Water-soluble clickable nucleic acid (CNA) polymer synthesis by functionalizing the pendant hydroxyl

Chem Commun (Camb). 2017 Sep 12;53(73):10156-10159. doi: 10.1039/c7cc05542k.

Abstract

Synthetic biomacromolecules that mimic natural polymeric structures are of significant interest. For most applications of these materials, however, aqueous solubility is a necessity. Here, we present the synthesis of an intrinsically water soluble single stranded DNA analog formed by the synthesis of a Clickable Nucleic Acid (CNA). These molecules are formed with pendant hydroxyl groups present on the main polymer backbone, and subsequent modification of those hydroxyls with sulfonate moieties further enhances the hydrophilicity of these molecules.

MeSH terms

  • Click Chemistry*
  • DNA / chemical synthesis*
  • DNA / chemistry
  • Hydrophobic and Hydrophilic Interactions
  • Hydroxides / chemistry*
  • Molecular Structure
  • Polymers / chemical synthesis*
  • Polymers / chemistry
  • Solubility
  • Sulfonic Acids / chemistry
  • Water / chemistry*

Substances

  • Hydroxides
  • Polymers
  • Sulfonic Acids
  • Water
  • DNA
  • hydroxide ion