"DNA-Teflon" sequence-controlled polymers

Donatien De Rochambeau, Maciej Barłóg, Thomas G W Edwardson, Johans J. Fakhoury, Robin S. Stein, Hassan S. Bazzi, Hanadi F. Sleiman

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

Perfluorocarbons (PFCs) are a promising class of molecules for medical applications: they are detectable through 19F nuclear magnetic resonance (NMR) and they assemble separately from water or lipophilic phases, thus bringing unique supramolecular interactions into nanostructures. We report the ready insertion of PFCs into nucleic acids, as well as non-natural polymers in a sequence-defined fashion. This is achieved via an automated and efficient synthetic pathway using phosphoramidite chemistry. Modulating the PFC tail length of "DNA-Teflon" block copolymers resulted in micelles that are almost monodisperse, have a low critical micelle concentration (CMC), are traceable by 19F NMR and are responsive to external stimuli. Strong fluorine-fluorine interactions in DNA duplexes allowed remarkable melting temperature increases and provided nuclease resistance. Finally, PFC insertion into siRNA was achieved, and the conjugates were efficient for gene silencing, outlining that these modifications are highly suitable for oligonucleotide therapeutics and bioimaging tools.

Original languageEnglish
Pages (from-to)4998-5003
Number of pages6
JournalPolymer Chemistry
Volume7
Issue number31
DOIs
Publication statusPublished - 21 Aug 2016

Fingerprint

Fluorocarbons
Polytetrafluoroethylene
Fluorine
Polytetrafluoroethylenes
Polymers
DNA
Nuclear magnetic resonance
Critical micelle concentration
Oligonucleotides
Nucleic acids
Micelles
Medical applications
Block copolymers
Melting point
Nanostructures
Magnetic Resonance Spectroscopy
Genes
Molecules
Gene Silencing
Nucleic Acids

ASJC Scopus subject areas

  • Bioengineering
  • Biochemistry
  • Biomedical Engineering
  • Polymers and Plastics
  • Organic Chemistry

Cite this

De Rochambeau, D., Barłóg, M., Edwardson, T. G. W., Fakhoury, J. J., Stein, R. S., Bazzi, H. S., & Sleiman, H. F. (2016). "DNA-Teflon" sequence-controlled polymers. Polymer Chemistry, 7(31), 4998-5003. https://doi.org/10.1039/c6py00532b

"DNA-Teflon" sequence-controlled polymers. / De Rochambeau, Donatien; Barłóg, Maciej; Edwardson, Thomas G W; Fakhoury, Johans J.; Stein, Robin S.; Bazzi, Hassan S.; Sleiman, Hanadi F.

In: Polymer Chemistry, Vol. 7, No. 31, 21.08.2016, p. 4998-5003.

Research output: Contribution to journalArticle

De Rochambeau, D, Barłóg, M, Edwardson, TGW, Fakhoury, JJ, Stein, RS, Bazzi, HS & Sleiman, HF 2016, '"DNA-Teflon" sequence-controlled polymers', Polymer Chemistry, vol. 7, no. 31, pp. 4998-5003. https://doi.org/10.1039/c6py00532b
De Rochambeau D, Barłóg M, Edwardson TGW, Fakhoury JJ, Stein RS, Bazzi HS et al. "DNA-Teflon" sequence-controlled polymers. Polymer Chemistry. 2016 Aug 21;7(31):4998-5003. https://doi.org/10.1039/c6py00532b
De Rochambeau, Donatien ; Barłóg, Maciej ; Edwardson, Thomas G W ; Fakhoury, Johans J. ; Stein, Robin S. ; Bazzi, Hassan S. ; Sleiman, Hanadi F. / "DNA-Teflon" sequence-controlled polymers. In: Polymer Chemistry. 2016 ; Vol. 7, No. 31. pp. 4998-5003.
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