Synthesis and biological activity of some lipophilic derivatives of 1-thio-muramoyl-L-alanyl-D-isoglutamine.
2-N-Octadecanoyl derivatives of 1-S-acetyl-, 1-S-octadecanoyl-, and of 6-O-octadecanoyl-1-S-octadecanoyl-1-thiomuramoyl-L-ala nyl-D-isoglutamine were synthesized from benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(octadecanoylamino)-beta-D-glucopy ran oside. Their immunoadjuvant activities were examined in guinea-pigs.
D000119:Acetylmuramyl-Alanyl-Isoglutamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D000276:Adjuvants, Immunologic / Q000138:chemical synthesis*; D000818:Animals; D006168:Guinea Pigs; D006968:Hypersensitivity, Delayed; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D009904:Optical Rotation; D012882:Skin Tests; D013329:Structure-Activity Relationship
D000276:Adjuvants, Immunologic; D007202:Indicators and Reagents; D000119:Acetylmuramyl-Alanyl-Isoglutamine