Characterizations of Novel Poly(aspartic acid) Derivatives Conjugated with γ-Amino Butyric Acid (GABA) as the Bioactive Molecule

  • Kim, Seung-Il (School of Chemical Engineering, Polymer Technology Institute, Sungkyunkwan University) ;
  • Son, Chang-Mo (School of Chemical Engineering, Polymer Technology Institute, Sungkyunkwan University) ;
  • Jeon, Young-Sil (School of Chemical Engineering, Polymer Technology Institute, Sungkyunkwan University) ;
  • Kim, Ji-Heung (School of Chemical Engineering, Polymer Technology Institute, Sungkyunkwan University)
  • Published : 2009.12.20


Novel poly(aspartic acid) derivatives conjugated with $\gamma$-amino butyric acid, GABA, moieties, and their amphiphilic analogs were synthesized and characterized. The chemical structures of these polymers were confirmed by FT-IR and $^1H$ NMR spectroscopy. Their physicochemical properties in aqueous media were characterized by electrophonetic light scattering spectrophotometry (ELS), acid-base titration, and UV-spectroscopy. In addition, the in vitro cell activity of the GABA-conjugated polymer was examined. These results indicated that GABA-conjugated poly(aspartic acid) derivatives showed cell-growth activity and nanoparticle formation of a suitable size within aqueous media. These polymers have potential application in the cosmetic and pharmaceutical fields.


  1. Min, S. K.; Kim, S. H.; Kim, J. H. Journal of Industrial Engineering Chemistry 2000, 6(4), 276
  2. Giammona, G.; Pitarresi, G.; Tomarchio, V.; Spadaro, G. Colloid and Polymer Science, 1995, 273(6), 559
  3. Nacato, T.; Yoshitake, M.; Matsubara, K.; Tomida, M.; Kakuchi, T. Macromolecules 1998, 31(7), 2107
  4. Wheeler, A. P.; Kosan, L. P. Mat. Res. Soc. Symp. Proc. 1993, 292, 279
  5. Nakato, T.; Kusuno, A.; Kakuchi, A. J. Polym. Sci., Polym. Chem. 2000, 38(1), 117<117::AID-POLA15>3.0.CO;2-F
  6. Masubara, K.; Nakato, T.; Tomida, M. Macromolecules. 1997, 30(8), 2305
  7. Kang, H. S.; Shin, M. S.; Kim, J. D.; Yang, J. W. Polymer Bulletin 2000, 45, 39
  8. Kang, H. S.; Yang, S. R.; Kim, J. D.; Han, S. H.; Chang, I. S. Langmuir 2001, 17, 7501
  9. Jiang, T. Y.; Wang, Z. Y.; Tang, L. X.; Mo, F. K.; Chen, C. Journal of Applied Polymer Science 2006, 99, 2702
  10. Jiang, T. Y.; Wang, Z. Y.; Chen, C.; Mo, F. K.; Xu, Y. L.; Tang, L. X.; Liang, J. J. Journal of Applied Polymer Science 2006, 101, 2871
  11. Horgan, A.; Saunderd, B.; Vincent, B.; Heenan, R. K. J. Colloid Interf. Sci. 2003, 262, 548
  12. Zhu, G. Eur. Polym. J. 2005, 41, 2671
  13. Matsusaki, M.; Hiwatari, K.; Higashi, M.; Kaneko, T.; Akashi, M. Chemistry Letters 2004, 33(4), 398
  14. Akagi, T.; Wang, X.; Uto, T.; Masanori, B.; Akashi, M. Biomaterials 2007, 28, 3427
  15. Filippov, S.; Hruby, M.; Konak, C.; Mackova, H.; Spirkova, M.; Stepanek, P. Langmuir 2008, 24, 9295
  16. Yang, S. R.; Lee, H. J.; Kim, J. D. Journal of Controlled Release 2006, 114, 60
  17. Li, P.; Yin, Y. L.; Li, D.; Kim, S. W.; Wu, G. British Journal of Nutrition 2007, 98, 237
  18. Belley, M.; Sullivan, R.; Reeves, A.; Evans, J.; O'Neill, G.; Gordon, Y. K. Bioorganic & Medicinal Chemistry 1999, 7, 2697
  19. Goddard, J. M.; Hotchkiss, J. H. Prog. Polym. Sci. 2007, 32, 3698
  20. Khandare, J.; Tamara, M. Prog. Polym. Sci. 2006, 31, 359
  21. Kim, S. I.; Min, S. K.; Kim, J.-H. Bull. Korean Chem. Soc. 2008, 29, 1887
  22. Stella, B.; Arpicco, S.; Peracchia, M. T.; Desmaele, D.; Hoebeke, J.; Renoir, M.; Dangelo, J.; Cattel, L.; Couvreur, P. Journal of Pharmaceutical Sciences 2000, 89(11), 1452<1452::AID-JPS8>3.0.CO;2-P
  23. Stella, B.; Marsaud, V.; Arpicco, S.; Geraud, G.; Cattel, L.; Couvreur, P.; Renoir, J. M. Journal of Drug Targeting 2007, 15(2), 146

Cited by

  1. Role of GABA and serotonin coupled chitosan nanoparticles in enhanced hepatocyte proliferation vol.23, pp.12, 2012,
  2. Bioinspired self-adhesive polymer for surface modification to improve antifouling property vol.10, pp.6, 2013,
  3. Kinetics of solid phase thermal polycondensation of aspartic acid in evacuated system vol.83, pp.11, 2013,
  4. Bioinspired adhesive coating on PET film for antifouling surface modification vol.22, pp.2, 2014,
  5. vol.38, pp.1, 2014,
  6. -responsive swelling behavior and metal-ion adsorption properties in novel histamine-conjugated polyaspartamide hydrogel vol.133, pp.16, 2015,
  7. Anti-Radical and Cytotoxic Activity of Polysuccinimide and Polyaspartic Acid of Different Molecular Weight vol.6, pp.4, 2016,
  8. Self-assembled nanoparticles made from a new PEGylated poly(aspartic acid) graft copolymer for intravaginal delivery of poorly water-soluble drugs vol.28, pp.17, 2017,
  9. Adhesive and self-healing soft gel based on metal-coordinated imidazole-containing polyaspartamide vol.295, pp.4, 2017,
  10. Surface modification using bio-inspired adhesive polymers based on polyaspartamide derivatives vol.60, pp.11, 2011,