4.6 Article

DyNAs: Constitutional dynamic nucleic acid analogues

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 12, Issue 33, Pages 8581-8588

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200600625

Keywords

combinatorial chemistry; dynamers; imines; polymers; supramolecular chemistry

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Dynamic cationic polymers were generated in aqueous media from functionally complementary monomers bearing nucleobase groups. H-1 NMR spectroscopy was used to follow the polycondensation reaction of the nucleobase-appended dihydrazides 1 and 2 with the dialdehydes B and C. The reversibility of these polymers was established by proton NMR spectroscopy through exchange of the dihydrazide 2 with polymer 1B. The polymers 1B, 2B, 1 C, and 2C represent dynamic biopolymers of nucleic acid type, DyNAs. Electrostatic interaction of these polymers with polyanionic entities, such as polyphosphates, polynucleotides, and polyaspartic acid, was shown to take place. It induces a change in size of the dynamic polymer, as it responds by an increase in degree of polymerization to an increase of the overall anionic charge introduced, that is, to the total electrostatic interaction.

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