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Crystal Structure and Specific Binding Mode of Sisomicin to the Bacterial Ribosomal Decoding Site

  作者 KONDO JIRO; KOGANEI MAI; KASAHARA TOMOKO  
  选自 期刊  ACS Medicinal Chemistry Letters;  卷期  2012年3-9;  页码  741-744  
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[摘要]Sisomicin with an unsaturated sugar ring I displays better antibacterial activity than other structurally related aminoglycosides, such as gentamicin, tobramycin, and amikacin. In the present study, we have confirmed by X-ray analyses that the binding mode of sisomicin is basically similar but not identical to that of the related compounds having saturated ring I. A remarkable difference is found in the stacking interaction between ring I and G1491. While the typical saturated ring I with a chair conformation stacks on G1491 through CH/pi interactions, the unsaturated ring I of sisomicin with a partially planar conformation can share its pi-electron density with G1491 and fits well within the A-site helix.

 
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