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脂多糖A的化学结构概念。

Concepts of the chemical structure of lipid A.

作者信息

Rietschel E T, Wollenweber H W, Russa R, Brade H, Zähringer U

出版信息

Rev Infect Dis. 1984 Jul-Aug;6(4):432-8. doi: 10.1093/clinids/6.4.432.

DOI:10.1093/clinids/6.4.432
PMID:6474002
Abstract

Lipid A represents the covalently bound lipid component of lipopolysaccharides (LPS), the endotoxins and O antigens of gram-negative bacteria. Lipid A's of endotoxically active LPS consist of a beta(1'----6)-linked D-glucosamine disaccharide that carries phosphoryl groups in positions 1 and 4'. Depending on the origin of lipid A, nonacylated, nitrogen-containing residues may be bound to these phosphoryl groups. As shown in enterobacterial lipid A's, available hydroxyl groups of the D-glucosamine disaccharide are substituted by 3-deoxy-D-mannooctulosonic acid (position 6'), (R)-3-hydroxytetradecanoic acid (position 3), and (R)-3-(tetradecanoyloxy)tetradecanoic acid (position 3'). The hydroxyl group at C-4 appears to be free. The amino groups of the disaccharide carry (R)-3-(acyloxy)acyl [and (R)-3-hydroxyacyl] residues in a specific distribution. On the basis of these data, a proposal for a general structure of lipid A is made. As a specific example of this general architecture, the chemical structure of lipid A of Salmonella minnesota LPS is presented.

摘要

脂质A是脂多糖(LPS)的共价结合脂质成分,脂多糖是革兰氏阴性菌的内毒素和O抗原。具有内毒素活性的LPS的脂质A由一个β(1'→6)连接的D-葡糖胺二糖组成,该二糖在1位和4'位带有磷酸基团。根据脂质A的来源,非酰化的含氮残基可能与这些磷酸基团结合。如在肠杆菌脂质A中所示,D-葡糖胺二糖的可用羟基被3-脱氧-D-甘露辛酮酸(6'位)、(R)-3-羟基十四烷酸(3位)和(R)-3-(十四烷酰氧基)十四烷酸(3'位)取代。C-4位的羟基似乎是游离的。二糖的氨基以特定分布带有(R)-3-(酰氧基)酰基[和(R)-3-羟基酰基]残基。基于这些数据,提出了脂质A的一般结构。作为这种一般结构的一个具体例子,给出了明尼苏达沙门氏菌LPS的脂质A的化学结构。

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1
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Rev Infect Dis. 1984 Jul-Aug;6(4):432-8. doi: 10.1093/clinids/6.4.432.
2
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