Replacement of the phosphorodiester linkages of RNA with guanidinium linkages: the solid-phase synthesis of ribonucleic guanidine.
[reaction: see text] Replacement of the negatively charged phosphodiester linkages of RNA with positively charged guanidinium linkages provides the polycationic ribonucleic guanidine (RNG). RNG is anticipated to bind strongly to target DNA/RNA through the specific interactions of nucleobases and the attractive electrostatic interactions of backbones. Preparation of building blocks and the solid-phase synthesis of RNG are reported. Both trimeric and pentameric uridyl RNG have been synthesized.
Kojima
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Department of Chemistry and Biochemistry, University of California, Santa Barbara 93106, USA.
Bruice
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TC
D006146:Guanidines / Q000138:chemical synthesis*; D015394:Molecular Structure; D009693:Nucleic Acid Hybridization; D011073:Polyamines / Q000138:chemical synthesis*; D000071228:Polyelectrolytes; D012313:RNA / Q000737:chemistry*; D055672:Static Electricity
D006146:Guanidines; D011073:Polyamines; D000071228:Polyelectrolytes; D012313:RNA