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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

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 enzymati...

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Published in:Vaccine 1995, Vol.13 (10), p.887-889
Main Authors: Ogawa, Tomohiko, Shimauchi, Hidetoshi, Furuta, Rhyuji, Kawata, Shigeo, Yokogawa, Kanae, Kotani, Shozo
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cited_by cdi_FETCH-LOGICAL-c364t-2b776cdf38f631d43a456e9308a9f24e0e19ce48875989817eb01f9bbc3a0fdf3
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container_title Vaccine
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creator Ogawa, Tomohiko
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description 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.
doi_str_mv 10.1016/0264-410X(95)00005-L
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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
title 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
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