Oral immunoadjuvant activity of lipophilic derivatives of N-acetylglucosaminyl-β(1 → 4)- N-acetylmuramyl-L-alanyl-D-isoglutaminyl-(L)-2,6- meso-diaminopimeric acid-(D)-amide

• Published in: Vaccine 1995, Vol.13 (10), p.887-889
• Main Authors: Ogawa, Tomohiko, Shimauchi, Hidetoshi, Furuta, Rhyuji, Kawata, Shigeo, Yokogawa, Kanae, Kotani, Shozo
• Format: Article
• Language: English
• Subjects: Adjuvant; Biological and medical sciences; Fundamental and applied biological sciences. Psychology; Fundamental immunology; GlcNAc-MurNAc-tripeptide (A 2pm type) derivatives; Immunobiology; Modulation of the immune response (stimulation, suppression); oral immunization
• ISSN: 0264-410X; 1873-2518
• DOI: 10.1016/0264-410X(95)00005-L

Twenty-four kinds of the acylated, amidated or esterified derivatives of N-acetylglucosaminyl (GlcNAc)-β(1 → 4)- N-acetylmuramyl (MurNAc)-L-alanyl (Ala)-D-isoglutaminyl (isoGln)-(L)- meso-2,6-diaminopimeric acid (A 2pm)-(D)-amide (GMP 3-A) which were prepared by chemical modifications of an enzymatic hydrolysate of Lactobacillus plantarum cell-wall peptidoglycans were examined for oral adjuvant activity by gastric intubation with bovine serum albumin (BSA) in liposomes into BALB/c mice. The gastric intubation of GlcNAc-β(1 → 4)-MurNAc-L-Ala-D-isoGln-(L)-stearoyl-(D)- meso-A 2pm-(D)-amide-(L)- O-octyl, -nonyl and -dodecyl esters exhibited the most marked oral adjuvant activity in terms of enhanced production of serum anti-BSA IgG antibody. Some derivatives showed a less marked adjuvanticity and others were totally inactive. Thus the oral adjuvanticity of test lipophilic derivatives of GMP 3-A in liposomes was dependent upon their chemical structure.