Skip to main content
SpringerLink
Log in

Synthesis and characterization of in situ gellable poly(glycerol sebacate)-co-poly(ethylene glycol) polymers

  • Articles
  • Published:
Macromolecular Research Aims and scope Submit manuscript

Abstract

Hydrogels are widely used as implantable scaffolds and drug delivery carriers for biomedical applications. In particular, in situ cross-linkable hydrogels synthesized via enzyme-mediated reaction have received great attention in the field of injectable biomedical research as they have applications in minimally invasive procedures and have easily controllable physicochemical properties (e.g., gelation time, mechanical properties, etc.) under mild conditions. In this study, we synthesized poly(ethylene glycol) (PEG)-co-polymerized poly(glycerol sebacate) (PGS) polymers (PEG-co-PGS) capable of dissolving in aqueous environments and developed injectable hydrogel platforms via a horseradish peroxidase (HRP)-catalyzed cross-linking reaction. To induce in situ gelling, HRP-reactive phenol moieties (tyramine) were covalently conjugated to the PEG-co-PGS polymers, and hydrogel networks were formed in the presence of HRP and hydrogen peroxide (H2O2). The chemical structures of synthesized polymers were confirmed by 1H NMR spectroscopy, and the physicochemical properties of the hydrogels were assessed under varying concentrations of HRP and H2O2 solutions. The gelation time of PEG-co-PGS hydrogels ranged from 12 s to 237 s based on the HRP concentration (0.02-0.25 mg/mL), and the elastic modulus (16-41 Pa) depended on H2O2 concentration. In vitro cytocompatibility studies in human dermal fibroblasts revealed that PEG-co-PGS hydrogels were highly cytocompatible, with no negative effects on cell morphology and viability. In conclusion, our results suggest that PGS-based injectable hydrogels with multi-tunable properties and good cytocompatibility have tremendous potential as injectable scaffolds for tissue engineering applications.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. J. L. Drury and D. J. Mooney, Biomaterials, 24, 4337 (2003).

    Article  CAS  Google Scholar 

  2. A. S. Hoffman, Advanced Drug Delivery Reviews, 64, 18 (2012).

    Article  Google Scholar 

  3. J.-A. Yang, J. Yeom, B. W. Hwang, A. S. Hoffman and S. K. Hahn, Progress in Polymer Science, 39, 1973 (2014).

    Article  CAS  Google Scholar 

  4. Y. Li, J. Rodrigues and H. Tomas, Chemical Society reviews, 41, 2193 (2012).

    Article  CAS  Google Scholar 

  5. A. Sivashanmugam, R. Arun Kumar, M. Vishnu Priya, S.V. Nair and R. Jayakumar, European Polymer Journal, 72, 543 (2015).

    Article  CAS  Google Scholar 

  6. W. E. Hennink and C. F. van Nostrum, Advanced Drug Delivery Reviews, 64, 223 (2012).

    Article  Google Scholar 

  7. L. S. Teixeira, J. Feijen, C. A. van Blitterswijk, P. J. Dijkstra and M. Karperien, Biomaterials, 33, 1281 (2012).

    Article  Google Scholar 

  8. J. W. H. Wennink, K. Niederer, A. I. Bochynska, L. S. Moreira Teixeira, M. Karperien, J. Feijen, and P. J. Dijkstra, Macromolecular Symposia, 309-310, 213 (2011).

    Article  CAS  Google Scholar 

  9. F. Chen, S. Yu, B. Liu, Y. Ni, C. Yu, Y. Su, X. Zhu, X. Yu, Y. Zhou, and D. Yan, Scientific reports, 6, 20014 (2016).

    Article  CAS  Google Scholar 

  10. K. Moriyama, K. Minamihata, R. Wakabayashi, M. Goto, and N. Kamiya, Chemical communications, 50, 5895 (2014).

    Article  CAS  Google Scholar 

  11. Y. Lee, J. W. Bae, D. H. Oh, K. M. Park, Y. W. Chun, H.-J. Sung, and K. D. Park, Journal of Materials Chemistry B, 1, 2407 (2013).

    Article  CAS  Google Scholar 

  12. F. Lee, J. E. Chung, and M. Kurisawa, Soft Matter, 4, 880 (2008).

    Article  CAS  Google Scholar 

  13. P. S. Lienemann, M. P. Lutolf, and M. Ehrbar, Adv. Drug Deliv. Reviews, 64, 1078 (2012).

    Article  CAS  Google Scholar 

  14. R. Rai, M. Tallawi, A. Grigore, and A. R. Boccaccini, 37, 1051 (2012).

  15. X. J. Loh, A. Abdul Karim, and C. Owh, J. Mater. Chem. B, 3, 7641 (2015).

    Article  CAS  Google Scholar 

  16. Y. Wang, G. A. Ameer, B. J. Sheppard, R. Langer, Nat. Biotechnol., 20, 602 (2002).

    Article  CAS  Google Scholar 

  17. J. M. Kemppainen and S. J. Hollister, J. Biomedical Mater. Res. Part A, 94, 9 (2010).

    Article  Google Scholar 

  18. R. Rai, M. Tallawi, N. Barbani, C. Frati, D. Madeddu, S. Cavalli, G. Graiani, F. Quaini, J. A. Roether, D. W. Schubert, E. Rosellini, and A. R. Boccaccini, Mater. Sci. Eng. C, Mater. Biological Appl., 33, 3677 (2013).

    Article  CAS  Google Scholar 

  19. R. Ravichandran, J. R. Venugopal, S. Sundarrajan, S. Mukherjee, R. Sridhar, and S. Ramakrishna, Nanotechnology, 23, 385102 (2012).

    Article  Google Scholar 

  20. N. Lang, M. J. Pereira, Y. Lee, I. Friehs, N. V. Vasilyev, E. N. Feins, K. Ablasser, E. D. O'Cearbhaill, C. Xu, A. Fabozzo, R. Padera, S. Wasserman, F. Freudenthal, L. S. Ferreira, R. Langer, J. M. Karp, and P. J. del Nido, Science Translational Medicine, 6, 218ra216 (2014).

  21. C. D. Pritchard, K. M. Arner, R. A. Neal, W. L. Neeley, P. Bojo, E. Bachelder, J. Holz, N. Watson, E. A. Botchwey, R. S. Langer, and F. K. Ghosh, Biomaterials, 31, 2153 (2010).

    Article  CAS  Google Scholar 

  22. C. A. Sundback, J. Y. Shyu, Y. Wang, W. C. Faquin, R. S. Langer, J. P. Vacanti, and T. A. Hadlock, Biomaterials, 26, 5454 (2005).

    Article  CAS  Google Scholar 

  23. J. L. Ifkovits, J. J. Devlin, G. Eng, T. P. Martens, G. Vunjak-Novakovic, and J. A. Burdick, ACS Appl. Mater. Interf., 1, 1878 (2009).

    Article  CAS  Google Scholar 

  24. Y. Lee, J. W. Bae, T. T. Hoang Thi, K. M. Park, and K. D. Park, Chem. Communications, 51, 8876 (2015).

    Article  CAS  Google Scholar 

  25. S. L. Liang, W. D. Cook, G. A. Thouas, and Q. Z. Chen, Biomaterials, 31, 8516 (2010).

    Article  CAS  Google Scholar 

  26. Y. Li, W. Huang, W. D. Cook, and Q. Chen, Biomedical Mater., 8, 035006 (2013).

    Article  Google Scholar 

  27. Q. Chen, S. Liang, and G. A. Thouas, Soft Matter, 7, 6484 (2011).

    Article  CAS  Google Scholar 

  28. Y. Wu, L. Wang, B. Guo, and P. X Ma, J. Mater. Chem. B, 2, 3674 (2014).

    Article  CAS  Google Scholar 

  29. A. Patel, A. K. Gaharwar, G. Iviglia, H. Zhang, S. Mukundan, S. M. Mihaila, D. Demarchi, and A. Khademhosseini, Biomaterials, 34, 3970 (2013).

    Article  CAS  Google Scholar 

  30. C. L. Nijst, J. P. Bruggeman, J. M. Karp, L. Ferreira, A. Zumbuehl, C. J. Bettinger, and R. Langer, Biomacromolecules, 8, 3067 (2007).

    Article  CAS  Google Scholar 

  31. M. Kurisawa, F. Lee, L. S. Wang, and J. E. Chung, J. Mater. Chem., 20, 5371 (2010).

    Article  CAS  Google Scholar 

  32. J. W. Bae, J. H. Choi, Y. Lee, and K. D. Park, J. Tissue Eng. Reg. Medicine, 9, 1225 (2015).

    Article  CAS  Google Scholar 

  33. M. Kurisawa, J. E. Chung, Y. Y. Yang, S. J. Gao, and H. Uyama, Chem. Communications, 34, 4312 (2005).

    Article  Google Scholar 

  34. R. Jin, C. Hiemstra, Z. Zhong, and J. Feijen, Biomaterials, 28, 2791 (2007).

    Article  CAS  Google Scholar 

  35. K. M. Park, K. S. Ko, Y. K. Joung, H. Shin, and K. D. Park, J. Mater. Chem., 21, 13180 (2011).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Molecular Science and Technology, Ajou University, Suwon, Gyeonggi, 16499, Korea

    So Mi Choi, Yunki Lee, Joo Young Son, Jin Woo Bae & Ki Dong Park

  2. Division of Bioengineering, Incheon National University, Incheon, 22012, Korea

    Kyung Min Park

Authors
  1. So Mi Choi
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yunki Lee
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Joo Young Son
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Jin Woo Bae
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Kyung Min Park
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Ki Dong Park
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Ki Dong Park.

Additional information

These authors equally contributed to this work.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Choi, S.M., Lee, Y., Son, J.Y. et al. Synthesis and characterization of in situ gellable poly(glycerol sebacate)-co-poly(ethylene glycol) polymers. Macromol. Res. 25, 85–91 (2017). https://doi.org/10.1007/s13233-017-5007-y

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13233-017-5007-y

Keywords

Search

Navigation