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Immunostimulation pp 95–110Cite as

Cord Factor and Related Synthetic Trehalose Diesters

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Abstract

The term ‘cord factor’ designates glycolipids produced by Mycobacteria, Nocardiae, Corynebacteriae, and strains of Arthrobacter and Brevibacterium; they are 6,6′-diesters of α, α-D-trehalose [48] (Fig. 1) (for reviews see [4, 5, 19, 34, 35, 36, 52])1.

Keywords

  • Antitumour Activity
  • Mycolic Acid
  • Cancer Immunol
  • Intralesional Injection
  • Muramyl Dipeptide

These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. Adam, A., Ciorbaru, R., Petit, J-F., Lederer, E.: Isolation and properties of a macromolecular, water soluble immuno-adjuvant fraction from the cell wall of M. smegmatis. Proc. Natl. Acad. Sci. USA 69, 851 (1972)

    PubMed  CrossRef  CAS  Google Scholar 

  2. Adam, A., Senn, M., Vilkas, E., Lederer, E.: Spectrométrie de masse de glycolipides. 2. Diesters de tréhalose naturels et synthétiques. Eur. J. Biochem. 2, 460 (1967)

    PubMed  CrossRef  CAS  Google Scholar 

  3. Artman, M., Bekierkunst, A., Goldenberg, I.: Tissue metabolism in infection: Biochemical changes in mice treated with cord factor. Arch. Biochem. Biophys. 105, 80 (1964)

    CAS  Google Scholar 

  4. Asselineau, C., Asselineau, J.: Trehalose containing glycolipids. Prog. Chem. Fats Other Lipids 16, 59 (1978)

    PubMed  CrossRef  CAS  Google Scholar 

  5. Asselineau, C., Asselineau, J.: Lipides spécifiques des mycobactéries. Ann. Microbiol. (Paris) 129 A, 49 (1978)

    Google Scholar 

  6. Azuma, I., Ribi, E. E., Meyer, T. J., Zbar, B.: Biologically active components from mycobacterial cell walls. I. Isolation and composition of cell wall skeleton and components P3. J. Natl. Cancer Inst. 52, 95 (1974)

    PubMed  CAS  Google Scholar 

  7. Azuma, I., Yamawaki, N., Ogura, T., Yoshimoto, T., Toruzen, R., Hirao, F., Yamamura, Y.: Antitumour activity of BCG cell-wall skeleton and related materials. Gann Monograph on Cancer Res. 21, 73 (1978)

    CAS  Google Scholar 

  8. Bekierkunst, A.: Acute granulomatous response produced in mice by trehalose-6,6′-dimycolate. J. Bacteriol. 96, 958 (1968)

    PubMed  CAS  Google Scholar 

  9. Bekierkunst, A.: Immunotherapy and vaccination against cancer with non-living BCG and cord factor (trehalose-6,6′-dimycolate). Int. J. Cancer 16, 442 (1975)

    PubMed  CrossRef  CAS  Google Scholar 

  10. Bekierkunst, A.: Immunotherapy of cancer with non-living Mycobacteria and cord factor (trehalose-6,6′-dimycolate) in aqueous medium. J. Natl. Cancer Inst. 57, 963 (1976)

    PubMed  CAS  Google Scholar 

  11. Bekierkunst, A., Levij, I. S., Yarkoni, E., Vilkas, E., Lederer, E.: Suppression of urethan-induced lung adenomas in mice treated with trehalose-6,6′-dimycolate (cord factor) and living Bacillus Calmette Guerin. Science 174, 1240 (1971)

    PubMed  CrossRef  CAS  Google Scholar 

  12. Bekierkunst, A., Wang, L., Toubiana, R., Lederer, E.: Immunotherapy of cancer with non-living BCG and fractions derived from mycobacteria: role of cord factor (trehalose-6,6′-dimycolate) in tumour regression. Infect. Immun. 10, 1044 (1974)

    PubMed  CAS  Google Scholar 

  13. Colbert, J-C.: Sugar esters preparation and applications. Chemical Technology Review, n° 32, Noyes Data Corp., Park Ridge, N.J., 310 p. 1974

    Google Scholar 

  14. Bloch, H.: Studies on the virulence of tubercle bacilli. Isolation and biological properties of a constituent of virulent organisms. J. Exp. Med. 91, 197 (1950)

    PubMed  CrossRef  CAS  Google Scholar 

  15. Brennan, P. J., Goren, M. B.: Mycobacterial glycolipids as bacterial antigens. Biochem. Soc. Trans. 5, 1687 (1977)

    PubMed  CAS  Google Scholar 

  16. Clark, I. A.: Protection of mice against Babesia microti with cord factor, COAM, zymosan, glucan, Salmonella and Listeria. Parasite Immunology (in press, 1979)

    Google Scholar 

  17. Durand, E., Welby, M., Laneelle, G., Tocanne, J-F.: Phase behaviour of cord factor and related glycolipid toxins. A monolayer study. Eur. J. Biochem. 93, 103 (1978)

    CrossRef  Google Scholar 

  18. Ellouz, F., Adam, A., Ciorbaru, R., Lederer, E.: Minimal structural requirements for adjuvant activity of bacterial peptidoglycan derivatives. Biochem. Biophys. Res. Commun. 59, 1317 (1974)

    PubMed  CrossRef  CAS  Google Scholar 

  19. Etemadi, A. H.: Structure, biogenesis and phylogenetic interest of mycolic acids. Expos. Annu. Biochim. Med. 28, 77 (1967)

    PubMed  CAS  Google Scholar 

  20. Goren, M. B.: Mycobacterial lipids: selected topics. Bacteriol. Rev. 36, 33 (1972)

    PubMed  CAS  Google Scholar 

  21. Goren, M. B., Das, B. C., Brokl, O.: Sulfatide III of Mycobacterium tuberculosis strain H37Rv. Nouveau J. Chimie 2, 379 (1978)

    CAS  Google Scholar 

  22. Granger, D. L., Yamamoto, K., Ribi, E. E.: Delayed hypersensitivity and granulomatous response after immunization with protein antigens associated with a mycobacterial glycolipid and oil droplets. J. Immunol. 116, 482 (1976)

    PubMed  CAS  Google Scholar 

  23. Ioneda, T., Lederer, E., Rozanis, J.: Sur la structure de diesters de tréhalose (cord factors) produits par Nocardia asteroides et N. rhodococcus. Chem. Phys. Lipids 4, 375 (1970)

    CrossRef  CAS  Google Scholar 

  24. Ioneda, T., Lenz, M., Pudles, J.: Chemical constitution of a glycolipid from C. diphtheriae P. W. 8. Biochem. Biophys. Res. Commun. 13, 110 (1963)

    CrossRef  CAS  Google Scholar 

  25. Kato, M.: Preparation of an aqueous suspension of cord factor. Am. Rev. Respir. Dis. 95, 553 (1967)

    Google Scholar 

  26. Kato, M.: Studies of a biochemical lesion in experimental tuberculosis in mice. XI. Mitochondrial swelling induced by cord factor in vitro. Am. Rev. Respir. Dis. 100, 47 (1969)

    PubMed  CAS  Google Scholar 

  27. Kato, M.: Site II- specific inhibition of Mitochondrial oxidative phosphorylation by trehalose-6,6′-dimycolate (cord factor) of Mycobacterium tuberculosis. Arch. Biochem. Biophys. 140, 379 (1970)

    PubMed  CrossRef  CAS  Google Scholar 

  28. Kato, M.: Action of a toxic glycolipid of Corynebacterium diphtheriae on mitochondrial structure and function. J. Bacteriol. 101, 709 (1970)

    PubMed  CAS  Google Scholar 

  29. Kato, M.: Site of action of the cord factor of Corynebacterium diphtheriae in mitochondria. J. Bacteriol. 107, 746 (1971)

    PubMed  CAS  Google Scholar 

  30. Kato, M., Asselineau, J.: Chemical structure and biochemical activity of cord factors analogs 6,6′-dimycoloyl sucrose and methyl 6-mycoloyl-α-D-glucoside. Eur. J. Biochem. 22, 364 (1971)

    PubMed  CrossRef  CAS  Google Scholar 

  31. Kato, M., Tamura, T., Silve, G., Asselineau, J.: Chemical structure and biochemical activity of cord factors analogs. A comparative study of esters of methyl glucoside and non-hydroxylated fatty acids. Eur. J. Biochem. 87, 497 (1978)

    PubMed  CrossRef  CAS  Google Scholar 

  32. Kelly, M. T.: Plasma-Dependent Chemotaxis of Macrophages towards BCG cell walls and the Mycobacterial Glycolipid P3. Infect. Immun. 15, 180 (1977)

    PubMed  CAS  Google Scholar 

  33. Laneelle, M. A., Asselineau, J.: Caractérisation de glycolipides dans une souche de Nocardia brasiliensis. FEBS Lett. 7, 64 (1970)

    CrossRef  CAS  Google Scholar 

  34. Leclerc, C., Lamensans, A., Chedid, L., Drapier, J-C., Petit, J-F., Wietzerbin, J., Lederer, E.: Nonspecific immunoprevention of L1210 Leukemia by cord factor (6–6′-dimycolate of trehalose) administered in a metabolizable oil. Cancer Immunol. Immunother. 1, 227 (1976)

    CrossRef  CAS  Google Scholar 

  35. Lederer, E.: The mycobacterial cell wall. Pure Applied Chemistry 25, 135 (1971)

    CrossRef  CAS  Google Scholar 

  36. Lederer, E.: Cord factor and related trehalose esters. Chem. Phys. Lipids 16, 91 (1976)

    PubMed  CrossRef  CAS  Google Scholar 

  37. Lederer, E.: Natural and synthetic immunostimulants related to the mycobacterial cell wall. In: Medicinal chemistry V, p. 257. Amsterdam: Elsevier Scientific Publishing Company 1977

    Google Scholar 

  38. McLaughlin, C. A., Parker, R., Hadlow, W. J., Toubiana, R., Ribi, E. E.: Moieties of mycobacterial mycolates required for inducing granulomatous reactions. Cell. Immunol. 38, 14 (1978)

    PubMed  CrossRef  CAS  Google Scholar 

  39. McLaughlin, C. A., Ribi, E. E., Goren, M. B., Toubiana, R.: Tumour regression induced by defined microbial components in an oil in water emulsion is mediated through their binding to oil droplets. Cancer Immunol. Immunother. 4, 109 (1978)

    CAS  Google Scholar 

  40. McLaughlin, C. A., Strain, S. M., Bickel, M. D., Goren, M. B., Azuma, I., Mimer, K., Cantrell, J. L., Ribi, E. E.: Regression of line-10 hepatocellular carcinomas following treatment with water-soluble, microbial extracts combined with trehalose or arabinose mycolates. Cancer Immunol. Immunother. 4, 61 (1978)

    Google Scholar 

  41. Mahmoud, A. A. F., Civil, R. H. D., Lederer, E., Chedid, L.: Enhancement of resistance against a multicellular Helminth (Schistosoma mansoni) by cord factor (CF). Clin. Res. 25, 380A (1977)

    Google Scholar 

  42. Maurice, M. T., Vacheron, M. J. Michel, G.: Isolement d’acides nocardiques de plusieurs especes de Nocardia. Chem. Phys. Lipids 7, 9 (1971)

    PubMed  CrossRef  CAS  Google Scholar 

  43. Meyer, J. T., Ribi, E. E., Azuma, I., Zbar, B.: Biologically active components from Mycobacterial cell walls. II. Suppression and regression of strain-2 guinea pig hepatoma. J. Natl. Cancer Inst. 52, 103 (1974)

    PubMed  CAS  Google Scholar 

  44. Meyer, J. T., Ribi, E. E., Azuma, I.: Biologically active components from mycobacterial cell walls. V. Granuloma formation in mouse lungs and guinea pig skin. Cell. Immunol. 16, 11 (1975)

    PubMed  CrossRef  CAS  Google Scholar 

  45. Michel, G., Bordet, C.: Cell wall of Nocardiae, in: The biology of the nocardiae, Goodfellow, M., Brownell, S. H., Serrano, J. A., eds. p. 141. New York: Academic Press 1976

    Google Scholar 

  46. Mompon, B., Federici, C., Toubiana, R., Lederer, E.: Isolation and structural determination of a ‘cord factor’ (trehalose 6,6′-dimycolate) from Mycobacterium smegmatis. Chem. Phys. Lipids 21, 97 (1978)

    PubMed  CrossRef  CAS  Google Scholar 

  47. Nigam, V. N., Brailovsky, C. A., Chopra, C.: Maltose tetra-palmitate, a non-toxic immunopotentiatior with antitumour activity. Cancer Res. 38, 3315 (1978)

    PubMed  CAS  Google Scholar 

  48. Nishikawa, Y., Yoshimoto, K., Okabe, M., Fukuoka, F.: Chemical and biochemical studies on carbohydrate esters. III. Antitumour activity of unsaturated fatty acids and their ester derivatives against Ascites Carcinoma. Chem. Pharm. Bull. (Tokyo) 24, 756 (1976)

    CAS  Google Scholar 

  49. Noll, E., Bloch, H., Asselineau, J., Lederer, E.: The chemical structure of the cord factor of M yobacterium tuberculosis. Biochim. Biophys. Acta 20, 299 (1956)

    PubMed  CrossRef  CAS  Google Scholar 

  50. Ofek, I., Bekierkunst, A.: Chemotactic responses of leukocytes to cord factor (trehalose-6,6′-dimycolate) J. Natl. Cancer Inst. 57, 1379 (1976)

    PubMed  CAS  Google Scholar 

  51. Olds, G. R., Chedid, L., Lederer, E., Mahmoud, A. F.: Induction of resistance to Schistosoma mansoni by natural cord factor and synthetic lower homologs. J. Inf. Dis. (in press, 1979)

    Google Scholar 

  52. Parant, M., Prant, F., Chedid, L., Drapier, J.-C., Petit, J-F., Wietzerbirn, J., Lederer, E.: Enhancement of non-specific immunity to bacterial infection by cord factor (6.6′-trehalose dimycolate) J. Infect. Dis. 135, 771 (1977)

    PubMed  CrossRef  CAS  Google Scholar 

  53. Parant, M., Audibert, F., Parant, F., Chedid, L., Soler, E., Polonsky, J., Lederer, E.: Non-specific immunostimulant activities of synthetic trehalose-6,6′-diesters (lower homologs of cord factor). Infect. Immun. 20, 12 (1978)

    PubMed  CAS  Google Scholar 

  54. Petit, J-F., Lederer, E.: Structure and immunostimulant properties of myobacterial cell walls. Symposia of the Society for General Microbiology Number XXVIII. Relations between structure and function in the Prokaryotic cell. p. 177. Cambridge: University Press 1978

    Google Scholar 

  55. Polonsky, J., Soler, E., Toubiana, R., Takayama, K., Raju, M. S., Wenkert, E.: A carbon-13 nuclear magnetic resonance spectral analysis of cord factors and related substances. Nouveau J. Chimie 2, 4 (1978)

    Google Scholar 

  56. Polonsky, J., Soler, E., Varenne, J.: Sur la synthese du cord factor et de ses analogues. Carbohydr. Res. 65, 295 (1978)

    CrossRef  CAS  Google Scholar 

  57. Pommier, M. T., Michel, G.: Glycolipides de Nocardiae. Isolement et caractérisation de monocardomycolates et de dinocardomycolates de trehalose dans une souche de Nocardiae caviae. Chem. Phys. Lipids (1979) in press

    Google Scholar 

  58. Prome, J. C., Lacave, C., Ahibo-Coffy, A. Savagnac, A.: Séparation et étude structurale des espèces moléculaires de monomycolates et de dimycolates de α-D-tréhalose présents chez Mycobacterium phlei. Eur. J. Biochem. 63, 543 (1976)

    PubMed  CrossRef  CAS  Google Scholar 

  59. Quereshi, N., Takayama, K.: Characterization of the purified components of a new homologous series of α-mycolic acids from Mycobacterium tuberculosis H37 Ra. J. Biol. Chem. 253, 5411 (1978)

    Google Scholar 

  60. Rapp, H. J., Yarkoni, E.; Ruco, L., Hunter, J. T.: Immunotherapy of a guinea pig hepatoma with vaccines containing mycobacterial fractions. Comparison of cell walls and trehalose 6,6′-dimycolate. Cancer Immunol. Immunother. 3, 179 (1978)

    CrossRef  CAS  Google Scholar 

  61. Ribi, E. E., Anacker, R. L., Barclay, W. R., Brehmer, W., Harris, S. C., Leif, W. R., Simmons, J.: Efficacy of mycobacterial cell walls as a vaccine against airborne tuberculosis in the rhesus monkey. J. Infect. Dis. 123, 527 (1971)

    PubMed  CrossRef  CAS  Google Scholar 

  62. Ribi, E. E., Granger, D. L., Milner, K. C., Strain, S. M.: Tumour regression caused by endotoxins and mycobacterial fractions. J. Natl. Cancer Inst. 55, 1253 (1975)

    PubMed  CAS  Google Scholar 

  63. Ribi, E., Meyer, T. J., Azuma, I., Parker, R., Brehmer, W.: Biologically active components from Mycobacterial cell walls. IV. Protection of mice against aerosol infection with virulent M yobacterium tuberculosis. Cell. Immunol. 16, 1 (1975)

    PubMed  CrossRef  CAS  Google Scholar 

  64. Ribi, E. E., Milner, K. C., Granger, D. L., Kelly, M. T., Yamamoto, K., Brehmer, W., Parker, R., Smith, R. F., Strain, S. M.: Immunotherapy with non-viable microbial components. Ann. NY Acad. Sci 277, 228 (1976)

    PubMed  CrossRef  CAS  Google Scholar 

  65. Ribi, E.E., Parker, R., Milner, K.: Microparticulate gel chromatography accelerated by centrifugal force and pressure. Methods. Biochem. Anal. 22, 355 (1974)

    PubMed  CrossRef  CAS  Google Scholar 

  66. Ribi, E. E., Takayama, K., Milner, K., Gray, G. R., Goren, M. B., Parker, R., McLaughlin, C., Kelly, M.: Regression of tumours by an endotoxin combined with trehalose mycolates of differing structure. Cancer Immunol Immunother. 1, 265 (1976)

    CrossRef  CAS  Google Scholar 

  67. Ribi, E. E., Toubiana, R., Strain, S. M., Milner, K. C., McLaughlin, C., Cantrell, J., Azuma, I., Das, B. C., Parker, R.: Further studies on the structural requirements of agents for immunotherapy of the guinea pig line-10 tumour. Cancer Immunol Immunother. 3, 171 (1978)

    CrossRef  CAS  Google Scholar 

  68. Saito, R. Nagao, S., Takamoto, M., Sugiyama, K., Takamoto, M., Sugiyama, K., Tanaka, A.: Adjuvanticity (immunity-inducing property) of cord factor in mice and rats. Infect. Immun. 16, 725 (1977)

    PubMed  CAS  Google Scholar 

  69. Saito, R., Tanaka, A., Sugiyama, K., Azuma, I., Yamamura, Y., Kato, M., Goren, M. B.: Adjuvant effect of cord factor, a mycobacterial lipid. Infect. Immun. 13, 776 (1976)

    PubMed  CAS  Google Scholar 

  70. Saito, R., Tanaka, A., Sugiyama, K., Kato, M.: Cord factor not toxic in rat. Am. Rev. Respir. Dis. 112, 578 (1975)

    PubMed  CAS  Google Scholar 

  71. Shankaran, R., Venkitasubramanian, T. A.: Effect of Cord factor on carbohydrate metabolism in mice. Am. Rev. Respir. Dis. 101, 401 (1970)

    PubMed  CAS  Google Scholar 

  72. Steck, P. A., Schwartz, B. A., Rosendahl, M. S., Gray, G. R.: Mycolic acids. A reinvestigation. J. Biol. Chem. 253, 5626 (1978)

    Google Scholar 

  73. Strain, S. M., Toubiana, R., Ribi, E. E., Parker, R.: Separation of the Mixture of Trehalose 6,6′-dimycolate, the mycobacterial glycolipid fraction, “P3”. Biochem. Biophys. Res. Commun. 77, 449 (1977)

    PubMed  CrossRef  CAS  Google Scholar 

  74. Suter, E., Kirsanow, E. M.: Hyperreactivity to endotoxin in mice infected with mycobacteria. Induction and elicitation of the reactions. Immunology 4, 354 (1961)

    PubMed  CAS  Google Scholar 

  75. Tocanne, J-F.: Sur une nouvelle voie de synthèse du cord factor, glycolipide toxique de Mycobacterium tuberculosis (esters du trahelose et d’acides gras α-ramifiés, β-hydroxylés). Carbohydr. Res. 44, 301 (1975)

    PubMed  CrossRef  CAS  Google Scholar 

  76. Toubiana, R., Das, B. C., Defaye, J., Mompon, B., Toubiana, M. J.: Etude du cord factor et de ses analogues. Partie III. Synthèse du cord factor (6,6′-di-Oemycoloyl-α, α-trehalose). Carbohydr. Res. 44, 308 (1975)

    PubMed  CrossRef  CAS  Google Scholar 

  77. Toubiana, R., Ribi, E. E., McLaughlin, C., Strain, S. M.: The effect of synthetic and naturally occurring trehalose fatty acid esters in tumour regression. Cancer Immunol Immunother. 2, 189 (1977)

    CrossRef  CAS  Google Scholar 

  78. Toubiana, R., Pizza, C., Chapleur, Y., Castro, B.: Etude du cord factor et de ses analogues. Partie IV: préparation du di-0-corynomycoloyl-6,6′-α, α-trehalose par l’interméditaire du bisel d’alkyloxytris (dimethylmino)phosphonium (ATDP). J. Carbohydr. Nucleosides Nucleotides 5, 127 (1978)

    CAS  Google Scholar 

  79. Toubiana, R., Toubiana, M.-J.: Synthese d’analogues du cord factor. Partie II. Préparation de 6,6′-dipalmitate de tréhalose par transestérification. Biochimie 55, 575 (1973)

    PubMed  CrossRef  CAS  Google Scholar 

  80. White, R. G., Bernstock, L., Johns, R. G., Lederer, E.: The influence of components of Myobacterium tuberculosis and other mycobacteria upon antibody production to ovalbumin. Immunology 1, 54 (1958)

    PubMed  CAS  Google Scholar 

  81. Yarkoni, E., Bekierkunst, A.: Nonspecific resistance against infection with Salmonella typhi and S.typhimurium induced in mice by cord factor (trehalose 6,6′-dimycolate) and its analogues. Infect. Immun. 14, 1125 (1976)

    PubMed  CAS  Google Scholar 

  82. Yarkoni, E., Meltzer, M. S., Rapp, H. J.: Failure of trehalose-6,6′-dimycolate (P3 or cord factor) to enhance endotoxin lethality in mice. Infect. Immun. 14, 1375 (1976)

    PubMed  CAS  Google Scholar 

  83. Yarkoni, E., Meltzer, M. S., Rapp, H. J.: Tumour regression after intralesional injection of emulsified trehalose 6,6′-dimycolate (cord factor): efficacy increases with oil concentration. Int. J. Cancer 19, 818 (1977)

    PubMed  CrossRef  CAS  Google Scholar 

  84. Yarkoni, E., Rapp, H. J.: Granuloma formation in lungs of mice after intravenous administration of emulsified trehalose-6,6′-dimycolate (cord factor): reaction intensity depends on size distribution of the oil droplets. Infect. Immun. 18, 552 (1977)

    PubMed  CAS  Google Scholar 

  85. Yarkoni, E., Rapp, H. J.: Toxicity of emulsified trehalose-6,6′-dimycolate (cord factor) in mice depends on the size distribution of the mineral oil droplets. Infect. Immun. 20, 856 (1978)

    PubMed  CAS  Google Scholar 

  86. Yarkoni, E., Rapp, H. J.: Influence of oil and tween concentration on enhanced endotoxin lethality in mice pretreated with emulsified trehalose 6,6′-dimycolate (cord factor). Infect. Immun. 24, 571 (1979)

    PubMed  CAS  Google Scholar 

  87. Yarkoni, E., Rapp, H. J., Polonsky, J., Lederer, E.: Immunotherapy with an intralesionally administered synthetic cord factor analogue. Int. J. Cancer 22, 564 (1978)

    PubMed  CrossRef  CAS  Google Scholar 

  88. Yarkoni, E., Rapp, H. J., Polonsky, J., Varenne, J., Lederer, E.: Regression of a murine fibrosarcoma after intralesional injection of a synthetic C39 glycolipid related to cord factor. Infect. Immun. (in press, 1979)

    Google Scholar 

  89. Yarkoni, E., Wang, L., Bekierkunst, A.: Stimulation of macrophages by cord factor and by heat-killed and living BCG. Infect. Immun. 16, 1 (1977)

    PubMed  CAS  Google Scholar 

  90. Zbar, B., Ribi, E. E., Meyer, T., Azuma, I., Rapp, H. J.: Immunotherapy of cancer: regression of established intradermal tumours after intralesional injection of mycobacterial cell walls attached to oil droplets. J. Natl. Cancer Inst. 52, 1571 (1974)

    PubMed  CAS  Google Scholar 

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Authors and Affiliations

  1. Laboratoire de Biochimie, C.N.R.S., F-91190, Gif-sur-Yvette, France

    Edgar Lederer

  2. Institut de Biochimie, Université de Paris-Sud, F-91405, Orsay, France

    Edgar Lederer

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  1. Edgar Lederer
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Editors and Affiliations

  1. Immunothérapie Expérimentale, Institut Pasteur, 28, rue du Docteur Roux, F-75016, Paris, France

    Professor Louis Chedid

  2. Division d’Hématologie du Departement de Médecine, Hôpital Cantonal, 25, rue Micheli-du-Crest, CH-1211, Genève, Switzerland

    Professor Dr. Peter A. Miescher

  3. Department of Molecular Immunology, Scripps Clinic and Research Foundation, 1066 North Torrey Pines Road, La Jolla, CA, 92037, USA

    Professor Hans J. Mueller-Eberhard

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Lederer, E. (1980). Cord Factor and Related Synthetic Trehalose Diesters. In: Chedid, L., Miescher, P.A., Mueller-Eberhard, H.J. (eds) Immunostimulation. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-67809-7_7

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