Novel synthesis and RNA-binding properties of aminoglycoside dimers conjugated via a naphthalene diimide-based intercalator.
The synthesis and RNA-binding properties of naphthalene-based diimide conjugated bis-aminoglycoside antibiotics are reported. Compared to the monomeric aminoglycoside, the conjugated ligands were observed to attain up to 35-fold enhancement in binding affinity towards a novel RNA construct that contained two 16S rRNA A-sites.
Tok
J B
JB
Department of Chemistry, York College and Graduate Center, The City University of New York, 94-20 Guy R. Brewer Blvd., Jamaica, NY 11451, USA. tok@york.cuny.edu
Fenker
J
J
D000617:Aminoglycosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D001483:Base Sequence; D004247:DNA / Q000737:chemistry*; D007094:Imides; D007364:Intercalating Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D008969:Molecular Sequence Data; D009281:Naphthalenes; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides / Q000737:chemistry*; D010618:Phenanthrolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D016601:RNA-Binding Proteins / Q000737:chemistry* / Q000378:metabolism*; D013329:Structure-Activity Relationship
D000617:Aminoglycosides; D007094:Imides; D007364:Intercalating Agents; D009281:Naphthalenes; D009838:Oligodeoxyribonucleotides; D010618:Phenanthrolines; D016601:RNA-Binding Proteins; C542131:naphthalenediimide; D004247:DNA