Polar lipids of four listeria species containing L-lysylcardiolipin, a novel lipid structure, and other unique phospholipids

International Journal of Systematic Bacteriology

Volumn 49, Issue 2, 1999, Pages 653-662

  Fischer, Werner ^a   Leopold, Klaus ^a  

^a UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

Author keywords

Aminoacylphospholipids; Glycerophosphoglycolipids; L lysylcardiolipin; L lysylphosphatidylglycerol; Listeriae

Indexed keywords

CARDIOLIPIN; GLYCEROPHOSPHOLIPID; PHOSPHATIDYLGLYCEROL;

ARTICLE; BACTERIAL GROWTH; BACTERIAL MEMBRANE; LIPID ANALYSIS; LIPID COMPOSITION; LISTERIA; LISTERIA MONOCYTOGENES; NONHUMAN; PRIORITY JOURNAL; STRUCTURE ANALYSIS;

BACTERIA (MICROORGANISMS); LISTERIA; LISTERIA INNOCUA; LISTERIA MONOCYTOGENES; LISTERIA SEELIGERI; LISTERIA WELSHIMERI; POSIBACTERIA;

EID: 0032947342     PISSN: 00207713     EISSN: None     Source Type: Journal    
DOI: 10.1099/00207713-49-2-653     Document Type: Article

References (59)

1. Baer, E. & Kates, M. (1950). Migration of esters of glycerophosphoric acid. II. The acid and alkaline hydrolysis of L-OClecithins. J Biol Cliem 185, 615-623.
2. Brotherus, J., Renkonen, O., Herrmann, J. & Fischer, W. (1974). Novel stercoconfiguration in lysobisphosphatidic acid of cultured BHK-cells. Cliem Phys Lipicls 13, 178-182.
3. Bruckner, H., Wittner, R. & Godel, H. (1991). Fully automated separation of DL-amino acids derivatized with Ophthaldialdehyde together with N-isobutyryl-cysteine. Application to food samples. Chromatographie! 32, 383-388.
4. Cabacungan, E. & Pieringer, R. A. (1981). Mode of elongation of the glycerophosphate polymer of membrane LTA of Streptococcus face him (Streptococcus faecalis ATCC 9790). J Bacterial 147, 75-79.
5. Collins, M. D., Wallbanks, S., Lane, D. J., Shah, J., Nietupski, R., Smida, J., Dorsch, M. & Stackebrandt, E. (1991). Phylogenetic analysis of the genus Listeria based on reverse transcriptase sequencing of 16S rRNA. In t J Syst Bacterial 41, 240-246.
6. Deroo, P. W. (1969). MSc thesis, University of Western Ontario.
7. De Siervo, A. J. & Salton, M. R. J. (1971). Biosynthesis of cardiolipin in the membranes of Micrococcus lysodeikticus. Biochim Biophys Ada 239, 280-292.
8. Emdur, L I. & Chiu, T. H. (1974). Turnover of phosphatidylglycerol in Streptococcus sangtiis. Biochem Biophys Res Commun 59, 1137-1144.
9. Feresu, S. B. & Jones, D. (1988). Taxonomic studies on Brochothrix, Erysipelotlirix, Listeria and atypical lactobacilli. J Gen Microbiol 134, 1165-1183.
10. Fischer, W. (1977a). The polar lipids of group B streptococci. I. Glycosylated diphosphatidylglycerol, a novel glycophospholipid. Biochim Biophys Acta 487, 74-88.
11. Fischer, W. (1977b). The polar lipids of group B streptococci. II. Composition and positional distribution of fatty acids. Biochim Biophys Acta 487, 89-104.
12. Fischer, W. (1982). D-AIanine ester-containing glycerophosphoglycolipids in the membrane of Gram-positive bacteria. Biochim Biophys Acta 711, 372-375.
13. Fischer, W. (1990). Bacterial phosphoglycolipids and LTAs. In Glycolipids, Phosphoglycolipids and Sulfoglycolipids, pp. 123-234. Edited by M. Kates (vol. 6 of Handbook of Lipid Research, edited by D. J. Hanahan). New York & London : Plenum.
14. Fischer, W. (1997). Pneumococcal lipoteichoic acid and teichoic acid. Microbial Drug Resistance 3, 309-325.
15. Fischer, W. & Landgraf, H. R. (1975). Glycerophosphoryl phosphatidyl kojibiosyl diacylglycerol, a novel phosphoglucolipid from Streptococcus faecalis. Biochim Biophys Acta 380, 227-244.
16. Fischer, W. & Arneth-Seifert, D. (1998). D-Alanylcardiolipin, a major component of the unique lipid pattern of Vagococcus fluvialis. J Bacterial 180, 2950-2957.
17. Fischer, W., Ishizuka, L, Landgraf, H. R. & Herrmann, J. (1973a). Glycerophosphoryl diglucosyl diglyceride, a new phosphoglycolipid from streptococci. Biochim Biophys Acta 296, 527-545.
18. Fischer, W., Landgraf, H. R. & Herrmann, J. (1973b). Phosphatidyldiglucosyl diglyceride from streptococci and its relationship to other polar lipids. Biochim Biophys Acta 306, 353-367.
19. Fischer, W., Nakano, M., Laine, R. A. & Bohrer, W. (1978). On the relationship between glycerophosphoglycolipids and lipoteichoic acids in Gram-positive bacteria. I. The occurrence of phosphoglycolipids. Biochim Biophys Acta 528, 288-297.
20. Fischer, W., Koch, H. U. & Haas, R. (1983). Improved preparation of LTAs. Eur J Biochem 133, 523-530.
21. Fischer, W., Mannsfeld, T. & Hagen, G. (1990). On the basic structure of poly(glycerophosphate) LTAs. Biochem Cell Biol 68, 33-43.
22. Fischer, W., Peter-Katalinic, i., Hartmann, R. & Egge, H. (1994). (S)-2-Amino-1,3-propanediol-3-phosphate-carrying diradylglyceroglycolipids. Novel major membrane lipids of Clostridiwn innoamm. Eur J Biochem 223, 879-892.
23. Glaser, L. & Lindsay, B. (1974). The synthesis of LTA carrier. Biochem Biophys Res Commun 59, 1131-1136.
24. Gould, R. M. & Lennarz, W. J. (1967). Biosynthesis of aminoacyl derivatives of phosphatidylglycerol. Biochem Biophys Res Commun 26, 510-515.
25. Gould, R. M. & Lennarz, W. J. (1970). Metabolism of phosphatidylglycerol and lysylphosphatidylglycerol in Staphylococais aureiis. J Bacterial 104, 1135-1144.
26. Grassl, M. & Supp, M. (1985). D-Alanine. In Methods of Enzymatic Analysis, 3rd edn, vol. 8 (Afetabolites 3: Lipids, Ammo Acids and Related Compounds), pp. 336-340. Edited by H. U. Bergmeyer, J. Bergmeyer & M. Grassl. Weinheim: VCH.
27. de Haas, G. H., Postema, N. M., Nieuwenhuizen, W. & van Deenen, L L. M. (1968). Purification and properties of phospholipase A from porcine pancreas. Biochim Biophys Ada 159, 103-117.
28. Haest, C. W. M., de Gier, !.. Op Den Kamp, J. A. F., Bartels, V. & van Deenen, L. L M. (1972). Changes in permeability of Staphylococcus aureiis and derived liposomes with varying lipid composition. Biochim Biophys Acta 255, 720-733.
29. Hether, N. W. & Jackson, L L (1983). LTA from Listeria monocytogenes. J Bacterial 156, 809-817.
30. Hopfer, U., Lehninger, A. L & Lennarz, W. J. (1970). The effect of the polar moiety of lipids on the ion permeability of bilayer membranes. J Membrane Biol 2, 41-58.
31. Houtsmüller, U. M.T. & van Deenen, L. L. M. (1964). On the accumulation of amino acid derivatives of phosphatidylglycerol in bacteria. Biochim Biophys Acta 84, 96-98.
32. Houtsmüller, U. M. T. & van Deenen, L. L. M. (1965). On the amino acid esters of phosphatidyl glycerol from bacteria. Biochim Biophys Acta 106, 564-576.
33. Joutti, A., Brotherus, J., Renkonen, O., Laine, A. & Fischer, W. (1976). The stereochemical configuration of lysobisphosphatidic acid from rat liver, rabbit lung, and pig lung. Biochim Biophys Acta 450, 206-209.
34. Kanemasa, Y., Yoshioka, T. & Hayashi, H. (1972). Alteration of the phospholipid composition of Staphylococcus aureiis cultured in medium containing NaCl. Biochem Biophys Acta 280, 444-450.
35. Kates, M. (1986). Techniques of Lipidology, 2nd edn, pp. 396-399. New York: Elsevier.
36. Koch, H. U., Haas, R. & Fischer, W. (1984). The role of LTA biosynthesis in membrane lipid metabolism of growing Staphylococcus aureiis. Eur J Biochem 138, 357-363.
37. Kosaric, N. & Carroll, K. K. (1971). Phospholipids of Listeria monocytogenes. Biochim Biophys Acta 239, 428-442.
38. Kritchevski, D. 81 Kirk, M. C. (1952). Detection of steroids in paper chromatography. Arch Biochem Biophys 35, 346.
39. Landgraf, H. R. (1976). Fettsauremuster und positionsspezifische Verteilung der Fettsäuren in den polaren Lipiden von Streptococcen. PhD thesis, University Erlangen-Nürnberg.
40. Lang, G. (1984). L-(-)Glycerol 3-phosphate. In Methods of Enzymatic Analysis, 3rd edn, vol. 6 (Afetabolites l : Carbohydrates), pp. 525-531. Edited by H. U. Bergmeyer, J. Bergmeyer & M. Grassl. Weinheim: VCH.
41. LeCocq, J. 81 Ballou, C. E. (1964). On the structure of cardiolipin. Biochemistry 3, 976-980.
42. Lennarz, W.J., Nesbitt, J.A., III & Reiss, J. (1966). The participation of SRNA in the enzymatic synthesis of O-L-lysyl phosphatidylglycerol in Staphylococcus aitreus. Proc Natl Acad Sei USA 55, 934-941.
43. Mastronicolis, S. K., German, J. B. & Smith, G. M. (1996). Diversity of the polar lipids of the food-borne pathogen Listeria monocytogenes. Lipids 31, 635-640.
44. Nakano, M. & Fischer, W. (1977). The glycolipids of Lactobacilhis case! DSM 20021. Hoppc-Seylefs Z Physiol Chem 358, 1439-1453.
45. Okabe, A., Hirai, Y., Hayashi, H. & Kanemasa, Y. (1980). Alteration in phospholipid composition of Staphylococcus aureus during formation of autoplast. Biochini Biophys Acta 617, 28-35.
46. O'Leary, W. M. & Wilkinson, S. G. (1988). Gram-positive bacteria. In Microbial Lipids, vol. 1, pp. 117-201. Edited by C. Ratledge & S. G. Wilkinson. London: Academic Press.
47. Peter-Katalinié, J. & Fischer, W. (1998). oc-D-Glucopyranosyl, D-alanyl, and L-lysylcardiolipin from Gram-positive bacteria. Analysis by fast atom bombardment mass spectrometry. J Lipid Res 39, 2286-2292.
48. Rouser, G., Kritchevsky, D. & Yamamoto, A. (1967). Column Chromatographie and associated procedures for separation and determination of phosphatides and glycolipids. In Lipid Chromatographie Analysis, vol. 1, pp. 99-161. Edited by G. Marinetti. New York: Marcel Dekker.
49. Ruhland, G. J. & Fiedler, F. (1987). Occurrence and biochemistry of LTAs in the genus Listeria. Syst Appl Microbiol 9, 40-46.
50. Schleifer, K. H., Kraus, J., Dvorak, C, Kilpper-Bälz, R., Collins, M. D. & Fischer, W. (1985). Transfer of Staphylococcus lactis and related streptococci to the genus Lactococcus gen. nov. Syst Appl Microbiol 6, 183-195.
51. Schnitger, H., Papenberg, K., Gänse, E., Czok, R., Bücher, T. & Adam, H. (1959). Chromatographie phosphathaltiger Metabolite eines menschlichen Leberpunktats. Biochein Z 332, 167-185.
52. Shaw, N. (1968). The detection of lipids on thin-layer chromatograms with the periodate Schiff reagent. Biochim Biophys Acta 164, 435-438.
53. Shaw, N. & Stead, A. (1972). Bacterial glycophospholipids. FEBS Lett 21, 249-253.
54. Short, S.A. & White. D. C. (1971). Metabolism of phosphatidylglycerol, lysylphosphatidylglycerol and cardiolipin of Staphylococcus aureus. J Bacterial 108, 219-226.
55. Short, S.A. & White, D. C. (1972). Biosynthesis of cardiolipin from phosphatidylglycerol in Staphylococcus aureus. J Bacterial 109, 820-826.
56. Stahl, E. (1967). Dünnschicht-Chroinatographie, 2nd edn. Berlin/Heidelberg/New York : Springer.
57. Taron, D. J., Childs, W. C, III & Neuhaus, F. C. (1983). Biosynthesis of D-alanyl-LTA: role of diglyceride kinase in the synthesis of phosphatidylglycerol for chain elongation. J Bacterial 154, 1110-1116.
58. Tocanne, J. F., Verheij, H. M., Op den Kamp, J. A. F. & van Deenen, L L. M. (1974). Chemical and physicochemical studies of lysylphosphatidylglycerol derivatives. Occurrence of A2' 3' lysyl migration. Chem Phys Lipids 13, 389-403.
59. Uchikawa, K.-l., Sekikawa, I. & Azuma, I. (1986). Structural studies on LTAs from four Listeria strains. J Bacterial 168, 115-122.