Fluorine-containing polyamphiphiles of block structure constructed of synthetic and biopolymer blocks

Authors

  • O. L. Paiuk Lviv Polytechnic National University 12, S. Bandery Str., Lviv, Ukraine, 79013 Author
  • N. Ye. Mitina Lviv Polytechnic National University 12, S. Bandery Str., Lviv, Ukraine, 79013 Author
  • O. S. Myagkota Ivan Franko National University of Lviv 1, Universytetska Str., Lviv, Ukraine, 79000 Author
  • K. A. Volianiuk Helmholtz Centre for Environmental Research - UFZ, 15, Permoserstraße Str., Leipzig, Germany, 04318 Author
  • N. Musat Institute of organic chemistry NAS of Ukraine 5, Murmanska Str., Kyiv, Ukraine, 02660 Author
  • G. Z. Stryganyuk Institute of organic chemistry NAS of Ukraine 5, Murmanska Str., Kyiv, Ukraine, 02660 Author
  • O. V. Reshetnyak Ivan Franko National University of Lviv 1, Universytetska Str., Lviv, Ukraine, 79000 Author
  • N. I. Kinash Lviv Polytechnic National University 12, S. Bandery Str., Lviv, Ukraine, 79013 Author
  • O. I. Hevus Lviv Polytechnic National University 12, S. Bandery Str., Lviv, Ukraine, 79013 Author
  • Yu. G. Shermolovich Institute of organic chemistry NAS of Ukraine 5, Murmanska Str., Kyiv, Ukraine, 02660 Author
  • A. S. Zaichenko Lviv Polytechnic National University 12, S. Bandery Str., Lviv, Ukraine, 79013 Author

DOI:

https://doi.org/10.7124/bc.00097B

Keywords:

fluorinated polyamphiphiles, oligonucleotide, radical and coupling reactions, hybrid block-copolymer, bacteria labeling.

Abstract

Aim. Purposeful preparation of polymeric surfactants combining hydrophobic fluorine-containing and hydrophilic synthetic and natural blocks via radical and non-radical reactions using peroxide, epoxide and/or amino- terminal groups of the polymeric elementary blocks. Methods. Radical and non-radical condensation reactions, polymerization, spectral (NMR- and luminescence spectroscopy), gel-permeation chromatography and other analytical techniques`. Results. Primary oligomers poly(F-MA)-MP were synthesized via radical polymerization of fluorine-alkyl methacrylate (F-MA) in the presence of peroxide-containing telogen (MP). That provides controlling the oligomer chain length and architectures as well as entering a terminal peroxide group in the macromolecules. Radical polymerization of vinyl pyrrolidone (NVP) initiated by poly(F-MA)-MP as macroinitiator in the presence of epoxide-containing derivative of cumene (CGE) was used for obtaining water soluble poly(F-MA)-block-poly(NVP)-CGE. Finally oligonucleotide (ONC) was attached via condensation reaction of ONC primary amino group with terminal epoxide group of poly(F-MA)-block-poly(NVP)-CGE. Conclusions. A series of novel block/comb-like copolymers with synthetic and natural parts was synthesized. Obtained tri-block copolymers can be used as markers for labeling bacteria and pathological items including cancer cells.

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Published

2018-06-30

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Section

Bioorganic Chemistry