Chemical synthesis and immunological activities of glycolipids structurally related to lipid A
Complete chemical syntheses of a number of monosaccharides derived from 2-deoxy-2-[(3R)-3-hydroxytetradecanamido]-D-glucopyranose and structurally related to the hydrophobic moiety (lipid A) of several bacterial endotoxins are described. Selected humoral (complement activation) and cellular (mitogen...
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| Published in | Biochemistry (Easton) Vol. 24; no. 11; pp. 2736 - 2742 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
United States
American Chemical Society
21.05.1985
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| Subjects | |
| Online Access | Get full text |
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| Abstract | Complete chemical syntheses of a number of monosaccharides derived from 2-deoxy-2-[(3R)-3-hydroxytetradecanamido]-D-glucopyranose and structurally related to the hydrophobic moiety (lipid A) of several bacterial endotoxins are described. Selected humoral (complement activation) and cellular (mitogenicity and induction of interleukin 1 production) in vitro activities of a lipid A preparation obtained from the Bordetella pertussis endotoxin were compared with those of ten of these monosaccharides and with those of previously synthesized, analogous disaccharides. Results show that each of these in vitro activities of the lipid A preparation can be efficiently induced by at least one of the monosaccharide derivatives. |
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| AbstractList | Complete chemical syntheses of a number of monosaccharides derived from 2-deoxy-2-[(3R)-3-hydroxytetradecanamido]-D-glucopyranose and structurally related to the hydrophobic moiety (lipid A) of several bacterial endotoxins are described. Selected humoral (complement activation) and cellular (mitogenicity and induction of interleukin 1 production) in vitro activities of a lipid A preparation obtained from the Bordetella pertussis endotoxin were compared with those of ten of these monosaccharides and with those of previously synthesized, analogous disaccharides. Results show that each of these in vitro activities of the lipid A preparation can be efficiently induced by at least one of the monosaccharide derivatives. |
| Author | Malinvaud, Agnes Chaby, Richard Szabo, Ladislas Charon, Daniel Mondange, Michelle |
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| SubjectTerms | Animals Complement Activation - drug effects DNA Replication - drug effects Glycolipids - chemical synthesis Glycolipids - immunology Glycolipids - pharmacology Indicators and Reagents Interleukin-1 - analysis Lipid A Lymphocytes - immunology Male Mice Mice, Inbred BALB C Mice, Inbred C3H Structure-Activity Relationship |
| Title | Chemical synthesis and immunological activities of glycolipids structurally related to lipid A |
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