Novel iso-branched ether lipids as specific markers of developmental sporulation in the myxobacterium Myxococcus xanthus

Journal of Biological Chemistry

Volumn 281, Issue 48, 2006, Pages 36691-36700

  Ring, Michael W ^a   Schwär, Gertrud ^a   Thiel, Verena ^b   Dickschat, Jeroen S ^b   Kroppenstedt, Reiner M ^c   Schulz, Stefan ^b   Bode, Helge B ^a  

^a SAARLAND UNIVERSITY   (Germany)

^b TECHNICAL UNIVERSITY OF BRAUNSCHWEIG   (Germany)

^c LEIBNIZ INSTITUTE DSMZ GERMAN COLLECTION OF MICROORGANISMS AND CELL CULTURES   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

MYXOBACTERIAL DEVELOPMENT; SPECTROMETRIC METHODS; SPORULATION;

AGGLOMERATION; BACTERIA; BIOMARKERS; CORRELATION METHODS; MUTAGENESIS; ORGANIC ACIDS;

LIPIDS;

1 O (13 METHYL 1 Z TETRADECENYL) 2 O (13 METHYLTETRADECANOYL) GLYCERO 3 PHOSPHATIDYLETHANOLAMINE; 1 O 13 METHYLTETRADECYLGLYCEROL; 1,2 DI (13 METHYL 1 Z TETRADECENYL) 3 (13 METHYLTETRADECANOYL)GLYCEROL; ETHER LIPID; FATTY ACID; GLYCEROL DERIVATIVE; ISOVALERIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; LIPID STORAGE; MYXOCOCCALES; MYXOCOCCUS XANTHUS; NONHUMAN; PRIORITY JOURNAL; SPECTROPHOTOMETRY; SPOROGENESIS;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; ETHERS; FATTY ACIDS; GENE EXPRESSION REGULATION, BACTERIAL; LIPIDS; MODELS, CHEMICAL; MUTATION; MYRISTIC ACIDS; MYXOCOCCUS XANTHUS; PENTANOIC ACIDS; PEPTIDE FRAGMENTS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SPORES, BACTERIAL; TIME FACTORS; TRIGLYCERIDES;

MYXOCOCCALES; MYXOCOCCUS XANTHUS;

EID: 33845968499     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M607616200     Document Type: Article

References (86)

1. Reichenbach, H. (1999) Environ. Microbiol. 1, 15-21
2. Kaiser, D. (2004) Annu. Rev. Microbiol. 58, 75-98
3. Søgaard-Andersen, L., Overgaard, M., Lobedanz, S., Ellehauge, E., Jelsbak, L., and Rasmussen, A. A. (2003) Mol. Microbiol. 48, 1-8
4. Johnson, R. Y., and White, D. (1972) J. Bacteriol. 112, 849-855
5. Kottel, R. H., Bacon, K., Clutter, D., and White, D. (1975) J. Bacteriol. 124, 550-557
6. McBride, M. J., and Zusman, D. R. (1989) J. Bacteriol. 171, 6383-6386
7. Orlowski, M., and White, D. (1974) J. Bacteriol. 118, 96-102
8. Orlowski, M., Martin, P., White, D., and Wong, M. C. (1972) J. Bacteriol. 111, 784-790
9. Filer, D., White, D., Kindler, S. H., and Rosenberg, E. (1977) J. Bacteriol. 131, 751-758
10. Toal, D. R., Clifton, S. W., Roe, B. A., and Downard, J. (1995) Mol. Microbiol. 16, 177-189
11. Bretscher, A. P., and Kaiser, D. (1978) J. Bacteriol. 133, 763-768
12. Michal, G. (1999) Biochemical Pathways, 1, Spektrum Akad. Verlag, Heidelberg
13. Dutton, C. J., Gibson, S. P., Goudie, A. C., Holdom, K. S., Pacey, M. S., Ruddock, J. C., Bu'Lock, J. D., and Richards, M. K. (1991) J. Antibiot. 44, 357-365
14. Silakowski, B., Schairer, H. U., Ehret, H., Kunze, B., Weinig, S., Nordsiek, G., Brandt, P., Blöcker, H., Höfle, G., Beyer, S., and Müller, R. (1999) J. Biol. Chem. 274, 37391-37399
15. Silakowski, B., Nordsiek, G., Kunze, B., Blöcker, H., and Müller, R. (2001) Chem. Biol. 8, 59-69
16. Kunze, B., Reichenbach, H., Müller, R., and Höfle, G. (2005) J. Antibiot. 58, 244-251
17. Bode, H. B., Dickschat, J. S., Kroppenstedt, R. M., Schulz, S., and Müller, R. (2005) J. Am. Chem. Soc. 127, 532-533
18. Mahmud, T., Bode, H. B., Silakowski, B., Kroppenstedt, R. M., Xu, M., Nordhoff, S., Höfle, G., and Müller, R. (2002) J. Biol. Chem. 277, 23768-32774
19. Fautz, E., Rosenfelder, G., and Grotjahn, L. (1979) J. Bacteriol. 140, 852-858
20. Ware, J. C., and Dworkin, M. (1973) J. Bacteriol. 115, 253-261
21. Dickschat, J. S., Bode, H. B., Kroppenstedt, R. M., Müller, R., and Schulz, S. (2005) Org. Biomol. Chem. 3, 2824-2831
22. Downard, J., Ramaswamy, S. V., and Kil, K. S. (1993) J. Bacteriol. 175, 7762-7770
23. Downard, J., and Toal, D. (1995) Mol. Microbiol. 16, 171-175
24. Kearns, D. B., Venot, A., Bonner, P. J., Stevens, B., Boons, G.-J., and Shimkets, L. J. (2001) Proc. Natl. Acad. Sci. U. S. A. 98, 13990-13994
25. Bode, H. B., Ring, M. W., Kaiser, D., David, A. C., Kroppenstedt, R. M., and Schwär, G. (2006) J. Bacteriol. 188, 5632-5634
26. Mahmud, T., Wenzel, S. C., Wan, E., Wen, K. W., Bode, H. B., Gaitatzis, N., and Müller, R. (2005) ChemBioChem 6, 322-330
27. Bode, H. B., Ring, M. W., Schwär, G., Kroppenstedt, R. M., Kaiser, D., and Müller, R. (2006) J. Bacteriol. 188, 6524-6528
28. Kroos, L., Kuspa, A., and Kaiser, D. (1986) Dev. Biol. 117, 252-266
29. Dworkin, M., and Gibson, S. M. (1964) Science 146, 243-244
30. Rosenbluh, A., and Rosenberg, E. (1989) J. Bacteriol. 171, 4521-4524
31. Søgaard-Andersen, L., Slack, F. J., Kimsey, H., and Kaiser, D. (1996) Genes Dev. 10, 740-754
32. Tzeng, L., and Singer, M. (2005) Proc. Natl. Acad. Sci. U. S. A. 102, 14428-14433
33. Kaiser, A. (1979) Proc. Natl. Acad. Sci. U. S. A. 76, 5952-5956
34. Kuspa, A., Vollrath, D., Cheng, Y., and Kaiser, D. (1989) Proc. Natl. Acad. Sci. U. S. A. 86, 8917-8921
35. Kroos, L., and Kaiser, D. (1987) Genes Dev. 1, 840-854
36. Licking, E., Gorski, L., and Kaiser, D. (2000) J. Bacteriol. 182, 3553-3558
37. Bligh, E., and Dyer, W. (1959) Can. J. Biochem. Phys. 37, 911-917
38. Lewis, T., Nichols, P. D., and McMeekin, T. A. (2000) J. Microbiol. Methods 43, 107-116
39. Brouwers, J. F., Vernooij, E. A., Tielens, A. G., and van Golde, L. M. (1999) J. Lipid Res. 40, 164-169
40. Pulfer, M., and Murphy, R. C. (2003) Mass Spectrom. Rev. 22, 332-364
41. Han, X. L., and Gross, R. W. (1995) J. Am. Soc Mass Spectrom. 6, 1202-1210
42. Cheng, C., Gross, M. L., and Pittenauer, E. (1998) Anal. Chem. 70, 4417-4426
43. Hsu, F. F., and Turk, J. (1999) J. Am. Soc. Mass Spectrom. 10, 587-599
44. Dickschat, J. S., Bode, H. B., Wenzel, S. C., Müller, R., and Schulz, S. (2005) ChemBioChem 6, 2023-2033
45. Corey, E. J., and Schmidt, G. (1979) Tetrahedron Lett. 20, 399-402
46. Bailey, S. J., Thomas, E. J., Vather, S. M., and Wallis, J. (1983) J. Chem. Soc. Perkin Trans. 1, 851-859
47. Starck, J. P., Nakatani, Y., and Ourisson, G. (1995) Tetrahedron 51, 2629-2638
48. O'Connor, K. A., and Zusman, D. R. (1988) J. Bacteriol. 170, 4103-4112
49. Wireman, J. W., and Dworkin, M. (1977) J. Bacteriol. 129, 796-802
50. O'Connor, K. A., and Zusman, D. R. (1991) J. Bacteriol. 173, 3318-3333
51. O'Connor, K. A., and Zusman, D. R. (1991) J. Bacteriol. 173, 3334-3341
52. O'Connor, K. A., and Zusman, D. R. (1991) J. Bacteriol. 173, 3342-3355
53. Pasciak, M., Holst, O., Lindner, B., Mordarska, H., and Gamian, A. (2003) J. Biol. Chem. 278, 3948-3956
54. Orndorff, P. E., and Dworkin, M. (1980) J. Bacteriol. 141, 914-927
55. Stein, J., and Budzikiewicz, H. (1987) Z Naturforsch. 42, 1017-1020
56. Ogawa, M., Fujitani, S., Mao, X., Inouye, S., and Komano, T. (1996) Mol. Microbiol. 22, 757-767
57. Nariya, H., and Inouye, S. (2006) Mol. Microbiol. 60, 1205-1217
58. Nariya, H., and Inouye, S. (2005) Mol. Microbiol. 58, 367-379
59. Ellehauge, E., Norregaard-Madsen, M., and Søgaard-Andersen, L. (1998) Mol. Microbiol. 30, 807-817
60. Shimkets, L. J. (1999) Annu. Rev. Microbiol. 53, 525-549
61. Caillon, E., Lubochinsky, B., and Rigomier, D. (1983) J. Bacteriol. 153, 1348-1351
62. Malins, D. C. (1968) J. Lipid Res. 9, 687-692
63. Alvarez, H. M., and Steinbüchel, A. (2002) Appl. Microbiol. Biotechnol. 60, 367-376
64. Alvarez, H. M., Kalscheuer, R., and Steinbüchel, A. (2000) Appl. Microbiol. Biotechnol. 54, 218-223
65. Alvarez, H. M., Kalscheuer, R., and Steinbüchel, A. (1997) Fett/Lipid 99, 239-246
66. Alvarez, H. M., Mayer, F., Fabritius, D., and Steinbüchel, A. (1996) Arch. Microbiol. 165, 377-386
67. Wältermann, M., Hinz, A., Robenek, H., Troyer, D., Reichelt, R., Malkus, U., Galla, H. J., Kalscheuer, R., Stöveken, T., von Landenberg, P., and Steinbüchel, A. (2005) Mol. Microbiol. 55, 750-763
68. Stöveken, T., Kalscheuer, R., Malkus, U., Reichelt, R., and Steinbüchel, A. (2005) J. Bacteriol. 187, 1369-1376
69. Rosenbluh, A., and Rosenberg, E. (1990) J. Bacteriol. 172, 4307-4314
70. Rosenbluh, A., and Rosenberg, E. (1989) J. Bacteriol. 171, 1513-1518
71. Varon, M., Cohen, S., and Rosenberg, E. (1984) J. Bacteriol. 160, 1146-1150
72. Gonzalez-Pastor, J. E., Hobbs, E. C., and Losick, R. (2003) Science 301, 510-513
73. de Vet, E. C., Ijlst, L., Oostheim, W., Dekker, C., Moser, H. W., van Den Boschqq, H., and Wanders, R. J. (1999) J. Lipid Res. 40, 1998-2003
74. Biermann, J., Just, W. W., Wanders, R. J., and Van Den Bosch, H. (1999) Eur. J. Biochem. 261, 492-499
75. van den Bosch, H., Schrakamp, G., Hardeman, D., Zomer, A. W., Wanders, R. J., and Schutgens, R. B. (1993) Biochimie (Paris) 75, 183-189
76. Liu, L. R., and Xia, S. H. (2006) World J. Gastroenterol. 12, 539-545
77. Johnston, N. C., and Goldfine, H. (1988) Biochim. Biophys. Acta 961, 1-12
78. MacDonald, D. L., and Goldfine, H. (1990) Biochem. Cell Biol. 68, 225-230
79. Koga, Y., and Goldfine, H. (1984) J. Bacteriol. 159, 597-604
80. Prins, R. A., Akkermans-Kruyswijk, J., Franklin-Klein, W., Lankhorst, A., and van Golde, L. M. (1974) Biochim. Biophys. Acta 348, 361-369
81. van Golde, L. M., Prins, R. A., Franklin-Klein, W., and Akkermans-Kruyswijk, J. (1973) Biochim. Biophys. Acta 326, 314-324
82. Wagner, F., Rottem, S., Held, H. D., Uhlig, S., and Zähringer, U. (2000) Eur. J. Biochem. 267, 6276-6286
83. Prins, R. A., and Van Golde, L. M. (1976) FEBS Lett. 63, 107-111
84. Johnston, N. C., and Goldfine, H. (1994) Eur. J. Biochem. 223, 957-963
85. Lux, R., and Shi, W. (2005) Mol. Microbiol. 58, 345-348
86. Mouritsen, O. G. (2005) Life, as a Matter of Fat: The Emerging Science of Lipidomics, Springer, Berlin, Heidelberg