Skip to main content

Muramyl peptides

Chemical structure, biological activity and mechanism of action

  • Chapter

Part of the book series: Developments in Molecular and Cellular Biochemistry ((DMCB,volume 2))

Summary

The first two sections give a historical introduction describing the identification of a muramyl-dipeptide as the smallest adjuvant active moiety capable of replacing whole killed mycobacterial cells in Freund’s complete adjuvant. This molecule, MDP (for muramyl-dipeptide = N-acetyl-muramyl-L-alanyl-D-iso-glutamine) was synthesized and shown to be fully active.

The third section describes in detail the various derivatives and analogues of MDP which have been synthesized and characterizes their main properties, such as adjuvant activity, stimulation of non-specific resistance to infections and pyrogenicity.

The fourth section gives a summary of the biological properties of MDP and its derivatives; these are reported under the following headings:

  • Adjuvant and related activities (qualitative changes in antibody synthesis, immunogenicity of MDP, autoimmune responses, MDP as adjuvant for vaccines, induction of cell mediated immunity)

  • Modulation of host resistance to tumours and to infections (antitumour activity of MDP and its derivatives, non-specific resistance to infection)

  • Mitogenic activity, polyclonal activation, pyrogenicity of MDP.

The fifth section ‘Target cells and mechanism of action’ relates in vivo and in vitro experiments and the action of MDP on macrophages. Finally, the metabolic fate of MDP and derivatives is discussed.

The conclusions of this review try to foresee the future applications of MDP and its derivatives, as components of vaccines, as anticancer and antiparasitic agents and ends with a word of caution concerning the possible side effects of the intensive use of immunomodulators in human beings.

This is a preview of subscription content, log in via an institution.

Buying options

Chapter
USD   29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   39.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD   54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Learn about institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Freund, J., 1956. Advances in Tuberculogy, 7: 130–148.

    Google Scholar 

  2. Lederer, E., Adam, A., Ciorbaru, R., Petit, J. F. & Wietzerbin, J., 1975. Molecular & Cellular Biochem. 7: 87–104. Petit, J. F. & Lederer, E., 1978. Relations between structure and function in the prokaryotic cell. Symp. Soc. Gen. Biol. 28: 177–199.

    Article  Google Scholar 

  3. Lederer, E., 1977. Med. Chem. V, pp. 257–279, Elsevier, Amsterdam.

    Google Scholar 

  4. White, R. G., Bernstock, L., Johns, R. G. & Lederer, E., 1958. Immunol. 1: 54–66. White, R. G., Jollès, P., Samour, D. & Lederer, E., 1964. Immunol. 7: 158–171.

    CAS  Google Scholar 

  5. Azuma, I., Kishimoto, Y., Yamamura, Y. & Petit, J. F., 1971. Japan J. Microbiol. 15: 193–197.

    CAS  Google Scholar 

  6. Adam, A., Ciorbaru, R., Petit, J. F. & Lederer, E., 1972. Proc. Natl. Acad. Sci. U.S.A. 69: 851–854.

    Article  PubMed  CAS  Google Scholar 

  7. Migliore-Samour, D. & Jollès, P., 1972. Biochem. Bio- phys. Res. Comm. 66: 1316–1322.

    Google Scholar 

  8. Hiu, I. J., 1972. Nature New Biology 238: 241–242.

    PubMed  CAS  Google Scholar 

  9. Adam, A., Ciorbaru, R., Petit, J. F., Lederer, E., Chedid, L., Lamensans, A., Parant, F., Parant, M., Rosselet, J. P. & Berger, F. M., 1973. Infect. Immun. 7: 855–861.

    PubMed  CAS  Google Scholar 

  10. Ciorbaru, R., Petit, J. F., Lederer, E., Zisssman, E., Bona, C. & Chedid, L., 1976. Infect. Immun. 13: 1084–1089.

    PubMed  CAS  Google Scholar 

  11. Ciorbaru, R., Adam, A., Petit, J. F., Lederer, E., Bona, C. & Chedid, L., 1975. Infect. Immun. 11: 257–264.

    PubMed  CAS  Google Scholar 

  12. Brochier, J., Bona, C., Ciorbaru, R., Revillard, J. P. & Chedid, L., 1976. J. Immunol. 117: 1434–1439.

    PubMed  CAS  Google Scholar 

  13. Barot-Ciorbaru, R., Wietzerbin, J., Petit, J. F., Chedid, L., Falcoff, E. & Lederer, E., 1978. Infect. Immun. 19: 353–356.

    PubMed  CAS  Google Scholar 

  14. Barot-Ciorbaru, R., Yakota, Y., Petit, J. F., Chedid, L. & Atanasiu, P., 1979. Ann. Microbiol. 130B: 263–269.

    Google Scholar 

  15. Stewart-Tull, D. E. S., Shimono, T., Kotani, S., Kato, M., Ogawa, Y., Yamamura, Y., Koga, T. & Pearson, C. M., 1975. Immunol. 29: 1–15.

    CAS  Google Scholar 

  16. Kumazawa, Y., Shibusawa, A., Suzuki, T. & Mizumoe, K., 1976. Japan J. Microbiol. 20: 183–190.

    CAS  Google Scholar 

  17. Nauciel, C., Fleck, J., Martin, J. P. & Mock, M., 1973. C.R. Acad. Sci. (série D) 276: 3499–3500.

    CAS  Google Scholar 

  18. Nauciel, C., Fleck, J., Martin, J. P., Mock, M. & Nguyên- Huy, H., 1974. Europ. J. Immunol. 4: 352–357.

    Article  CAS  Google Scholar 

  19. Adam, A., Amar, C., Lederer, E., Petit, J. F. & Vilkas, E., 1974. C.R. Acad. Sci. (série D) 278: 799–801.

    CAS  Google Scholar 

  20. Adam, A., Ciorbaru, R., Ellouz, F., Petit, J. F. & Lederer, E., 1974. Biochem. Biophys. Res. Comm. 56: 561–567.

    Article  PubMed  CAS  Google Scholar 

  21. Kotani, S., Watanabe, Y., Shimono, T., Kinoshita, F., Narita, T., Kato, K., Stewart-Tull, D. E. S., Morisaki, I., Yokogawa, K. & Kawata, S., 1975. Biken J. 18: 93–104.

    PubMed  CAS  Google Scholar 

  22. Nauciel, C., Fleck, J., Mock, M. & Martin, J. P., 1973. C.R. Acad. Sci. (serie D) 277: 2841–2844.

    CAS  Google Scholar 

  23. Adam, A., Petit, J. F., Wietzerbin-Falszpan, J., Sinaӱ, P., Thomas, D. W. & Lederer, E., 1969. FEBS Letters 4: 87–92.

    Article  PubMed  CAS  Google Scholar 

  24. Azuma, I., Thomas, D. W., Adam, A., Ghuysen, J. M., Bonaly, R., Petit, J. F. & Lederer, E., 1970. Biochim. Biophys. Acta 208: 444–451.

    PubMed  CAS  Google Scholar 

  25. Ellouz, F., Adam, A., Ciorbaru, R. & Lederer, E., 1974. Biochem. Biophys. Res. Comm. 59: 1317–1325.

    Article  PubMed  CAS  Google Scholar 

  26. Adam, A., Ellouz, F., Ciorbaru, R., Petit, J. F. & Lederer, E., 1975. Z. Immutätsforsch 149: 341–348.

    CAS  Google Scholar 

  27. Ellouz, F., 1975. Doctoral Dissertation, Fac. Pharm. Chatenay-Malabry.

    Google Scholar 

  28. Merser, C., Sinaӱ, P. & Adam, A., 1975. Biochem. Biophys. Res. Comm. 66, 1316–1322.

    Article  PubMed  CAS  Google Scholar 

  29. Kotani, S., Watanabe, Y., Kinoshita, F., Shimono, T., Morisaki, I., Shiba, T., Kusumoto, S., Tarumi, Y. & Ikenaka, K., 1975. Biken J. 18: 105–112.

    PubMed  CAS  Google Scholar 

  30. Kotani, S., Narita, T., Stewart-Tull, D. E. S., Shimono, T., Watanabe, Y., Kato, K. & Iwata, S., 1975. Biken J. 18: 77–92.

    PubMed  CAS  Google Scholar 

  31. Kotani, S., Watanabe, Y., Kinoshita, P., Schleifer, K. H.& Perkins, H. R., 1977. Biken J. 20: 1–4.

    PubMed  CAS  Google Scholar 

  32. Chedid, L., Audibert, F. & Johnson, A. G., 1978. Prog. Allergy 25: 63–105.

    PubMed  CAS  Google Scholar 

  33. Dukor, P., Tarcsay, L. & Baschang, G., 1979. Annu. Rep. Med. Chem. 14: 146–166.

    Article  CAS  Google Scholar 

  34. Parant, M., 1979. Springer Semin. Immunopathol. 2: 101–118.

    Article  CAS  Google Scholar 

  35. Lederer, E., 1980. J. Med. Chem. 23: 819–825.

    Article  PubMed  CAS  Google Scholar 

  36. Kusumoto, S., Tarumi, Y., Ikenaka, K. & Shiba, T., 1976. Bull. Chem. Soc. Japan 49: 544–539.

    Google Scholar 

  37. Lefrancier, P., Choay, J., Derrien, M. & Lederman, I., 1977. Int. J. Peptide Protein Res. 9: 249–257. Lefrancier, P., Derrien, M., Lederman, I., Nief, F., Choay, J. & Lederer, E., 1978. Int. J. Peptide Protein Res. 11: 289–296. Lefrancier, P., Petitou, M., Level, M., Derrien, M., Choay, J. & Lederer, E., 1979. Int. J. Peptide Protein Res. 14: 437–444.

    Article  CAS  Google Scholar 

  38. Lefrancier, P. & Lederer, E., 1981. Progress Chem. Org. Nat. Prod. 40: 1–47. Springer, Wien.

    Google Scholar 

  39. Audibert, F., Parant, M., Damais, C., Lefrancier, P., Derrien, M., Choay, J. & Chedid, L., 1980. Biochem. Biophys. Res. Comm. 96: 915–923.

    Article  PubMed  CAS  Google Scholar 

  40. Audibert, F., Parant, M., Chedid, L., Level, M., Lefrancier, P., Choay, J. & Lederer, E., 1981. Unpublished.

    Google Scholar 

  41. Chedid, L., Audibert, F., Lefrancier, P., Choay, J. & Lederer, E., 1976. Proc. Natl. Acad. Sci. USA 73: 2472–2475.

    Article  PubMed  CAS  Google Scholar 

  42. Audibert, F., Chedid, L., Lefrancier, P. & Choay, J., 1976. Cell. Immunol. 21: 243–249.

    Article  PubMed  CAS  Google Scholar 

  43. Azuma, I., Sugimura, K., Yamamura, Y., Kusumoto, S., Tarumi, Y. & Shiba, T., 1976. Jap. J. Microbiol. 20: 63–68.

    PubMed  CAS  Google Scholar 

  44. Azuma, I., Sugimura, K., Taniyama, T., Yamawaki, M., Yamamura, Y., Kusumoto, S., Okada, S. & Shiba, T., 1976. Infect. Immun. 14: 18–27.

    PubMed  CAS  Google Scholar 

  45. Adam, A., Devys, M., Souvannavong, V., Lefrancier, P., Choay, J. & Lederer, E., 1976. Biochem. Biophys. Res. Comm. 72: 339–346.

    Article  PubMed  CAS  Google Scholar 

  46. Hasegawa, A., Kaneda, Y., Amano, M., Kiso, M. & Azuma, I., 1978. J. Agricol. Biol. Chem. 42: 2187–2189.

    Article  CAS  Google Scholar 

  47. Durette, P. L., Meitzner, E. P. & Shen, T. Y., 1979. Carbohyd. Res. 77: C1–C4.

    Article  CAS  Google Scholar 

  48. Tsujimoto, M., Kinoshita, F., Okunaga, T., Kotani, S., Kusumoto, S., Yamamoto, K. & Shiba, T., 1979. Microbiol. Immunol. 23: 933–936.

    PubMed  CAS  Google Scholar 

  49. Durette, P. L., Meitzner, E. P. & Shen, T. Y., 1979. Tetrahed. Lett. 4013–4016.

    Google Scholar 

  50. Nagai, Y., Akiyama, K., Kotani, S., Watanabe, Y., Shimono, T., Shiba, T. & Kusumoto, S., 1978. Cell. Immunol. 35: 168–172.

    Article  PubMed  CAS  Google Scholar 

  51. Parant, M., Damais, C., Audibert, F., Parant, E., Chedid, L., Sache, E., Lefrancier, P., Choay, J. & Lederer, E., 1978. J. Infect. Dis. 138: 378–386.

    Article  PubMed  CAS  Google Scholar 

  52. Chedid, L., Parant, M., Parant, F., Lefrancier, P., Choay, J. & Lederer, E., 1977. Proc. Natl. Acad. Sci. USA 74: 2089–2093.

    Article  PubMed  CAS  Google Scholar 

  53. Kiso, M., Kaneda, Y., Okumura, H., Hasegawa, A., Azuma, I. & Yamamura, Y., 1980. Carbohyd. Res. 79: C17–C19.

    Article  CAS  Google Scholar 

  54. Hasegawa, A., Okumura, H., Kiso, M., Azuma, I. & Yamamura, Y., 1980. Carbohyd. Res. 79: C20–C23.

    Article  CAS  Google Scholar 

  55. Kotani, S., Kinoshita, F., Morisaki, I., Shimono, T., Okunaga, T., Takada, H., Tsujimoto, M., Watanabe, Y., Kato, K., Shiba, T., Kusumoto, S. & Okada, S., 1977. Biken J. 20: 95–103.

    PubMed  CAS  Google Scholar 

  56. Koga, T., Maeda, K., Onoue, K., Kato, K. & Kotani, S., 1979. Mol. Immunol. 16: 153–163.

    Article  PubMed  CAS  Google Scholar 

  57. Kotani, S., Watanabe, Y., Kinoshita, F., Morisaki, I., Kato, K., Shiba, T., Kusumoto, S., Tarumi, Y. & Ikenaka, K., 1977. Biken J. 20: 39–45.

    PubMed  CAS  Google Scholar 

  58. Chedid, L., Parant, M. & Parant, F., 1977. Cr. Hebd. Séanc. Acad. Sci. Paris 284 D: 405–408.

    Google Scholar 

  59. Audibert, F., Chedid, L., Lefrancier, P., Choay, J. & Lederer, E., 1977. Ann. Immunol (Inst. Pasteur) 128 c.: 653–661.

    Google Scholar 

  60. Mašek, K., Zaoral, M., Jesek, J. & Krchnak, V., 1979. Experientia 35: 1397–1398.

    Article  PubMed  Google Scholar 

  61. Kotani, S., Kinoshita, F., Watanabe, Y., Morisaki, I., Shimono, T., Kato, K., Shiba, T., Ikenaka, K. & Tarumi, Y., 1977. Biken J. 20: 125–130.

    PubMed  CAS  Google Scholar 

  62. Azuma, I., Sugimura, K., Yamawaki, M., Uemiya, M., Kusumoto, S., Okada, S., Shiba, T. & Yamamura, Y., 1978. Infect. Immun. 20: 600–607.

    PubMed  CAS  Google Scholar 

  63. Yamamura, Y., Azuma, I., Sugimura, K., Yamawaki, M., Uemiya, M., Kusumoto, S., Okada, S. & Shiba, T., 1976. Gann. 67: 867–877.

    PubMed  CAS  Google Scholar 

  64. Uemiya, M., Saiki, I., Kusoma, T., Azuma, I. & Yamamura, Y., 1979. Microbiol. Immunol. 23: 821–823.

    PubMed  CAS  Google Scholar 

  65. Uemiya, M., Sugimura, K., Kusama, T., Saiki, I., Yamawaki, M., Azuma, I. & Yamamura, Y., 1979. Infect. Immun. 24: 83–89.

    PubMed  CAS  Google Scholar 

  66. Azuma, L, Sugimura, K., Taniyama, T., Yamawaki, M., Yamamura, Y., Kusumoto, S., Okada, S. & Shiba, T., 1976. Infect. Immun. 14: 18–27.

    PubMed  CAS  Google Scholar 

  67. Azuma, I., Yamawaki, M., Uemiya, M., Saiki, I., Panio, Y., Kobayashi, S., Fukuda, T., Imada, I. & Yamamura, Y., 1979. Gann. 76: 847–848.

    Google Scholar 

  68. Takada, H., Tsujimoto, M., Kotani, S., Kusumoto, S., Inage, M., Shiba, T., Nagao, S., Yano, I., Kawata, S. & Yokogawa, K., 1979. Infect. Immun. 25: 645–652.

    PubMed  CAS  Google Scholar 

  69. Pabst, M. J., Cummings, N. P., Shiba, T., Kusumoto, S. & Kotani, S., 1980. Infect. Immun. 29: 617–622.

    PubMed  CAS  Google Scholar 

  70. Parant,M.,Audibert,F.,Chedid,L.,Level,M.,Lefrancier, P., Choay, J. & Lederer, E., 1980. Infect. Immun. 27: 825–831.

    Google Scholar 

  71. Migliore-Samour, D., Bouchaudon, J., Floch, F., Zerial, A., Ninet, L., Werner, G. H. & Jollès, P., 1979. C.R. Acad. Sci. Paris, série D 289: 473–476.

    CAS  Google Scholar 

  72. Audibert, F., Heymer, B., Gros, C., Schleifer, K. H., Seidl, P. H. & Chedid, L., 1978. J. Immunol. 121: 1219–1222.

    PubMed  CAS  Google Scholar 

  73. Parant, M., Parant, F., Chedid, L.,Yapo, A., Petit, J. F. & Lederer, E., 1979. Int. J. Immunopharmacol. 1: 35–41.

    Article  PubMed  CAS  Google Scholar 

  74. Drapier, J. C., Lemaire, G., Tenu, J. P. & Petit, J. F., 1979. The Molecular Basis of Immune Cell Function (J. G. Kaplan, Ed.), Elsevier-North Holland, Biomedical Press, Amsterdam.

    Google Scholar 

  75. Reichert, C. M., Carelli, C., Jolivet, M., Audibert, F., Lefrancier, P. & Chedid, L., 1980. Mol. Immunol. 17: 357–363.

    Article  PubMed  CAS  Google Scholar 

  76. Chedid, L., Parant, M., Parant, F., Audibert, L., Lefrancier, P., Choay, J. & Sela, M„ 1979. Proc. Natl. Acad. Sci. USA 76: 6557–6561.

    Article  PubMed  CAS  Google Scholar 

  77. Baschang, G., Dietrich, F. M., Gisler, R., Hartmann, A., Stanek, J. & Tarcsay, L., 1978. Swiss Patent 2035/78, Feb. 24.

    Google Scholar 

  78. Sela, M. & Mozes, E., 1979. Springer Semin. Immunopathol. 2: 119–132.

    Article  CAS  Google Scholar 

  79. Wilkinson, P. C. & White, R. G., 1966. Immunology 11: 229–241.

    PubMed  CAS  Google Scholar 

  80. Souvannavong, V. T., Adam, A. & Lederer, E., 1978. Infect. Immun. 19: 966–971.

    PubMed  CAS  Google Scholar 

  81. Tanaka, A., Saito, R., Sugiyama, K., Morisaki, I., Kotani, S., Kusumoto, S. & Shiba, T., 1977. Infect. Immun. 15: 332–334.

    PubMed  CAS  Google Scholar 

  82. Löwy, I., Theze, J. & Chedid, L., 1980. J. Immunol. 124: 100–104.

    PubMed  Google Scholar 

  83. Leclerc, C., Juy, D., Bourgeois, E. & Chedid, L., 1979. Cell. Immunol. 45: 199–206.

    Article  PubMed  CAS  Google Scholar 

  84. Löwy, I., Bona, C. & Chedid, L., 1977. Cell. Immunol. 29: 195–199.

    Article  PubMed  Google Scholar 

  85. Souvannavong, V.& Adam, A., 1980. Eur. J. Immunol. 10: 654–656.

    Article  PubMed  CAS  Google Scholar 

  86. Leclerc, C., Audibert, F. & Chedid, L., 1978. Immunology 35: 963–970.

    PubMed  CAS  Google Scholar 

  87. Ohkuni, H., Norose, Y., Hayama, M., Kimura, Y., Kotani, S., Shiba, T., Kusumoto, S., Yokogawa, K. & Kawata, S., 1977. Biken J. 20: 131–136.

    PubMed  CAS  Google Scholar 

  88. Ohkuni, H., Norose, Y., Ohta, M., Hayama, M., Kimura, Y., Tsujimoto, M., Kotani, S., Shiba, T., Kusomoto, S., Yokogawa, K. & Kawata, S., 1979. Infect. Immun. 24: 313–318.

    PubMed  CAS  Google Scholar 

  89. Heymer, B., Finger, H. & Wirsing, C. H., 1978. Zeit. Immunität Forsch. 155: 87–92.

    CAS  Google Scholar 

  90. Kishimoto, T., Hirai, Y., Nakanishi, K., Azuma, I., Nagematsu, A. & Yamamura, Y., 1979. J. Immunol. 123: 2709–2715.

    PubMed  CAS  Google Scholar 

  91. Audibert, F., Heymer, B., Gros, C., Schleifer, K. H.,Seidl, P. H. & Chedid, L., 1978. J. Immunol. 121: 1219–1222.

    PubMed  CAS  Google Scholar 

  92. Krause, R. M., 1975. Z. Immun. Forsch. Exp. Ther. 149S: 136–150.

    Google Scholar 

  93. Chedid, L., Carelli, C. & Audibert, F., 1979. J. Reticuloendothelial. Soc. 26S: 631–641.

    Google Scholar 

  94. Chedid, L. & Audibert, F., 1976. In: P. A. Miescher, Vllth International Symposium of Immunopathology, BadSchache, pp. 382–396.

    Google Scholar 

  95. Toullet, F., Audibert, F., Voisin, G. A. & Chedid, L., 1977. Ann. Inst. Pasteur, Paris, 128C: 267–269.

    Google Scholar 

  96. Kozak, Y. de, Audibert, F., Thillaye, B., Chedid, L. & Faure, J. P., 1979. Ann. Immunol. ( Institut Pasteur ) 130C: 29–32.

    Google Scholar 

  97. Kohashi, O., Kotani, S., Shiba, T. & Ozawa, A., 1979. Infect. Immun. 26: 690–697.

    PubMed  CAS  Google Scholar 

  98. Nagao, S. & Tanaka, A., 1980. Infect. Immun. 28: 624–626.

    PubMed  CAS  Google Scholar 

  99. Nagai, Y., Akiyama, K., Suzuki, K., Kotani, S., Watanabe, Y., Shimono, T., Shiba, T., Kusumoto, K., Ikuta, F. & Takeda, S., 1978. Cell. Immunol. 35: 158–167.

    Article  PubMed  CAS  Google Scholar 

  100. Nagai, Y., Akiyama, K., Kotani, S., Watanabe, Y., Shimono, T., Shiba, T. & Kusumoto, S., 1978. Cell. Immunol. 35: 168–172.

    Article  PubMed  CAS  Google Scholar 

  101. Audibert, F., Chedid, L. & Hannoun, C., 1977. C.R. Hebd. Séances Acad. Sci. Ser. D 285: 467–470.

    CAS  Google Scholar 

  102. Webster, R. G., Glezen, W. P., Hannoun, C. & Laver, W. G., 1977. J. Immunol. 119: 2073–2077.

    PubMed  CAS  Google Scholar 

  103. Okunaga, T., Kotani, S., Tada, Z., Kato, M., Kubo, T., Kusomoto, S., Inage, M. & Shiba, T., 1980. Nippon Saikingaku Zasshi Japan 35: 112.

    CAS  Google Scholar 

  104. Reese, R. T., Trager, W., Jensen, J. B., Miller, D. A. & Tantravahi, R., 1978. Proc. Natl. Acad. Sci. USA 75: 5665–5668.

    Article  PubMed  CAS  Google Scholar 

  105. Mitchell, G. H., Richards, W. H. G., Voller, A., Dietrich, F. M. & Dukor, P., 1979. Bulletin World Health Organization 57: 189–197.

    Google Scholar 

  106. Siddiqui, W. A., Taylor, D. W., Kan, S. Ch., Kramer, K., Richmond-Crum, S. M., Kotani, S., Shiba, T. & Kusumoto, S., 1978. Science 201: 1237–1239.

    Article  PubMed  CAS  Google Scholar 

  107. Tribouley, J., Tribouley-Duret, J. & Appriou, M., 1979. C.R. Soc. Biol. 173: 1046–1049.

    CAS  Google Scholar 

  108. Matter, A., 1979. Cancer Immunol. Immunother. 6: 202–210.

    Article  Google Scholar 

  109. Hibbs, J. B., Remington, J. S. & Stewart, C. C., 1980. Pharmac. Ther. 8: 37–69.

    Article  CAS  Google Scholar 

  110. 102a.Lederer, E., 1979. Springer Semin. Immunopathol. 2: 133–148.

    Article  CAS  Google Scholar 

  111. Rapp, H. J., 1980. Isr. J. Med. Sci. 9: 366–374.

    Google Scholar 

  112. Zbar, B., Ribi, E., Meyer, T., Azuma, I. & Rapp, H. J., 1974. J. Natl. Cancer Inst. 52: 1571–1577.

    PubMed  CAS  Google Scholar 

  113. Ribi, E., Milner, C., Granger, D. L., Kelly, M. T., Yamamoto, K., Brehmer, W., Parker, R., Smith, R. F. & Strain, S. M., 1976. Ann. New York Acad. Sci. 277: 228–238.

    Article  CAS  Google Scholar 

  114. McLaughlin, C. A., Strain, S. M., Bickel, W. D., Goren, M. B., Azuma, I., Milner, K., Cantrell, J. L. & Ribi, E., 1978. Cancer Immunol. Immunother. 4: 61–68.

    Google Scholar 

  115. McLaughlin, C. A., Schwartzman, S. M., Horner, B. L., Jones, G. H., Moffat, J. G., Nestor, J. J. Jr. & Tegg, D., 1980. Science 208: 415–416.

    Article  PubMed  CAS  Google Scholar 

  116. Yarkoni, E., Lederer, E. & Rapp, H. J., 1981. Infect. Immun. 32: 273–276.

    PubMed  CAS  Google Scholar 

  117. Yarkoni, E. & Rapp, H. J., 1980. Infect. Immun. 28: 881–886.

    PubMed  CAS  Google Scholar 

  118. Yarkoni, E., Rapp, H. J., Polonsky, J. & Lederer, E., 1978. Int. J. Cancer 22: 564–569.

    Article  PubMed  CAS  Google Scholar 

  119. Parant, M., Parant, F., Chedid, L. & LeMinor, L., 1975. Ann. Immunol. ( Paris ) 126C: 321–326.

    Google Scholar 

  120. Parant, M., Parant, F. & Chedid, L., 1978. Proc. Natl. Acad. Sci. USA 75: 3395–3399.

    Article  PubMed  CAS  Google Scholar 

  121. Chedid, L., 1978. 7th Int. Congress Pharmacol. Paris, July.

    Google Scholar 

  122. Sackmann, W. & Dietrich, F. M., Abstract Int. Symp. on ‘Infections in the Immunocompromised host’, June 1980 Veldhoven (Eindhoven) The Netherlands.

    Google Scholar 

  123. Dietrich, F. M., Sackman, W., Zak, O. & Dukor, P., 1980. Curr. Chemother. Infect. Dis. Proc. Int. Congr. Chemother. 11th 1979. 2: 1730–1732.

    Google Scholar 

  124. Tobe, K., Nagata, Y. & Ogawa, H., 1980. Nippon Saikingaku Zasshi Japan 35: 175.

    CAS  Google Scholar 

  125. 116a.Kujima, K., Tomioka, M., Nagao, S., Imat, K. & Tanaka, A., 1980. Nippon Saikingaku Zasshi Japan 35: 287.

    CAS  Google Scholar 

  126. Mathews, T. R. & Fraser-Smith, E. B., 1980. Curr. Chemother. Infect. Dis., Proc. Int. Congr. Chemother. 11th 1979, Eds. J. D. Nelson & C. Grassi, Am. Soc. Microbiol. 2: 1734–1735.

    Google Scholar 

  127. Finger, H. & Wirsing Von König, C. H., 1980. Infect. Immun. 27: 288–291.

    PubMed  CAS  Google Scholar 

  128. Kierszenbaum, F. & Ferraresi, R. W., 1979. Infect. Immun. 25: 273–278.

    CAS  Google Scholar 

  129. Specter, S., Friedman, H. & Chedid, L., 1977. Proc. Soc. Exp. Biol. Med. 155: 349–352.

    PubMed  CAS  Google Scholar 

  130. Damais, C., Parant, M., Chedid, L., Lefrancier, P. & Choay, J., 1978. Cell. Immunol. 35: 173–179.

    Article  PubMed  CAS  Google Scholar 

  131. Specter, S., Cimprich, R., Friedman, H. & Chedid, L., 1978. J. Immunol. 120: 487–491.

    PubMed  CAS  Google Scholar 

  132. Watson, J. & Whitlock, C., 1978. J. Immunol. 121: 383–389.

    PubMed  CAS  Google Scholar 

  133. Takada, H., Tsujimoto, M., Kotani, S., Kusumoto, S., Inage, M., Shida, T., Nagao, S., Yano, I., Kawata, S. & Yokogawa, K., 1979. Infect. Immun. 25: 645–652.

    PubMed  CAS  Google Scholar 

  134. Damais, C., Parant, M. & Chedid, L., 1978. Antibiotics Chemother. 24: 19–29.

    CAS  Google Scholar 

  135. Möller, G., 1975. Transplant Rev. 23: 126–130.

    PubMed  Google Scholar 

  136. Leclerc, C., Löwy, I. & Chedid, L., 1978. Cell. Immunol. 38: 286–293.

    Article  PubMed  CAS  Google Scholar 

  137. Löwy, I., Leclerc, C. & Chedid, L., 1980. Immunology 39: 441–450.

    PubMed  Google Scholar 

  138. Löwy, I., Leclerc, C., Bourgeois, E. & Chedid, L., 1980. J. Immunol. 124: 320–325.

    PubMed  Google Scholar 

  139. Kotani, S., Watanabe, Y., Shimono, T., Harada, K., Shiba, T., Kusumoto, S., Yokogawa, K. & Taniguchi, M., 1976. Biken J. 19: 9–13.

    PubMed  CAS  Google Scholar 

  140. Dinarello, C. A., Elin, R. J., Chedid, L. & Wolff, S. M., 1978. J. Infect. Dis. 138: 760–767.

    Article  PubMed  CAS  Google Scholar 

  141. Wahl, S. M., Wahl, L. M., McCarthy, J. B. & Chedid, L., 1979. J. Immunol. 122: 2226–2231.

    PubMed  CAS  Google Scholar 

  142. Parant, M., Riveau, G., Parant, F., Dinarello, C. A., Wolff, S. M. & Chedid, L., 1980. J. Infect. Dis. 124: 708–718.

    Article  Google Scholar 

  143. Riveau, G., Masek, K., Parant, M. & Chedid, L., (1981) J. Exp. Med. 152: 869–877.

    Article  Google Scholar 

  144. Masek,K., Kadlecova, O. & Petrovicky, P., 1980. Fever, Proc. Int. Symp. 1979 Ed. Lipton, J. M. Raven, New York, 123–130.

    Google Scholar 

  145. Prunet, J., Birrien, J. L., Panijel, J. & Liacopoulos, P., 1978. Cell. Immunol. 37: 151–161.

    Article  PubMed  CAS  Google Scholar 

  146. Sugimoto, M., Germain, R. N., Chedid, L. & Benacerraf, B., 1978. J. Immunol. 120: 980–982.

    PubMed  CAS  Google Scholar 

  147. Leclerc, C., Juy, D. & Chedid, L., 1979. Cell. Immunol. 42: 336–343.

    Article  PubMed  CAS  Google Scholar 

  148. Fevrier, M., Birrien, J. L., Leclerc, C., Chedid, L. & Liacopoulos, P., 1978. Eur. J. Immunol. 8: 558–562.

    Article  PubMed  CAS  Google Scholar 

  149. Leclerc, C., Bourgeois, E. & Chedid, L., 1978. Immunol. Commun. 8: 55–64.

    Google Scholar 

  150. Lefkovits, I., 1972. Eur. J. Immunol. 2: 360–365.

    Article  PubMed  CAS  Google Scholar 

  151. Sugimura, K., Uemiya, M., Saiki, I., Azuma, I. & Yamamura, Y., 1979. Cell. Immunol. 43: 137–149.

    Article  PubMed  CAS  Google Scholar 

  152. Tanaka, A., Nagao, S., Saito, R., Kotani, S., Kusumoto, S. & Shela, T., 1977. Biochem. Biophys. Res. Comm. 77: 621–627.

    Article  PubMed  CAS  Google Scholar 

  153. Hadden, J. W., Englard, A., Sadlick, J. R. & Hadden, E. M., 1979. Int. J. Immunopharmac. 1: 17–27.

    Article  CAS  Google Scholar 

  154. Pabst, M. J. & Johnston, R. B., 1980. J. Exp. Med. 151: 101–114.

    Article  PubMed  CAS  Google Scholar 

  155. Juy, C. & Chedid, L., 1975. Proc. Natl. Acad. Sci. USA 72: 4105–4109.

    Article  PubMed  CAS  Google Scholar 

  156. Tenu, J. P., Lederer, E. & Petit, J. F., 1980. Eur. J. Immunol. 10: 647–653.

    Article  PubMed  CAS  Google Scholar 

  157. Taniyama, T. & Holden, H. T., 1979. Cell. Immunol. 48: 369–374.

    Article  PubMed  CAS  Google Scholar 

  158. Yamamoto, Y., Nagao, S., Tanaka, A., Koga, T. & Onoue, K., 1978. Biochem. Biophys. Res. Comm. 80: 923–928.

    Article  PubMed  CAS  Google Scholar 

  159. Adam, A., Souvannavong, V. & Lederer, E., 1978. Biochem. Biophys. Res. Comm. 85: 684–690.

    Article  PubMed  CAS  Google Scholar 

  160. Takada, H., Tsujimoto, M., Kato, K., Kotani, S., Kusumoto, S., Inage, M., Shiba, T., Yono, I., Kawata, S. & Yokogawa, K., 1979. Infect. Immun. 25: 48–53.

    PubMed  CAS  Google Scholar 

  161. Drapier, J. C., Lemaire, G. & Petit, J. F., 1980. In: Inflammation: Mechanisms and treatment (D. A. Willoughby, J. P. Giroud & N. Suartz, Eds), M.T.P. Press Ltd., Lancaster.

    Google Scholar 

  162. Staber, F. G., Gisler, R. H., Schumann, G., Tarcsay, L., Schäfli, E. & Dukor, P., 1978. Cell. Immunol. 37: 174–187.

    Article  PubMed  CAS  Google Scholar 

  163. Oppenheim, J. J., Tagawa, A., Chedid, L. & Mizel, S., 1980. Cell. Immunol. 50: 71–81.

    Article  PubMed  CAS  Google Scholar 

  164. Tomasic, J., Ladesic, B., Valinger, Z. & Hrsak, 1980. Biochim. Biophys. Acta 629: 77–82.

    PubMed  CAS  Google Scholar 

  165. Gisler, R. H., Dietrich, F. M., Baschang, G., Brownbill, A., Schumann, G., Staber, F. G., Tarcsay, L., Wachsmuth, E. D. & Dukor, P., 1979. In: Drugs & Immune Responsiveness (J. L. Turk & Darien Parker, Eds.), MacMillan Press, New York, pp. 133–160.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

V. A. Najjar

Rights and permissions

Reprints and permissions

Copyright information

© 1981 Martinus Nijhoff/ Dr W. Junk Publishers, The Hague

About this chapter

Cite this chapter

Adam, A., Petit, JF., Lefrancier, P., Lederer, E. (1981). Muramyl peptides. In: Najjar, V.A. (eds) Immunologically Active Peptides. Developments in Molecular and Cellular Biochemistry, vol 2. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-8030-3_5

Download citation

  • DOI: https://doi.org/10.1007/978-94-009-8030-3_5

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-009-8032-7

  • Online ISBN: 978-94-009-8030-3

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics