Design and synthesis of perfluorinated amphiphilic copolymers: Smart nanomicelles for theranostic applications

Mukesh Pandey, Rahul Tyagi, Ke Yang, Robert J. Fisher, Clark K. Colton, Jayant Kumar, Virinder S. Parmar, Eric Aiazian, Arthur C. Watterson

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

Since decades, varieties of amphiphilic polymers have been widely investigated for improving aqueous solubility and bioavailability of the hydrophobic drugs. The upcoming approach is to develop more efficient advanced nano-carrier molecules capable of more than drug delivery. Herein, we report the design and synthesis of some novel carrier molecules with multiple applications including drug encapsulation, drug delivery and diagnosis (imaging). Copolymers were synthesized using dimethyl 5-hydroxy/aminoisophthalate, poly(ethylene glycols) and Candida antarctica lipase (CAL-B, Novozym 435). CAL-B selectively catalyses the trans esterification reaction under solvent less condition using primary hydroxyls of poly(ethylene glycols) and leaving behind phenolic hydroxyl for post polymerization modifications. The obtained copolymers were further tethered with perfluorinated aliphatic chains to make them amphiphilic. The synthesized materials were investigated for their micellar behavior, temperature dependent stability (in aqueous solution), encapsulation capacity, and imaging potential by measuring the sensitivity of these perfluorinated materials towards 19F NMR in NMR tube. It was observed that perfluorinated amphiphilic copolymers could encapsulate up to 14% (by wt) of hydrophobic drug and showed decent 19F NMR signals even at a very low concentration. Therefore, these perfluorinated copolymers hold considerable potential for further investigation as advanced nano-carrier molecules for biomedical applications.

Original languageEnglish (US)
Pages (from-to)4727-4735
Number of pages9
JournalPolymer
Volume52
Issue number21
DOIs
StatePublished - Sep 29 2011
Externally publishedYes

Fingerprint

Copolymers
Nuclear magnetic resonance
Drug delivery
Encapsulation
Hydroxyl Radical
Polyethylene glycols
Molecules
Pharmaceutical Preparations
Imaging techniques
Candida
Transesterification
Lipases
Lipase
Polymers
Solubility
Polymerization
Temperature

Keywords

  • Chemo-enzymatic synthesis
  • Novozym-435
  • Perfluorinated amphiphilic copolymers

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics

Cite this

Pandey, M., Tyagi, R., Yang, K., Fisher, R. J., Colton, C. K., Kumar, J., ... Watterson, A. C. (2011). Design and synthesis of perfluorinated amphiphilic copolymers: Smart nanomicelles for theranostic applications. Polymer, 52(21), 4727-4735. https://doi.org/10.1016/j.polymer.2011.08.017

Design and synthesis of perfluorinated amphiphilic copolymers : Smart nanomicelles for theranostic applications. / Pandey, Mukesh; Tyagi, Rahul; Yang, Ke; Fisher, Robert J.; Colton, Clark K.; Kumar, Jayant; Parmar, Virinder S.; Aiazian, Eric; Watterson, Arthur C.

In: Polymer, Vol. 52, No. 21, 29.09.2011, p. 4727-4735.

Research output: Contribution to journalArticle

Pandey, M, Tyagi, R, Yang, K, Fisher, RJ, Colton, CK, Kumar, J, Parmar, VS, Aiazian, E & Watterson, AC 2011, 'Design and synthesis of perfluorinated amphiphilic copolymers: Smart nanomicelles for theranostic applications', Polymer, vol. 52, no. 21, pp. 4727-4735. https://doi.org/10.1016/j.polymer.2011.08.017
Pandey, Mukesh ; Tyagi, Rahul ; Yang, Ke ; Fisher, Robert J. ; Colton, Clark K. ; Kumar, Jayant ; Parmar, Virinder S. ; Aiazian, Eric ; Watterson, Arthur C. / Design and synthesis of perfluorinated amphiphilic copolymers : Smart nanomicelles for theranostic applications. In: Polymer. 2011 ; Vol. 52, No. 21. pp. 4727-4735.
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