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

Tomohiko Ogawa, Hidetoshi Shimauchi, Rhyuji Furuta, Shigeo Kawata, Kanae Yokogawa, Shozo Kotani

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

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 (A2pm)-(D)-amide (GMP3-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-A2pm-(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 GMP3-A in liposomes was dependent upon their chemical structure.

Original languageEnglish
Pages (from-to)887-889
Number of pages3
JournalVaccine
Volume13
Issue number10
DOIs
Publication statusPublished - 1995

Keywords

  • Adjuvant
  • GlcNAc-MurNAc-tripeptide (Apm type) derivatives
  • oral immunization

ASJC Scopus subject areas

  • Molecular Medicine
  • Immunology and Microbiology(all)
  • veterinary(all)
  • Public Health, Environmental and Occupational Health
  • Infectious Diseases

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