Skip to main content
Log in

Synthesis and characterization of cholesterol-poly(ethylene glycol)-poly(D,L-lactic acid) copolymers for promoting osteoblast attachment and proliferation

  • Published:
Journal of Materials Science: Materials in Medicine Aims and scope Submit manuscript

Abstract

A novel cholesterol-poly(ethylene glycol)-poly(D,L-lactic acid) copolymer (CPEG-PLA) has been synthesized as a potential surface additive for promoting osteoblast attachment and proliferation. The gel permeation chromatography (GPC) and nuclear magnetic resonance spectroscopy (NMR) results indicated the product had expected structure with low polydispersities in the range of 1.1–1.5. By blending the poly(D,L-lactic acid) (PLA) with CPEG-PLA, the surface of modified PLA membrane was investigated by atomic force microscopy (AFM), X-ray photoelectron spectroscopy (XPS) and contact angle. The results revealed the enrichment of PEG chain on the surface. Osteoblast cell line (MC3T3) was chosen to test the cell behavior on modified PLA membranes. The osteoblast test about cell attachment, proliferation, cell viability and cell morphology investigation on CPEG-PLA modified PLA substrates showed the CPEG-PLA with 15 and 5 ethylene glycol units promoted osteoblast attachment and growth, while the CPEG-PLA with 30 ethylene glycol units prevent osteoblast adhesion and proliferation. This simple surface treatment method may have potentials for tissue engineering and other biomedical applications.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. A. J. SALGADO, O. P. COUTINHO and R. L. REIS, Bone Tissue engineering: state of the art and future trends, Macromol. Biosci. 4 (2004) 743.

    Article  CAS  Google Scholar 

  2. M. BORDENA, M. ATTAWIAA, Y. KHANA and C. T. LAURENCINA, Tissue engineered microsphere-based matrices for bone repair: design and evaluation, Biomaterials 23 (2002) 551.

    Article  Google Scholar 

  3. L. E. FREED, J. C. MARQUIS, A. NOHRIA, J. EMMANUEL, A. G. MIKOS and R. LANGER, Neocartilage formation in vitro and in vivo using cells cultured on synthetic biodegradable polymers, J. Biomed. Mater. Res. 27 (1993) 11.

    Article  CAS  Google Scholar 

  4. A. D. COOK, J. S. HRKACH and N. N. GAO, Characterization and development of RGD-peptide-modified poly(lactic acid-co-lysine) as an interactive, resorbable biomaterial, J. Biomed. Mater. Res. 35 (1997) 513.

    Article  CAS  Google Scholar 

  5. Y. NAGASAKI, T. OKADA and C. SCHOLZ, The reactive polymeric micelle based on an aldehyde-ended poly(ethylene glycol)/poly(lactide) block copolymer, Macromolecules 31 (1998) 1473.

    Article  CAS  Google Scholar 

  6. E. S. CARLISLE, M. R. MARIAPPAN, K. D. NELSON, B. E. THOMES, R. B. TIMMONS, A. CONSTANTINESCU, R. C. EBERHART and P. E. BANKEY, Enhancing hepatocyte adhesion by pulsed plasma deposition and polyethylene glycol coupling, Tissue Eng. 6 (1) (2000) 45.

    Article  CAS  Google Scholar 

  7. D. A. BARRERA, E. ZYLSTRA, P. T. LANSBURY, and R. LANGER, Synthesis and RGD peptide modification of a new biodegradable copolymer: poly(lactide-co-lysine), J. Am. Chem. Soc. 115 (1993) 11010.

    Article  CAS  Google Scholar 

  8. H. G. ZHU, J. JI, M. A. BARBOSA and J. C. SHEN, Protein electrostatic self-assembly on poly(DL-lactide) scaffold to promote osteoblast growth, J. Biomed. Mater. Res. Part B Appl. Biomater. 71B (2004) 159.

    Article  CAS  Google Scholar 

  9. H. G. ZHU, J. JI and J. C. SHEN, Surface engineering of poly (DL-lactic acid) by entrapment of biomacromolecules, Macromol. Rapid Commun. 23 (2002) 819.

    Article  CAS  Google Scholar 

  10. R. A. QUIRK, M. C. DAVIES, S. J. B. TENDLER and K. M. SHAKESHEFF, Surface engineering of poly(lactic acid) by entrapment of modifying species, Macromolecules 33 (2) (2000) 258.

    Article  CAS  Google Scholar 

  11. R. A. QUIRK, M. C. DAVIES, S. J. B TENDLER, W. C. CHAN and K. M. SHAKESHEFF, Controlling biological interactions with poly(lactic acid) by surface entrapment modification, Langmuir 17 (9) (2001) 2817.

    CAS  Google Scholar 

  12. J. L. DALSIN, B. H. HU, B. P. LEE and P. B. MESSERSMITH, Mussel adhesive protein mimetic polymers for the preparation of nonfouling surfaces, J. Am. Chem. Soc. 125 (2003) 4253.

    Article  CAS  Google Scholar 

  13. A. GOPFERICH, S. PETER, A. LUCKE, L. LU and A. G. MIKOS, Modulation of marrow stromal cell function using poly(D,L-lactic acid)-block-poly(ethylene glycol)-monomethyl ether surfaces, J. Biomed. Mater. Res. 46 (1999) 390.

    Article  CAS  Google Scholar 

  14. J. K. TESSMAR, A. G. MIKOS, and A. GOPFERICH, Amine-reactive biodegradable diblock copolymers, Biomacromolecules 3 (2002) 194.

    Article  CAS  Google Scholar 

  15. J. TESSMAR, A. MIKOS and A. GOPFERICH, The use of poly(ethylene glycol)-block-poly(lactic acid) derived copolymers for the rapid creation of biomimetic surfaces, Biomaterials 24 (2003) 4475.

    Article  CAS  Google Scholar 

  16. E. LIEB, M. HACKER, J. TESSMAR, L. A. KUNZ-SCHUGHART, J. FIEDLER, C. DAHMEN, U. HERSEL, H. KESSLER, M. B. SCHULZ and A. GOPFERICH, Mediating specific cell adhesion to low-adhesive diblock copolymers by instant modification with cyclic RGD peptides, Biomaterials 26 (15) (2005) 2333.

    Article  CAS  Google Scholar 

  17. K. SIMONS and E. IKONEN, How cells handle cholesterol, Science 290 (2000) 1721.

    Article  CAS  Google Scholar 

  18. J. J. HWANG, S. N. IYER, S. L. LI, R. CLAUSSEN, D. A. HARRINGTON and S. I. STUPP, Self-assembling biomaterials: Liquid crystal phases of cholesteryl oligo(L-lactic acid) and their interactions with cells, PNAS 99 (2002) 9662.

    Article  CAS  Google Scholar 

  19. R. E. DRUMRIGHT, P. R. GRUBER and D. E. HENTON, Polylactic acid technology, Advanced Materials 23 (2000) 1841.

    Article  Google Scholar 

  20. H. A. KLOK, J. J. HWANG, S. N. IYER and S. I. STUPP, Cholesteryl-(L-Lactic acid) n building blocks for self-assembling biomaterials, Macromolecules 35 (2002) 746.

    Article  CAS  Google Scholar 

  21. R. N. BLUM and R. A. WRIGHT, Detection of pyuria and bacteriuria in symptomatic ambulatory women, J. Gen. Intern. Med. 7 (1992) 140.

    CAS  Google Scholar 

  22. M. V. RISBUD, M. R. BHONDE and R. R. BHONDE, Effect of chitosan-polyvinyl pyrrolidone hydrogel on proliferation and cytokine expression of endothelial cells: Implications in islet immunoisolation, J. Biomed. Mater. Res. 57 (2001) 300.

    Article  CAS  Google Scholar 

  23. C. F. DE, S. GAUFILLIER, A. BONNAUD, M. SABATINI, C. LESUR and P. PASTOUREAU, YKL-40 (Cartilage gp-39) induces proliferative events in cultured chondrocytes and synoviocytes and increases glycosaminoglycan synthesis in chondrocytes, Biochem. Biophys. Res. Commun. 285 (2001) 926.

    Article  Google Scholar 

  24. H. G. ZHU, J. JI, Q. G. TAN, M. A. BARBOSA and J. C. SHEN, Surface engineering of poly(DL-lactide) via electrostatic self-assembly of extracellular matrix-like molecules, Biomacromolecules 4 (2003) 378.

    Article  CAS  Google Scholar 

  25. S. BANCEL and W. S. HU, Confocal laser scanning microscopy examination of cell distribution in macroporous microcarriers, Biotechnol. Prog. 12 (1996) 398.

    Article  CAS  Google Scholar 

  26. D. A. WANG, J. JI, C. Y. GAO, G. H. YU and L. X. FENG, Surface coating of stearyl poly(ethylene oxide) coupling-polymer on polyurethane guiding catheters with poly(ether urethane) film building additive for biomedical applications, Biomaterials 22 (2001) 1549.

    Article  CAS  Google Scholar 

  27. Y. Q. WAN, W. N. CHEN, J. YANG, J. Z. BEI and S. G. WANG, Biodegradable poly(L-lactide)-poly(ethylene glycol) multiblock copolymer: synthesis and evaluation of cell affinity, Biomaterials 24 (2003) 2195.

    Article  CAS  Google Scholar 

  28. M. BAIARDO, G. FRISONI, M. SCANDOLA, M. RIMELEN, D. LIPS, K. RUFFIEUX and E. WINTERMANTEL, Thermal and mechanical properties of plasticized poly(L-lactic acid), J. Appl. Poly. Sci. 90 (2003) 1731.

    Article  CAS  Google Scholar 

  29. D. A. WANG, J. JI, and L. X. FENG, Surface analysis of poly(ether urethane) blending stearyl poly(ethylene oxide) coupling polymer, Macromolecules 33 (2000) 8472.

    Article  CAS  Google Scholar 

  30. C. S. CHEN, M. MRKSICH, S. HUANG, G. M. WHITESIDES and D. E. INGBER, Geometric control of cell life and death, Science 276 (1997) 1425.

    Article  CAS  Google Scholar 

  31. P. GOPALAKRISHNA, S. K. CHAUBEY, P. S. MANOGARAN and G. PANDE, Modulation of α5 β1 integrin functions by the phospholipid and cholesterol contents of cell membranes, J. Cell Biochem. 77 (2000) 517.

    Article  CAS  Google Scholar 

  32. H. OTSUKA, Y. NAGASAKI and K. KATAOKA, Characterization of aldehyde-PEG tethered surfaces: influence of PEG chain length on the specific biorecognition, Langmuir 20 (26) (2004) 11285.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Jian Ji.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yu, G., Ji, J. & Shen, J. Synthesis and characterization of cholesterol-poly(ethylene glycol)-poly(D,L-lactic acid) copolymers for promoting osteoblast attachment and proliferation. J Mater Sci: Mater Med 17, 899–909 (2006). https://doi.org/10.1007/s10856-006-0188-5

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10856-006-0188-5

Keywords

Navigation