By Victor A. Najjar (auth.), V. A. Najjar (eds.)
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Biken J. 20: 1-4. 32. , Audibert, F. & Johnson, A. , 1978. Prog. Allergy 25: 63-105. 33. , Tarcsay, L. , 1979. Annu. Rep. Med. Chern. 14: 146-166. 34. , 1979. Springer Semin. Immunopathol. 2: 101-118. 35. , 1980. J. Med. Chern. 23: 819-825. 36. , Ikenaka, K. , 1976. Bull. Chern. Soc. Japan 49: 544-539. 37. , Derrien, M. , 1977. Int. J. Peptide Protein Res. 9: 249-257. , Choay, J. , 1978. Int. J. Peptide Protein Res. II: 289-296. , Choay, J. , 1979. In!. J. Peptide Protein Res. 14: 437-444. 38. Lefrancier, P.
The diastereo-isomeric N -acetyl- muramyl-O-alanyl-O-isoglutamine (MOP 0-0) (24) is not only inactive, but under certain experimental conditions, it is an antagonist to MOP (44) and immunosuppressive (40). N-methylation of L-Ala leads to a nearly apyro- 31 'V OH Table I. Modifications of the N-acetyl-muramyl moiety. MDP Adjuvant activity I 1 2 3 4 5 6 7 8 9 MurN Ac-L-Ala-D-isoGln 1 H-L-Ala-D-isoGln Lactyl-L-Ala-D-isoG In M uraminitol-N Ac- L-Ala- D-isoG In D-manno-MurNAc-L-Ala-D-isoGln iso-MurNAcnor-MurNAc- _ _ _ _ __ ,B-GlcNAc(l- 4)MurNAc-----,B-MurNAc(l - 4)(GlcNAc)- _ _ _ __ ,B-Glc(l- 4)MurNAc- _ _ _ __ I-O-Q'(,B)-alkyl or arylMurNAc- _ _ _ _ _-'Mur-L-Ala-D-isoGln 2-deamino-Mur- _ _ _ _ __ 2 3 Administration with antigen to mice in saline, or to guinea pigs in a water-in-oil-emulsion.
F. , 1975. Z. Immutatsforsch 149: 341-348. 27. , 1975. Doctoral Dissertation, Fac. Pharm. Chatenay-Malabry. 28. , Sinay, P. , 1975. Biochem. Biophys. Res. Comm. 66, 1316-1322. 29. , Tarumi, Y. , 1975. Biken J. 18: 105-112. 30. , Stewart-Tull, D. E. , Kato, K. , 1975. Biken J. 18: 77-92. 31. , Schleifer, K. H. & Perkins, H. , 1977. Biken J. 20: 1-4. 32. , Audibert, F. & Johnson, A. , 1978. Prog. Allergy 25: 63-105. 33. , Tarcsay, L. , 1979. Annu. Rep. Med. Chern. 14: 146-166. 34. , 1979. Springer Semin.