Synthesis of muramyl dipeptide analogs with enhanced adjuvant activity.
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概要
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<I>N</I>-Acetylmuramyl-L-alanyl-D-isoglutamine (MDP) and thirteen new analogs were synthesized by the conventional organic chemical procedure using dicyclohexylcarbodiimide-<I>N</I>-hydroxy-5-norbornene-2,3-dicarboximide as a coupling agent. Their ability to induce delayed-type hypersensitivity to <I>N</I>-acetyl-3-(4-arsonophenylazo)-L-tyrosine in guinea pigs was assayed. The results indicate that the presence of an α-amino acid adjacent to the lactic acid moiety in MDP is important for the high biological activity, the valine analog having the most favorable effect. The structure-activity relationship is discussed.
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