结合到金黄色葡萄球菌肽聚糖上的糖脂肽的疏水面侧链的位置。
Locations of the hydrophobic side chains of lipoglycopeptides bound to the peptidoglycan of Staphylococcus aureus.
机构信息
Department of Chemistry and Biochemistry, Baylor University , Waco, Texas 76798, United States.
出版信息
Biochemistry. 2013 May 21;52(20):3405-14. doi: 10.1021/bi400054p. Epub 2013 May 8.
Abstract
Glycopeptides whose aminosugars have been modified by attachment of hydrophobic side chains are frequently active against vancomycin-resistant microorganisms. We have compared the conformations of six such fluorinated glycopeptides (with side chains of varying length) complexed to cell walls labeled with d-[1-(13)C]alanine, [1-(13)C]glycine, and l-[ε-(15)N]lysine in whole cells of Staphylococcus aureus. The internuclear distances from (19)F of the bound drug to the (13)C and (15)N labels of the peptidoglycan, and to the natural abundance (31)P of lipid membranes and teichoic acids, were determined by rotational-echo double resonance NMR. The drugs did not dimerize, and their side chains did not form membrane anchors but instead became essential parts of secondary binding to pentaglycyl bridge segments of the cell-wall peptidoglycan.
摘要
糖肽的氨基糖通过连接疏水侧链而被修饰，通常对耐万古霉素的微生物具有活性。我们比较了六个这样的氟化糖肽（具有不同长度的侧链）与用 d-[1-(13)C]丙氨酸、[1-(13)C]甘氨酸和 l-[ε-(15)N]赖氨酸标记的细胞壁的复合物在金黄色葡萄球菌全细胞中的构象。通过旋转回波双共振 NMR 测定结合药物的（19）F 与肽聚糖的（13）C 和（15）N 标记以及天然丰度（31）P 脂质膜和磷壁酸之间的核间距。这些药物没有二聚化，它们的侧链没有形成膜锚，而是成为与细胞壁肽聚糖的五甘酰桥段进行二级结合的必要部分。
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