Further study of biological activities of chemically synthesized analogues of lipid A in artificial membrane vesicles
| Autor: | Toru Tsumita, Shiro Kanegasaki, Masaru Inage, Takushi Tadakuma, Tatsuji Yasuda, Nobunao Ikewaki, Shoichi Kusumoto, J. Yuzuru Homma, Tetsuo Shiba |
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| Rok vydání: | 1984 |
| Předmět: |
Stereochemistry
Synthetic membrane Hemolytic Plaque Technique Biochemistry Phosphates Lipid A Mice Structure-Activity Relationship Adjuvants Immunologic Amphiphile Animals Mice Inbred C3H Liposome Chemistry Vesicle Fatty Acids Membranes Artificial Biological activity Mice Inbred C57BL Membrane Liposomes Mitogens Cell envelope Spleen |
| Zdroj: | European Journal of Biochemistry. 140:245-248 |
| ISSN: | 1432-1033 0014-2956 |
| DOI: | 10.1111/j.1432-1033.1984.tb08094.x |
| Popis: | In the previous paper [Eur. J. Biochem. 124, 405 (1982)], we demonstrated that chemically synthesized lipid-A analogues such as the 1-monophosphate or 1,4'-diphosphate of 6-O-(2-deoxy-2-tetradecanoylamino-6-O-tetradecanoyl-D-glucopyra nos yl)-2-deoxy-2-tetradecanolyamino-3,4-di-O-tetradecanoyl-D-gluco pyr anose enhanced immunogenicity of liposomal model membranes sensitized with amphipathic antigen when they were incorporated in the same liposomes. Here we extend the observation by testing the recently synthesized analogues including diglucosamine analogues carrying hydroxy and acyloxy fatty acids. Among the analogues tested, those which showed higher adjuvant and mitogenic activities in the liposomal system were N-acylated and O-acylated beta-1,6-linked D-glucosamine disaccharides carrying either amide-bound 3-hydroxytetradecanoic acids in addition to phosphate in position 1 of the reducing sugar or amide-bound 3-tetradecanoyloxytetradecanoic acids. The analogue carrying both amide-bound 3-hydroxytetradecanoic acids and phosphate in position 4 of the non-reducing sugar showed weak adjuvant activity and marginal mitogenic activity. |
| Databáze: | OpenAIRE |
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