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首页> 外文期刊>Proceedings of the National Academy of Sciences of the United States of America >Metabolic incorporation of unnatural sialic acids into Haemophilus ducreyi lipooligosaccharides.
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Metabolic incorporation of unnatural sialic acids into Haemophilus ducreyi lipooligosaccharides.

机译：非天然唾液酸的代谢结合到杜氏嗜血脂寡糖中。

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摘要

The lipooligosaccharides (LOS) of Haemophilus ducreyi are highly sialylated, a modification that has been implicated in resistance to host defense and in virulence. In previous work, we demonstrated that H. ducreyi scavenges sialic acid from the extracellular milieu and incorporates those residues into LOS. Here we report that H. ducreyi can use unnatural sialic acids bearing elongated N-acyl groups from three to seven carbon atoms in length, resulting in outer membrane presentation of unnatural sialyl-LOS. The unnatural variant comprises approximately 90% of cell surface sialosides when exogenous substrates are added to the media at micromolar concentrations, despite the availability of natural sialic acid in the growth media. Although they represent the majority of cell surface sialosides, analogs with longer N-acyl groups diminish the overall level of LOS sialylation, culminating in complete inhibition of LOS sialylation by N-octanoyl sialic acid. Thus, sialylation of H. ducreyi LOS can be modulatedwith respect to the structure of the terminal sialic acid residue and the extent to which the LOS acceptor is modified by supplying the bacteria with various sialic acid analogs.
机译：杜克嗜血杆菌的脂寡糖（LOS）高度唾液酸化，这种修饰涉及对宿主防御的抵抗力和毒力。在以前的工作中，我们证明了杜克氏杆菌清除了细胞外环境中的唾液酸，并将这些残基整合到了LOS中。在这里我们报告H. ducreyi可以使用带有从三个到七个碳原子的长度的N酰基拉长的不自然的唾液酸，导致不自然的唾液酸LOS的外膜表现。当外源底物以微摩尔浓度添加到培养基中时，尽管天然唾液酸可在生长培养基中使用，但非天然变体仍包含约90％的细胞表面唾液酸。尽管它们代表细胞表面唾液酸苷的大部分，但具有更长N-酰基的类似物会降低LOS唾液酸化的总体水平，最终导致N-辛酰基唾液酸对LOS唾液酸化的完全抑制。因此，可以通过向细菌提供各种唾液酸类似物来调节杜克氏菌LOS的唾液酸化，其涉及末端唾液酸残基的结构以及LOS受体被修饰的程度。

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