Skip to content
1887

Microbiology Society logo Microbiology

Volume 146, Issue 9

Binding of glycoglycerolipid derived from membranes of PG8 and synthetic analogues to lymphoid cells Free

Abstract

A component that binds to human lymphoid cells was isolated from the membranes of PG8. The component was extracted using the Bligh–Dyer method and purified using a silica-gel column and TLC. The active component was identified as 3--[2′--(α-D-glucopyranosyl)- 6′--acyl-α-D-glucopyranosyl]-1,2-di-- acyl-sn-glycerol (GAGDG) using H- and C-NMR and GC-MS. The compositions of the major saturated fatty acids were nC (178%), isoC (107%) and nC (349%) as determined by GC-MS. The amounts of unsaturated species were less than 10% of those of the corresponding saturated acids. GAGDGs which have three tetradecanoyl groups were synthesized. These synthetic GAGDGs, as well as GAGDGs derived from membranes, had a high binding affinity for MOLT-4 and HUT-78 (human T cell lines), Raji (a B cell line), HL-60 (a monoblastoid cell line) and primary cultured human T cells. The binding affinities of GAGDGs with an isoC acyl group was higher than those with nC and nC acyl groups. The binding to lymphoid cells reveals a novel biological activity of GAGDGs.

  • Received:
  • Accepted:
  • Revised:
  • Published Online:
Keyword(s): glycoglycerolipids , Acholeplasma laidlawii , adherence , GAGDG, 3-O-[2′-O-(α-D-glucopyranosyl)- 6′-O-acyl-α-D-glucopyranosyl]-1,2-di-O- acyl-sn-glycerol and lymphoid cells
© Microbiology Society
Loading

Article metrics loading...

/content/journal/micro/10.1099/00221287-146-9-2317
2000-09-01
2025-01-19
Loading full text...

Full text loading...

/deliver/fulltext/micro/146/9/1462317a.html?itemId=/content/journal/micro/10.1099/00221287-146-9-2317&mimeType=html&fmt=ahah

References

  1. Allan E. J., Amijee F., Tyson R. H., Strang J. A., Innes C. M., Paton A. M. 1993; Growth and physiological characteristics of Bacillus subtilis L-form. J Appl Bacteriol 74:588–594
     [Google Scholar]
  2. Arai S., Yamamoto H., Ito K., Kumagai K. 1983; Suppressive effect of human natural killer cells on pokeweed mitogen induced B cell differentiation. J Immunol 131:651–657
     [Google Scholar]
  3. Bhakoo M., Lewis R. N. A. H., McElhaney R. N. 1987; Isolation and characterization of a novel monoacylated glucopyranosyl neutral lipid from the plasma membrane of Acholeplasma laidlawii B. Biochim Biophys Acta 922:34–45 [CrossRef]
     [Google Scholar]
  4. van Boeckel C. A. A., van Boom J. H. 1985a; Synthesis of phosphatidyl-α-glucosyl glycerol containing a dioleoyl phosphatidyl moiety. Application of the tetraisopropyldisiloxane-1,3-diyl (tips) protecting group in sugar chemistry, part III. Tetrahedron 41:4545–4555 [CrossRef]
     [Google Scholar]
  5. van Boeckel C. A. A., van Boom J. H. 1985b; Synthesis of phosphatidyl-β-glucosyl glycerol containing a dioleoyl diglyceride moiety. Application of the tetraisopropyldisiloxane-1,3-diyl (tips) protecting group in sugar chemistry, part IV. Tetrahedron 41:4557–4565 [CrossRef]
     [Google Scholar]
  6. van Boeckel C. A. A., van Boom J. H. 1985c; Synthesis of streptococci phosphatidyl-α-diglucosyldiglyceride and related glycolipids. Application of the tetraisopropyldisiloxane-1,3-diyl (tips) protecting group in sugar chemistry, part V. Tetrahedron 41:4567–4575 [CrossRef]
     [Google Scholar]
  7. Boggs I. M. 1987; Lipid intermolecular hydrogen bonding; influence on structural organization and membrane function. Biochim Biophys Acta 906:353–404 [CrossRef]
     [Google Scholar]
  8. Courtney H. S., Ofek I., Simpson W. A., Hasty D. L., Beachey E. H. 1986; Binding of Streptococcus pyogenes to soluble and insoluble fibronectin. Infect Immun 53:454–459
     [Google Scholar]
  9. Dahlqvist A., Nordstrom S., Karlsson O. P., Mannock D. A., McElhaney R. N., Wieslander Å. . 1995; Efficient modulation of glucolipid enzyme activities in membranes of Acholeplasma laidlawii by the type of lipids in the bilayer matrix. Biochemistry 34:13381–13389 [CrossRef]
     [Google Scholar]
  10. De Kruyft B., van Dijck P. W. M., Goldbach R. W., Demel R. A., van Deenen L. L. M. 1973; Influence of fatty acid and sterol composition on the lipid phase transition and activity of membrane-bound enzymes in Acholeplasma laidlawii. Biochim Biophys Acta 330:269–282 [CrossRef]
     [Google Scholar]
  11. Elleman T. C., Hoyne P. A., Emery D. L., Stewart D. J., Clark B. L. 1986; Expression of the pilin gene from Bacteroides nodosus in Escherichia coli. Infect Immun 51:187–192
     [Google Scholar]
  12. Espersen F., Clemmensen I. 1982; Isolation of a fibronectin-binding protein from Staphylococcus aureus. Infect Immun 37:526–531
     [Google Scholar]
  13. Franzoso G., Dimitrov D. S., Blumenthal R., Barile M. F., Rottem S. 1992; Fusion of Mycoplasma fermentans strain incognitus with T lymphocytes. FEBS Lett 303:251–254 [CrossRef]
     [Google Scholar]
  14. Gross Z., Rottem S. 1979; Lipid distribution in Acholeplasma laidlawii membrane. A study using the lactoperoxidase-mediated iodination. Biochim Biophys Acta 555:547–552 [CrossRef]
     [Google Scholar]
  15. van Houte J. 1983; Bacterial adherence in the mouth. Rev Infect Dis 5:s659–s669 [CrossRef]
     [Google Scholar]
  16. Huang Y., Anderson R. 1995; Glucosyl diglyceride lipid structures in Deinococcus radiodurans. J Bacteriol 177:2567–2571
     [Google Scholar]
  17. Iyama K., Ono S., Kuwano K., Ohishi M., Shigematsu H., Arai S. 1996; Induction of tumour necrosis factor alpha (TNFα) and enhancement of HIV-1 replication in the J22HL60 cell line by Mycoplasma penetrans. Microbiol Immunol 40:907–914 [CrossRef]
     [Google Scholar]
  18. Kates M. 1990; Glyco-, phosphoglyco-, and sulfoglycoglycerolipids of bacteria. In Handbook of Lipid Research vol. 6Glycolipids, Phosphoglycolipids, and Sulfoglycolipids pp. 1–123Edited by Kates M. New York & London: Plenum;
     [Google Scholar]
  19. McElhaney R. N. 1975; Membrane lipid, not polarized water, is responsible for the semipermeable properties of living cells. Biophys J 15:777–784 [CrossRef]
     [Google Scholar]
  20. McElhaney R. N., de Gier J., van Deenen L. L. M. 1970; The effect of alterations in fatty acid composition and cholesterol content on the permeability of Mycoplasma laidlawiii B cells and derived liposomes. Biochim Biophys Acta 219:245–247 [CrossRef]
     [Google Scholar]
  21. Rottem S. 1980; Membrane lipids of mycoplasmas. Biochim Biophys Acta 604:65–90
     [Google Scholar]
  22. Rottem S., Cirillo V. P., de Kruyff B., Shinitzky M., Razin S. 1973; Cholesterol in mycoplasma membranes. Correlation of enzymic and transport activities with physical state of lipids in membranes of Mycoplasma mycoides var. capri adapted to grow with low cholesterol concentrations. Biochim Biophys Acta 323:509–519 [CrossRef]
     [Google Scholar]
  23. Shaw N. 1968; The lipid composition of Mycoplasma laidlawii strain B. Biochem J 107:329–333
     [Google Scholar]
  24. Shaw N. 1970; Bacterial glycolipids. Bacteriol Rev 34:365–377
     [Google Scholar]
  25. Silvius J. R., Mak N., McElhaney R. N. 1980; Lipid and protein composition and thermotropic lipid phase transitions in fatty acid homogeneous membranes of Acholeplasma laidlawii B. Biochim Biophys Acta 597:199–215 [CrossRef]
     [Google Scholar]
  26. Toole C. O., Lowdell M. 1990; Infection of human T cells with mycoplasma, inhibition of CD4 expression and HIV-1 gp120 glycoprotein binding, and infectivity. Lancet 336:1067
     [Google Scholar]
/content/journal/micro/10.1099/00221287-146-9-2317
Loading
Binding of glycoglycerolipid derived from membranes of Acholeplasma laidlawii PG8 and synthetic analogues to lymphoid cells
Microbiology 146, 2317 (2000); https://doi.org/10.1099/00221287-146-9-2317
/content/journal/micro/10.1099/00221287-146-9-2317
/content/journal/micro/10.1099/00221287-146-9-2317
Loading

Data & Media loading...

Most cited Most Cited RSS feed

This is a required field
Please enter a valid email address
Approval was a Success
Invalid data
An Error Occurred
Approval was partially successful, following selected items could not be processed due to error