The Biocompatibility of Sulfobetaine Engineered Poly (Ethylene Terephthalate) by Surface Entrapment Technique

Abstract

Sulfobetaine-modified poly(ethylene terephthalate) (PET) systems were created by physically entrapping the zwitterionic species on the PET surface. The presence of the sulfobetiane molecules on these surfaces were verified by ATR-FTIR and SEM-EDAX analysis, while wettability of the films was investigated by water contact angle measurements. The blood compatibility of the modified films was evaluated by platelet adhesion in human platelet-rich plasma (PRP). The adhesion and inflammatory response of Mouse RAW 264.7 macrophage cells were studied. The surface induced cellular inflammatory response was determined by quantifying the expression levels of proinflammatory cytokines namely TNF-α and IL-1β by measuring their mRNA profiles in the cells using real time polymerase chain reaction normalized to the housekeeping gene GAPDH. L-929 fibroblast cells were used to assess the propensity of the materials to support the fibroblast cell adhesion. A lower platelet adhesion and activation were observed on the sulfobetaine-modified PET film incubated in PRP after 2h when compared to control. The modified film reduced cellular adhesion events ( p<0.05) with respect to the base material, which could be linked to the reduced protein adsorption observed on this surface. The cellular inflammatory response was suppressed on sulfobetaine-modified substrate. Expression levels of pro-inflammmatory cytokines (TNF-α and IL-1β) was found to be upregulated on bare PET, while it was significantly lower on modified PET ( p<0.001). Thus the sulfobetaine entrapment process can be applied on PET in order to achieve low biointeractions and reduced inflammatory host response for various biomedical and biotechnological applications.

Keywords

blood compatibility cellular adhesion inflammatory response pro-inflammatory cytokines real-time PCR Zwitterionic.

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References

Montargent, B. and Letourneur, D. Toward New Biomaterial, Infect. Control Hosp. Epidemiol., 2000: 21: 404-410.

Ishihara, K. Novel Polymeric Materials for Obtaining Blood Compatible Surfaces, Trends Polym. Sci., 1997 : 5: 401-407.

Bridges, A.W. , Singh, N. , Burns , K.L. , Babensee, J.E. , Lyon, L.A. and Garcia, A.J. Reduced Acute Inflammatory Responses to Microgel Conformal Coatings, Biomaterials , 2008: 29: 4605-4615.

Anderson, J.M. , Rodriguez, A. and Chang, D.T. Foreign Body Reaction to Biomaterials, Semin. Immunol., 2008: 20: 86-100.

Ratner, B.D. and Bryant, S.J. Biomaterials: Where We Have Been and Where We Are Going, Annu. Rev. Biomed. Eng., 2004 : 6: 41-75.

Karck, M. Forgione, L. and Haverich, A. The Efficacy of Controlled Antibiotic Release for Prevention of Polyethyleneterephthalate- (Dacron-) Related Infection in Cardiovascular Surgery, Clin. Mater., 1993: 13: 149-154.

Struszczyk, M.H. , Bednarek, P. and Raczynski, K. Synthetic Vascular Prostheses, Polim, Med., 2002: 32: 13.

Haulon, S. , Devos, P. , Willoteaux, S. et al. Risk Factors of Early and Late Complications in Patients Undergoing Endovascular Aneurysm Repair, Eur. J. Vasc. Endovasc. Surg. , 2003: 25: 118-124.

O’Brien, T. and Collin, J. Prosthetic Vascular Graft Infection , Br. J. Surg., 1992: 79: 1262-1267.

10.

Struszczyk, M.H. , Bednarek, P. and Raczynski, K. Synthetic Vascular Prostheses, Polym. Med., 2002: 32: 13-22.

11.

Hayward, J.A. and Chapman, D. Biomembrane Surfaces as Models for Polymer Design the Potential for Hemocompatibility, Biomaterials , 1984: 5(3): 135-142.

12.

Ishihara, K. , Nakabayashi, N. , Sakakida, M. , Nishida, K. and Shichiri, M. ( 1998). Biocompatible Microdialysis Hollow-fiber Probes for Long-term In Vivo Glucose Monitoring, In: Akmal, N. and Usmani, A. (eds), Polymers in Sensors: Theory and Practice, ACS Symposium Series, Washington, DC, American Chemical Society, Vol. 690, pp. 25-33.

13.

Ishihara, K. , Oshida, H. , Endo, Y. , Wanatabe, A. , Ueda, T. and Nakabayashi , N. Effects of Phospholipid Adsorption on Nonthrombogenicity of Polymer with Phospholipid Polar Group , J. Biomed. Mater. Res., 1993: 27: 1309-1314.

14.

Ishihara, K. New Polymeric Biomaterials-phospholipid Polymers with a Biocompatible Surface, Front. Med., Biol. Eng., 2000: 10: 83-95.

15.

Lewis, A.L. , Hughes, P.D. , Kirkwood, L.C. , Leppard, S.W. , Redman, R.P. and Tolhurst, L.A. Synthesis and Characterisation of Phosphorylcholine-based Polymers Useful for Coating Blood Filtration Devices, Biomaterials , 2000: 21: 1847-1859.

16.

Lewis, A.L. Phosphorylcholine-based Polymers and Their Use in the Prevention of Biofouling, Colloids Surf., 2000: 18: 261-275.

17.

Watanabe, A. , Kojima, M. , Ishihara , K. and Nakabayashi , N. (1989). Interaction of Platelets and Cultured Cells with Polymers Containing Phospholipid Polar Groups, Reports of the Institute for Medical and Dental Engineering , Tokyo Medical and Dental University, Vol. 23, pp. 31-39.

18.

McCormick, C.L. and Salazar, L.C. Water-soluble Copolymers. Ampholytic Copolymers of Sodium 2-(Acrylamido)-2-Methylpropanesulfonate with [2-(Acrylamido)-2-Ethylpropyl]Trimethylammonium Chloride, Polymer, 1992: 33: 4617.

19.

Monroy Soto, V.M. and Galin, J.C. Poly(Sulphopropylbetaines): 2. Dilute Solution Properties, Polymer, 1984 : 25: 121.

20.

Salamone, J.C. , Volksen, W. , Israel , S.C. , Olson, A.P. and Raia, D.C. Preparation of Inner Salt Polymers from Vinylimidazolium Sulphobetaines, Polymer, 1977: 18: 1058.

21.

Liaw, D.J. , Lee, W.F. and Whung, Y.C. 3-Dimethyl(Methacryloyloxyethyl) Ammonium Propane Sulfonate, J. Appl. Polym. Sci., 1987: 34: 999.

22.

Khandwekar, A.P. , Patil, D.P. , Khandwekar, V. , Shouche, Y.S. , Sawant, S. and Doble, M. TecoflexTM Functionalization by Curdlan and its Effect on Protein Adsorption and Bacterial and Tissue Cell Adhesion, J. Mater. Sci.: Mater. Med., 2009: 20: 1115-1129.

23.

Khandwekar, A.P. , Patil, D.P. , Shouche, Y.S. and Doble, M. Controlling Biological Interactions with Surface Entrapment-modified Polyurethane, J. Med. Biol Eng., 2009: 29: 84-91.

24.

Goodman, S.B.

Does the Immune System Play a Role in Loosening and Osteolysis of Total Joint Replacements?

J. Long Term Eff. Med. Implants, 1996: 6: 91-101.

25.

Bustin, S.A. Absolute Quantification of mRNA Using Real-time Reverse Transcription Polymerase Chain Reaction Assays, J. Mol. Endocrinol., 2000: 25(2): 169-193.

26.

Suzuki, T. , Higgins, P.J. and Crawford, D.R. Control Selection for RNA Quantitation, Biotechniques , 2000: 29: 332-337.

27.

Glu, G.B. and Arica, M.Y. Surface Energy Components of a Dye-ligand Immobilized pHEMA Membranes: Effects of Their Molecular Attracting Forces for Non-covalent Interactions with IgG and HSA in Aqueous Media, Int. J. Biol. Macromol., 2005: 37: 249-256.

28.

Russ, I.G. ( 1971). Energy Dispersive X-ray Analysis on, the Scanning Electron Microscope, In: Energy Dispersive X-ray Analysis , Philadelphia, STP, 485, American Society for Testing and 154, pp. 154-179.

29.

Egyhazi, T. , Scholtz, J. and Beskov, V.S. SEM-EDAX Investigations of Use-related Microstructural Changes in an Ammonia Synthesis Catalyst, React. Kinet. Catal., Lett., 1984: 24: 1-8.

30.

Venugopal, B. , James, T. , Nirmala , R. and Jayakrishnan , A. A Photochemical Method for Immobilization of Azidated Dextran onto Aminated Poly(Ethylene Terephthalate) Surfaces, Polym. Int., 2008 : 57: 124-132.

31.

Lee, J.H. , Ju, Y.M. and Kim , D.M. Platelet Adhesion onto Segmented Polyurethane Film Surfaces Modified by Addition and Crosslinking of PEO-containing Block Copolymers, Biomaterials, 2000: 21: 683-691.

32.

Li, Y.J. , Nakaya, T. , Zhang , Z. and Kodama, M. Blood Compatible Phospholipid-containing Polyurethanes: Synthesis, Characterization, and Blood Compatibility Evaluation, J. Biomater. Appl., 1997: 122: 167-191.

33.

Kang, I.K. , Kwon, O.H. , Kim, M.K. , Lee, Y.M. and Sung, Y.K. In Vitro Blood Compatibility of Functional Group-grafted and Heparin Immobilized Polyurethanes Prepared by Plasma Glow Discharge, Biomaterials , 1997: 18: 1099-1107.

34.

Leong, D.T. , Gupta, A. , Bai , H.F. et al. Absolute Quantification of Gene Expression in Biomaterials Research Using Real-time PCR, Biomaterials , 2007: 28: 203-210.

35.

Hayward, J.A. and Chapman, D. Biomembrane Surfaces as Models for Polymer Design: the Potential for Haemocompatibility, Biomaterials , 1984: 5: 135-142.

36.

Chin, J.A. , Horbett, T.A. and Ratner, B.D. Baboon Fibrinogen Adsorption and Platelet Adhesion to Polymeric Materials , Thromb. Haemost., 1991: 65: 608-617.

37.

Ishihara, K. Novel Polymeric Materials for Obtaining Blood Compatible Surfaces, Trends Polym. Sci., 1997 : 5: 401-407.

38.

Ishihara, K. , Aragaki, R. , Ueda , T. , Watenabe, A. and Nakabayashi , N. Reduced Thromogenicity of Polymers Having Phospholipid Polar Groups, J. Biomed. Mater. Res., 1990: 24: 1069-1077.

39.

West, S.L. , Salvage, J.P. , Lobb, E.J. et al. The Biocompatibility of Crosslinkable Copolymer Coatings Containing Sulfobetaines and Phosphobetaines, Biomaterials, 2004: 25: 1195-1204.

40.

Cheng, G. , Zhang, Z. , Chen, S. , Bryers, J.D. and Jiang, S. Inhibition of Bacterial Adhesion and Biofilm Formation on Zwitterionic Surfaces , Biomaterials, 2007: 28: 4192-4199.

41.

Zhang, Z. , Chen, S.F. , Chang, Y. and Jiang, S.Y. Surface Grafted Sulfobetaine Polymers Via Atom Transfer Radical Polymerization as Superlow Fouling Coatings, J. Phys. Chem. B, 2006: 110: 10799-10804.

42.

Chen, S.F. , Yu, F.C. , Yu, Q.M. , He, Y. and Jiang, S.Y. Strong Resistance of a Thin Crystalline Layer of Balanced Charged Groups to Protein Adsorption, Langmuir, 2006 : 22(19): 8186-8191.

43.

Li, L.Y. , Chen, S.F. , Zheng, J. , Ratner, B.D. and Jiang, S.Y. Protein Adsorption on Oligo(EthyleneGlycol)-terminated Alkanethiolate Self-assembled Monolayers: the Molecular Basis for Nonfouling Behavior, J. Phys. Chem., 2005: B109: 2934-2941.

44.

Chen, S.F. , Li, L.Y. , Boozer, C.L. and Jiang, S.Y. Controlled Chemical and Structural Properties of Mixed Self-assembled Monolayers of Alkanethiols on Au, Langmuir, 2000: 16: 9287-9293.

45.

Krishna, O.D. , Kim, K. and Byun, Y. Covalently Grafted Phospholipid Monolayer on Silicone Catheter Surface for Reduction in Platelet Adhesion, Biomaterials, 2005: 26: 7115-7123.

46.

Ratner, B.D. , Hoffmann, F.J. , Schoen, J.E. and Lemons, F. ( 1996). Biomaterials Science: an Introduction to Materials and Medicine, New York, NY , Academic Press.

47.

Chapman, R.G. , Ostuni, E. , Liang , M.N. et al. Polymeric Thin Films that Resist the Adsorption of Proteins and the Adhesion of Bacteria , Langmuir, 2001: 17: 1225-1233.