Apyrogenic, adjuvant-active N-acetylmuramyl-dipeptides

New analogues of N-acetylmuramyl-L-alanyl-D-isoglutamine (MDP) have been synthesized in which the D-isoglutaminyl residue has been replaced by D-glutamine alkyl esters. They are all adjuvant active; however, their intravenous injection does not induce a febrile response in rabbits at a dose of 10 mg...

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Veröffentlicht in:	Journal of medicinal chemistry 1982-01, Vol.25 (1), p.87-90
Hauptverfasser:	Lefrancier, Pierre, Derrien, Marcel, Jamet, Xavier, Choay, Jean, Lederer, Edgar, Audibert, Francoise, Parant, Monique, Parant, Francine, Chedid, Louis
Format:	Artikel
Sprache:	eng
Schlagworte:	Acetylmuramyl-Alanyl-Isoglutamine - analogs & derivatives Acetylmuramyl-Alanyl-Isoglutamine - chemical synthesis Adjuvants, Immunologic - chemical synthesis Adjuvants, Immunologic - pharmacology Animals Female Glycopeptides - chemical synthesis Mice Pyrogens - chemical synthesis Rabbits Structure-Activity Relationship
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Beschreibung
Zusammenfassung:	New analogues of N-acetylmuramyl-L-alanyl-D-isoglutamine (MDP) have been synthesized in which the D-isoglutaminyl residue has been replaced by D-glutamine alkyl esters. They are all adjuvant active; however, their intravenous injection does not induce a febrile response in rabbits at a dose of 10 mg/kg, in contrast to MDP in which the minimal pyrogenic dose is 25 mu g/kg.
ISSN:	0022-2623 1520-4804
DOI:	10.1021/jm00343a018