Separation and characterization of adjuvant oligosaccharide oleate ester derived from product mixture of mannitol-oleic acid esterification

Vaccine
Kenji OdaToshiaki Ohgitani

Abstract

Nearly 30 years after intense investigations of mannide monooleates for use as vaccine adjuvants, a novel adjuvant-active saccharide oleate ester was isolated and identified from the product mixture synthesized from mannitol and oleic acid. The mixture, which contained many kinds of mannide mono- and dioleates and their derivatives, was fractionated by liquid chromatography (LC), and the fraction with the highest adjuvanticity was obtained. Gel permeation chromatography (GPC) showed that it consisted of one major compound with an average molecular weight (MW) 2850. Infrared (IR) absorption and proton nuclear magnetic resonance spectra suggested it had oligosaccharide moieties and oleate domains. These findings suggested that it was an oligosaccharide oleate ester of the average MW 2850. The molecular ratio of oleate chains per monosaccharide unit was approximately 0.8. The ester induced both IgG1 and IgG2a antibody responses in mice in a dispersed form without base oil. This ester thus appears to be one of the adjuvant-active compounds largely contributing to the excellent adjuvanticity of mannide oleate mixture broadly used as vaccine emulsifier. These results and previous findings suggest that the fundamental adjuvanticity of...Continue Reading

References

Jan 11, 1990·Annual Review of Immunology·F D FinkelmanW E Paul
Jan 1, 1970·Proceedings of the Society for Experimental Biology and Medicine·M F Barile, M C Hardegree
Aug 1, 1970·Journal of Pharmaceutical Sciences·J N Bollinger
Jun 1, 1972·Journal of Pharmaceutical Sciences·H J O'NeillM C Hardegree
Apr 1, 1971·Proceedings of the Society for Experimental Biology and Medicine·B S Berlin, R Wyman
Feb 1, 1997·Vaccine·J C Cox, A R Coulter
Jun 6, 2000·Advanced Drug Delivery Reviews·F C JensenJ C Chang
Jun 6, 2000·Advanced Drug Delivery Reviews·C W ToddM J Newman
Mar 21, 2001·Vaccine·J AucouturierV Ganne
Jun 1, 1946·Journal of the American Chemical Society·R C HOCKETT, H G FLETCHER

❮ Previous
Next ❯

Related Concepts

Related Feeds

Avian Influenza: Innate Immune Adjuvant

Adjuvants systems that are added to vaccines against avian influenza have be explored to enhance the innate immune system response against the virus. Here is the latest research on avian influenza and the innate immune adjuvant.

Avian Influenza: Innate Immune Adjuvant (ASM)

Adjuvants systems that are added to vaccines against avian influenza have be explored to enhance the innate immune system response against the virus. Here is the latest research on avian influenza and the innate immune adjuvant.