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J. Funct. Biomater. 2014, 5(4), 211-231;

Synthesis and Characterization of Fatty Acid/Amino Acid Self-Assemblies

Department of Biomaterials and Microbiological Technologies, The West Pomeranian University of Technology, Szczecin, Al. Piastow 45, 70-311 Szczecin, Poland
New Jersey Center for Biomaterials, Rutgers, The State University of New Jersey, 145 Bevier Road, Piscataway, NJ 08854, USA
Author to whom correspondence should be addressed.
Received: 21 June 2014 / Revised: 19 September 2014 / Accepted: 26 September 2014 / Published: 24 October 2014
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In this paper, we discuss the synthesis and self-assembling behavior of new copolymers derived from fatty acid/amino acid components, namely dimers of linoleic acid (DLA) and tyrosine derived diphenols containing alkyl ester pendent chains, designated as “R” (DTR). Specific pendent chains were ethyl (E) and hexyl (H). These poly(aliphatic/aromatic-ester-amide)s were further reacted with poly(ethylene glycol) (PEG) and poly(ethylene glycol methyl ether) of different molecular masses, thus resulting in ABA type (hydrophilic-hydrophobic-hydrophilic) triblock copolymers. We used Fourier transform infrared (FTIR) and nuclear magnetic resonance (NMR) spectroscopies to evaluate the chemical structure of the final materials. The molecular masses were estimated by gel permeation chromatography (GPC) measurements. The self-organization of these new polymeric systems into micellar/nanospheric structures in aqueous environment was evaluated using ultraviolet/visible (UV-VIS) spectroscopy, dynamic light scattering (DLS) and transmission electron microscopy (TEM). The polymers were found to spontaneously self-assemble into nanoparticles with sizes in the range 196–239 nm and critical micelle concentration (CMC) of 0.125–0.250 mg/mL. The results are quite promising and these materials are capable of self-organizing into well-defined micelles/nanospheres encapsulating bioactive molecules, e.g., vitamins or antibacterial peptides for antibacterial coatings on medical devices. View Full-Text
Keywords: amphiphilic block copolymers; fatty acid; micelle amphiphilic block copolymers; fatty acid; micelle

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Gajowy, J.; Bolikal, D.; Kohn, J.; Fray, M.E. Synthesis and Characterization of Fatty Acid/Amino Acid Self-Assemblies. J. Funct. Biomater. 2014, 5, 211-231.

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