Structural highlights
Publication Abstract from PubMed
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.
Crystal structure and specific binding mode of sisomicin to the bacterial ribosomal decoding site.,Kondo J, Koganei M, Kasahara T ACS Med Chem Lett. 2012 Aug 2;3(9):741-4. doi: 10.1021/ml300145y. eCollection, 2012 Sep 13. PMID:24900542[1]
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.
References
- ↑ Kondo J, Koganei M, Kasahara T. Crystal structure and specific binding mode of sisomicin to the bacterial ribosomal decoding site. ACS Med Chem Lett. 2012 Aug 2;3(9):741-4. doi: 10.1021/ml300145y. eCollection, 2012 Sep 13. PMID:24900542 doi:http://dx.doi.org/10.1021/ml300145y
