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      Design of Novel Aminoglycoside Derivatives with Enhanced Suppression of Diseases-Causing Nonsense Mutations.

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          Abstract

          New pseudotrisaccharide derivatives of aminoglycosides that exploit additional interaction on the shallow groove face of the decoding-site rRNA of eukaryotic ribosome were designed, synthesized and biologically evaluated. Novel lead structures (6 and 7 with an additional 7'-OH), exhibiting enhanced specificity to eukaryotic cytoplasmic ribosome, and superior nonsense mutation suppression activity than those of gentamicin, were discovered. The comparative benefit of new leads was demonstrated in four different nonsense DNA-constructs underling the genetic diseases cystic fibrosis, Usher syndrome, and Hurler syndrome.

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          Author and article information

          Journal
          ACS Med Chem Lett
          ACS medicinal chemistry letters
          American Chemical Society (ACS)
          1948-5875
          Apr 14 2016
          : 7
          : 4
          Affiliations
          [1 ] The Edith and Joseph Fischer Enzyme Inhibitors Laboratory, Schulich Faculty of Chemistry, Technion-Israel Institute of Technology , Haifa 32000, Israel.
          Article
          10.1021/acsmedchemlett.6b00006
          4834649
          27096052

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