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Surface modification of polycarbonate urethane by covalent linkage of heparin with a PEG spacer

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Abstract

Heparin was grafted onto polycarbonate urethane (PCU) surface via a three-step procedure utilizing, αω-diamino-poly(ethylene glycol) (APEG, M n=2 000) as a spacer. In the first step, isocyanate functional groups were introduced onto PCU surface by the treatment of hexamethylene diisocyanate (HDI) in the presence of di-n-butyltin dilaurate (DBTDL) as a catalyst. In the second step, APEG was linked to the PCU surface to obtain the APEG conjugated PCU surface (PCU-APEG). In the third step, heparin was covalently coupled with PCU-APEG in the presence of N-hydroxysuccinimide (NHS) and 1-ethyl-3-(3-dimethylamidopropyl) carbodiimide (EDAC). The amount of heparin (1.639 μg/cm2) covalently immobilized on the PCU-APEG surface was determined by the toluidine blue method. The modified surface was characterized by water contact angle, attenuated total reflection Fourier transform infrared spectroscopy (ATR-FTIR), X-ray photoelectron spectroscopy (XPS), and atomic force microscopy (AFM). The hemocompatibility was preliminarily studied by platelet adhesion test. The results indicated that heparin was successfully grafted onto the PCU surface, and meanwhile the hydrophilicity and hemocompatibility of the modified PCU surface were improved significantly compared with the blank PCU surface.

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References

  1. Ghanbari H, Viatge H, Kidane A G et al. Polymeric heart valves: New materials, emerging hopes[J]. Trends in Biotechnology, 2009, 27(6): 359–367.

    Article  Google Scholar 

  2. Zhang S F, Feng Y K, Zhang L et al. Biodegradable polyesterurethane networks for controlled release of aspirin[J]. Journal of Applied Polymer Science, 2010, 116(2): 861–867.

    Article  Google Scholar 

  3. Feng Y K, Xue Y, Guo J T et al. Synthesis and characterization of poly(carbonate urethane) networks with shapememory properties[J]. Journal of Applied Polymer Science, 2009, 112(1): 473–478.

    Article  Google Scholar 

  4. Feng Y K, Zhang S F, Zhang L et al. Release of aspirin from biodegradable polyesterurethane networks[J]. Advanced Materials Research, 2009, 79–82: 1431–1434.

    Article  Google Scholar 

  5. Arrigo D, Giordano P, Macchi C et al. Synthesis, platelet adhesion and cytotoxicity studies of new glycerophosphoryl-containing polyurethanes[J]. International Journal of Artificial Organs, 2007, 30(2): 133–143.

    Google Scholar 

  6. Chen K Y, Kuo J F, Chen C Y. Synthesis, characterization and platelet adhesion studies of novel ion-containing aliphatic polyurethanes[J]. Biomaterials, 2000, 21(2): 161–171.

    Article  Google Scholar 

  7. Zhao H Y, Feng Y K, Guo J T. Grafting of poly(ethylene glycol) monoacrylate onto polycarbonateurethane surfaces by ultraviolet radiation grafting polymerization to control hydrophilicity[J]. Journal of Applied Polymer Science, 2011, 119(6): 3717–3727.

    Article  Google Scholar 

  8. Aksoy A E, Hasirci V, Hasirci N et al. Surface modification of polyurethanes with covalent immobilization of heparin[ J]. Macromolecular Symposia, 2008, 269(1): 145–153.

    Article  Google Scholar 

  9. Byun Y, Jacobs H A, Kim S W. Mechanism of thrombin inactivation by immobilized heparin[J]. Journal of Biomedical Materials Research, 1996, 30(4): 423–427.

    Article  Google Scholar 

  10. Huang X J, Guduru D, Xu Z K et al. Immobilization of heparin on polysulfone surface for selective adsorption of low-density lipoprotein (LDL)[J]. Acta Biomaterialia, 2010, 6(3): 1099–1106.

    Article  Google Scholar 

  11. Liu C X, Zhang D R, He Y et al. Modification of membrane surface for anti-biofouling performance: Effect of anti-adhesion and anti-bacteria approaches[J]. Journal of Membrane Science, 2010, 346(1): 121–130.

    Article  Google Scholar 

  12. Zhang L H, Wu D, Chen Y S et al. Surface modification of polymethyl methacrylate intraocular lenses by plasma for improvement of antithrombogenicity and transmittance[J]. Applied Surface Science, 2009, 255(15): 6840–6845.

    Article  Google Scholar 

  13. Lu Q, Zhang S J, Hu K et al. Cytocompatibility and blood compatibility of multifunctional fibroin/collagen/heparin scaffolds[J]. Biomaterials, 2007, 28(14): 2306–2313.

    Article  Google Scholar 

  14. Chen H, Chen Y, Sheardown H et al. Immobilization of heparin on a silicone surface through a heterobifunctional PEG spacer[J]. Biomaterials, 2005, 26(35): 7418–7424.

    Article  Google Scholar 

  15. Kingshott P, Thissen H, Griesser H J. Effects of cloudpoint grafting, chain length, and density of PEG layers on competitive adsorption of ocular proteins[J]. Biomaterials, 2002, 23(9): 2043–2056.

    Article  Google Scholar 

  16. Chen H, Hu X Y, Zhang Y X et al. Effect of chain density and conformation on protein adsorption at PEG-grafted polyurethane surfaces[J]. Colloids and Surfaces B: Biointerfaces, 2008, 61(2): 237–243.

    Article  Google Scholar 

  17. Ko Y G, Kim Y H, Park K D et al. Immobilization of poly(ethylene glycol) or its sulfonate onto polymer surfaces by ozone oxidation[J]. Biomaterials, 2001, 22(15): 2115–2123.

    Article  Google Scholar 

  18. Jo S, Park K. Surface modification using silanated poly(ethylene glycol)s[J]. Biomaterials, 2000, 21(6): 605–616.

    Article  Google Scholar 

  19. Lee J H, Lee H B, Andrade J D. Blood compatibility of polyethylene oxide surfaces[J]. Progress in Polymer Science, 1995, 20(6): 1043–1079.

    Article  Google Scholar 

  20. Oh S J, Jung J C, Zin W C. Synthesis and surface property variations of polypropylene-graft-poly(ethylene glycol)[ J]. Journal of Colloid and Interface Science, 2001, 238(1): 43–47.

    Article  Google Scholar 

  21. Altankov G, Thom V, Groth T et al. Modulating the biocompatibility of polymer surfaces with poly (ethylene glycol): Effect of fibronectin[J]. Journal of Biomedical Materials Research, 2000, 52(1): 219–230.

    Article  Google Scholar 

  22. Klee D, Hocker H. Polymers for biomedical applications: Improvement of the interface compatibility[J]. Biomedical Applications: Polymer Blends, 1999, 149: 1–57.

    Article  Google Scholar 

  23. Tziampazis E, Kohn J, Moghe P V. PEG-variant biomaterials as selectively adhesive protein templates: Model surfaces for controlled cell adhesion and migration[J]. Biomaterials, 2000, 21(5): 511–520.

    Article  Google Scholar 

  24. Kang I K, Seo E J, Huh M W et al. Interaction of blood components with heparin-immobilized polyurethanes prepared by plasma glow discharge[J]. Journal of Biomaterials Science Polymer Edition, 2001, 12(10): 1091–1108.

    Article  Google Scholar 

  25. Mongondry P, Bonnans-Plaisance C, Jean M et al. Mild synthesis of amino-poly(ethylene glycol)s: Application to steric stabilization of clays[J]. Macromolecular Rapid Communications, 2003, 24(11): 681–685.

    Article  Google Scholar 

  26. Wissinka M J, Beerninka R, Pieperb J S et al. Immobilization of heparin to EDC/NHS-crosslinked collagen, characterization and in vitro evaluation[J]. Biomaterials, 2001, 22(2): 151–163.

    Article  Google Scholar 

  27. Smith P K, Mallia A K, Hermanson G T. Colorimetric method for the assay of heparin content in immobilized heparin preparations[J]. Analytical Biochemistry, 1980, 109(2): 466–473.

    Article  Google Scholar 

  28. Kim Y J, Kang I K, Huh M W et al. Surface characterization and in vitro blood compatibility of poly(ethylene terephthalate) immobilized with insulin and/or heparin using plasma glow discharge[J]. Biomaterials, 2000, 21(2): 121–130.

    Article  Google Scholar 

  29. Kang I K, Kwon O H, Lee Y M et al. Preparation and surface characterization of functional group-grafted and hepimmobilized polyurethanes by plasma glow discharge[J]. Biomaterials, 1996, 17(8): 841–847.

    Article  Google Scholar 

  30. Meng J, Kong H, Xu H Y et al. Improving the blood compatibility of polyurethane using carbon nanotubes as fillers and its implications to cardiovascular surgery[J]. Journal of Biomedical Materials Research Part A, 2005, 74(2): 208–214.

    Article  Google Scholar 

  31. Mai S M, Abbot A, Norton D et al. Synthesis and characterization of block copolymers of polyoxyethylene and polylactide with different architectures[J]. Macromolecular Chemistry and Physics, 2009, 210(10): 840–851.

    Article  Google Scholar 

  32. Tseng Y C, Park K. Synthesis of photoreactive poly(ethyleneglyco1) and its application to the prevention of surface-induced platelet activation[J]. Journal of Biomedical Material Research Part A, 1992, 26(3): 373–391.

    Article  Google Scholar 

  33. Petitou M, Casu B, Lindahl U. 1976–1983, a critical period in the history of heparin: The discovery of the antithrombin binding site[J]. Biochimie, 2003, 85(1/2): 83–89.

    Article  Google Scholar 

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Authors and Affiliations

  1. School of Chemical Engineering and Technology, Tianjin University, Tianjin, 300072, China

    Yakai Feng  (冯亚凯), Hong Tian  (田 鸿), Mingqi Tan  (谭明奇) & Pengfei Zhang  (张鹏飞)

  2. Joint Laboratory for Biomaterials and Regenerative Medicine, Tianjin University-Helmholtz-Zentrum Geesthacht, Tianjin, 300072, China

    Yakai Feng  (冯亚凯)

  3. Kantstr. 55, 14513, Teltow, Germany

    Yakai Feng  (冯亚凯)

  4. Key Laboratory of Systems Bioengineering, Ministry of Education, Tianjin University, Tianjin, 300072, China

    Yakai Feng  (冯亚凯)

  5. Tianjin Chest Hospital, Tianjin, 300051, China

    Qingliang Chen  (陈庆良) & Jianshi Liu  (刘建实)

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  1. Yakai Feng  (冯亚凯)
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  2. Hong Tian  (田 鸿)
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  3. Mingqi Tan  (谭明奇)
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  4. Pengfei Zhang  (张鹏飞)
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  5. Qingliang Chen  (陈庆良)
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  6. Jianshi Liu  (刘建实)
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Corresponding author

Correspondence to Yakai Feng  (冯亚凯).

Additional information

Supported by International Cooperation from Ministry of Science and Technology of China (No. 2008DFA51170), and Science and Technology Project of Tianjin Municipal Science and Technology Commission(No. 08ZCKFSF03300).

Feng Yakai, born in 1966, male, Dr, Prof.

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Feng, Y., Tian, H., Tan, M. et al. Surface modification of polycarbonate urethane by covalent linkage of heparin with a PEG spacer. Trans. Tianjin Univ. 19, 58–65 (2013). https://doi.org/10.1007/s12209-013-1894-y

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  • DOI: https://doi.org/10.1007/s12209-013-1894-y

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