Molecular Recognition of RNA by Neomycin and a Restricted Neomycin Derivative

Authors


  • F.Z. and Q.Z. contributed equally. This work was supported in part by the National Institutes of Health (Grant AI51104 to T.H. and AI47673 to Y.T.). We thank Dr. Daniel Wall and Ms. Jamie Froelich for antibacterial testing.

Abstract

original image

The preorganized presentation of functional groups in the antibiotic neomycin (green) is exploited to obtain a conformationally restricted aminoglycoside (yellow) by regioselective intramolecular cyclization. X-ray crystallography data show how the natural product and the derivative recognize the RNA target motif that is the binding site of aminoglycoside antibiotics.

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