根据天然脂质A的修订结构模型合成的具有免疫生物学活性的脂质A类似物。
Immunobiologically active lipid A analogs synthesized according to a revised structural model of natural lipid A.
作者信息
Kotani S, Takada H, Tsujimoto M, Ogawa T, Harada K, Mori Y, Kawasaki A, Tanaka A, Nagao S, Tanaka S
出版信息
Infect Immun. 1984 Jul;45(1):293-6. doi: 10.1128/iai.45.1.293-296.1984.
Abstract
Synthetic lipid A analogs which have two amide-bound and two ester-bound (R)-3-hydroxytetradecanoyl groups at the C-2 and -2' and C-3 and -3' positions of beta(1-6)glucosamine disaccharide mono- or diphosphates showed high activities in most in vitro assays, and the lethality of a diphosphate derivative to galactosamine-treated mice was almost comparable to that of natural lipid A. The pyrogenicity and Shwartzman induction activity of the synthetic analogs, however, were much less than those of natural lipid A.
摘要
在β(1-6)葡糖胺二糖单磷酸或二磷酸的C-2和-2'以及C-3和-3'位置具有两个酰胺键合和两个酯键合的(R)-3-羟基十四烷酰基的合成类脂A类似物在大多数体外试验中显示出高活性，并且一种二磷酸衍生物对经半乳糖胺处理的小鼠的致死率几乎与天然类脂A相当。然而，合成类似物的致热原性和施瓦茨曼诱导活性远低于天然类脂A。
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本文引用的文献
1
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Microbiol Immunol. 1980;24(6):547-57. doi: 10.1111/j.1348-0421.1980.tb02858.x.
2
Inhibition of macrophage DNA synthesis by immunomodulators. I. Suppression of [3H]thymidine incorporation into macrophages by MDP and LPS.
Microbiol Immunol. 1983;27(4):377-87. doi: 10.1111/j.1348-0421.1983.tb00596.x.
3
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4
5
Characterization of lipopolysaccharide from a heptoseless mutant of Escherichia coli by carbon 13 nuclear magnetic resonance.
J Biol Chem. 1983 Mar 10;258(5):2906-10.
6
7
Endotoxins of Gram-negative bacteria.革兰氏阴性菌的内毒素
Pharmacol Ther. 1981;15(3):383-402. doi: 10.1016/0163-7258(81)90051-6.
8
New limulus amoebocyte lysate test for endotoxaemia.用于内毒素血症的新型鲎试剂检测法。
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9
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10
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Eur J Biochem. 1977 May 2;75(1):257-66. doi: 10.1111/j.1432-1033.1977.tb11525.x.
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