterium tuberculosis gene encoding α-D-glucose-1-phosphate thymidylyltransferase. Microbiology 143, 937-945.
17. McNeil, M., Daffe, M. & Brennan, P. J. (1990). Evidence for the nature of the link between the arabinogalactan and peptidoglycan components of mycobacterial cell walls. J Biol Chem 265, 18200-18206.
18. Marumo, K., Lindqvist, L., Verma, N., Weintraub, A., Reeves, P. R. & Lindberg, A. A. (1992). Enzymatic synthesis and isolation of thymidine diphosphate-6-deoxy-D-xylo-4-hexulose and thymidine diphosphate-L-rhamnose. Eur J Biochem 204, 539-545.
19. Melo, A. & Glaser, L. (1968). The mechanism of 6-deoxyhexose synthesis. H. Conversion of deoxythymidine diphosphate 4-keto-6-deoxy-D-glucose to deoxythymidine diphosphate L-rhamnose. J Biol Chem 243, 1475-1478.
20. Metcalf, W. W., Jiang, W. & Wanner, B. L. (1994). Use of the rep technique for allele replacement to construct new Escherichia coli hosts for maintenance of R6K gamma origin plasmids at different copy numbers. Gene 138, 1-7.
21. Metcalf, W. W., Jiang, W., Daniels, L. L., Kim, S. K., Haldimann, A. & Wanner, B. L. (1996). Conditionally replicative and conjugative plasmids carrying lacZ alpha for cloning, mutagenesis, and allele replacement in bacteria. Plasmid 35, 1-13.
22. Naundorf, A. & Klaffke, W. (1996). Substrate specificity of native dTDP-D-glucose-4,6-dehydrates: chemo-enzymatic synthesis of artificial and naturally occurring deoxy sugars. Carbohydr Res 285, 141-150.
23. Ochsner, U. A. & Reiser, J. (1995). Autoinducer-mediated regulation of rhamnolipid biosurfactant synthesis in Pseudomonas aeruginosa. Proc Natl Acad Sci USA 92, 6424-6428.
24. Reeves, P. R., Hobbs, M., Valvano, M. A. & 8 other authors (1996). Bacterial polysaccharide synthesis and gene nomenclature. Trends Microbiol 4, 495-503.
25. Romana, L. K., Santiago, F. S. & Reeves, P. R. (1991). High level expression and purification of dthymidine diphospho-D-glucose 4,6-dehydratase (rfbB) from Salmonella serovar typhimurium LT2. Biochem Biophys Res Commun 174, 846-852.
26. Russel, M. (1994). Mutants at conserved positions in gene IV, a gene required for assembly and secretion of filamentous phages. Mol Microbiol 14, 357-369.
27. Stevenson, G., Neal, B., Liu, D., Hobbs, M., Packer, N. H., Batley, M., Redmond, J. W., Lindquist, L. & Reeves, P. R. (1994). Structure of the O antigen of Escherichia coli K-12 and the sequence of its rfb gene cluster. J Bacteriol 176, 4144-4156.
28. Stevenson, G., Andrianopoulos, K., Hobbs, M. & Reeves, P. R. (1996). Organization of the Escherichia coli K-12 gene cluster responsible for production of the extracellular polysaccharide colanic acid. J Bacteriol 178, 4885-4893.
29. Wahl, H. P. & Grisebach, H. (1979). Biosynthesis of streptomycin. Biochim Biophys Acta 568, 243-252.
30. Wanner, B. L. (1994). Gene expression in bacteria using TnphoA and TnphoA′ elements to make a dnswitch pho A gene, lacZ(op), and lacZ(pr) fusions. In Methods in Molecular Genetics, pp. 291-310. Edited by K. W. Adolph. Orlando: Academic Press.
31. Xiang, S. H., Haase, A. M. & Reeves, P. R. (1993). Variation of the rfb gene clusters in Salmonella enterica. J Bacteriol 175, 4877-4884.
32. York, W. S., Darvill, A. G., McNeil, M., Stevenson, T. T. & Albersheim, P. (1986). Isolation and characterization of plant cell walls and cell wall components. Methods Enzymol 118, 3-40.
33. Zarkowsky, H., Lipkin, E. & Glaser, L. (1970). The mechanism of 6-deoxyhexose synthesis. V. The relation of pyridine nucleotide to the structure of the deoxythymidine diphosphate-glucose oxidoreductase. J Biol Chem 245, 6599-6606.