Surface modification of silk fibroin films with zwitterionic phosphobetaine to improve the hemocompatibility

Abstract

Zwitterionic phosphobetaine bearing a hydroxyl and a zwitterionic group, 8-hydroxy-2-octyl phosphorylcholine (HOPC), was synthesized and constructed to the surface of silk fibroin(SF) films in order to improve the hemocompatibility of fibroin films by a an isocyanate head group. The surface characteristics of the modified films were measured by attenuated total reflection Fourier transform infrared spectroscopy (ATR-FTIR) and electron spectroscopy for chemical analysis (ESCA), displaying the successful immobilization of Zwitterionic phosphobetaine on the surface of these fibroin films. Moreover, the further platelet adhesion test in platelets rich plasma (PRP) of human beings showed the zwitterionic phosphobetaine led mainly to good nonthrombogenicity. The experimental results indicated a reasonable approach to improve the blood compatibility of fibroin films.

Keywords

zwitterionic / phosphobetaine / silk fibroin / blood compatibility / platelet adhesion

References

[1] Lin S.C. The Progress of Molecular Engineering Research of Polymer Biomaterial[J]. Chinese Polym. Bull., 1997, 1: 1-7.

[2] Lin S.C. Proteins’ Natural Conformation and Biomaterials’ Biocompatibility[J]. Chinese Polym. Bull., 1998, 1: 1-10.

[3] Ishihara K., Ueda T., Nakabayashi N. Preparation of Phospholipid Polylners and Their Properties as Polymer Hydrogel Membranes[J]. Polymer J., 1990, 22: 355-360.

[4] Ai F., Yuan Y.L., Wu Y.D., . Synthesis Studies on Blood Compatible Materials VIII: Polyurethane Surface Grafted with Sulfo-ammonium Zwitterions Monomer Activated by Ozone[J]. Acta Polymerica Sinica, 2002, 4: 535-539.

[5] Zhou J., Shen J., Lin S.C. Synthesis Studies on Blood Compatible Materials VII: A Novel Kind of Platelet Adhesion Resistant Polymers[J]. Chem. J. Chinese Univ., 2002, 23(12): 2393-2397.

[6] Zhang J., Yuan Y.L., Shen J., . Synthesis and Characterization of Chitosan Grafted Poly(N, N-dimethyl-N-methacryloxyethyl-N-(3-sulfopropyl) ammonium) Initiated by Ceric (IV) Ion[J]. Euro. Polym. J., 2003, 39(4): 847-850.

[7] Yuan J., Yuan Y.L., Shen J., . Construction of Sulfoammonium Zwitterionic Structure onto Surface of Polyurethane by HDI Spacer for Improving Blood Compatibility[J]. Chem. J. Chinese Univ., 2003, 24(5): 916-919.

[8] Zhang J., Yuan J., Yuan Y.L., . Platelet Adhesive Resistance of Segmented Polyurethane Film Surface-grafted with Vinyl Benzyl Sulfo Monomer of Ammonium Zwitterions[J]. Biomaterials, 2003, 24(23): 4223-4231.

[9] Xu J.M., Yuan Y.L., Shan B., . Ozone-induced Grafting Phosphorylcholine Polymer onto Silicone Film Grafting 2-methacryloyloxyethyl Phosphorylcholine onto Silicone Film to Improve Hemocompatibility[J]. Colloids and Surf. B Biointerfaces, 2003, 30(3): 215-223.

[10] Yuan J., Zhang J., Zhu J., . Reduced Platelet Adhesion on the Surface of Polyurethane Bearing Structure of Sulfobetaine[J]. J. Biomater. Appl., 2003, 18(2): 123-135.

[11] Yuan J., Mao C., Zhou J., . Chemical Grafting of Sulfobetaine onto Poly(ether urethane) Surface for Improving Blood Compatibility[J]. Polym. International, 2003, 52(12): 1869-1875.

[12] Yuan Y.L., Ai F., Zang X.P., . Polyurethane Vascular Catheter Surface Grafted with Zwitterionic Sulfobetaine Monomer Activated by Ozone[J]. Colloids and Surfaces B Biointerfaces, 2004, 35(1): 1-5.

[13] Liu P.S., Chen Q. Grafting of Zwitterion from Cellulose Membranes Via ATRP for Improving Blood Compatibility[J]. Biomacro Molecules, 2009, 10(10): 2809-2816.

[14] Wang L., Yang Z.M., Chen L., . Synthesis and Characterization of 2-Chloro-2-oxo-1, 3, 2-Dioxaphospholanes Containing Hydroxyl Group and Corresponding Phosphorylcholines[J]. Chem. J. Chinese Univ., 2003, 24(6): 1034-1036.

[15] Asakura T. Structural Chracterization of Silk Fibroin and Its Application to Enzyme-immobilization Materials[J]. Bioindustry, 1987, 4: 36-44.

[16] Kuxuhara A., Asakura T. Use of Silk Fibroin for Enzyme Membrane[J]. J. Biotech., 1987, 5: 199-207.

[17] Fang Y., Shao Z. Bombyx Mori Silk Fibroin-Based Immobilization Method for Preparation of Urea Electrode[J]. Electroanalysis, 1992, 4: 669-672.

[18] Yu T., Liu H. Characterization of Regenerated Silk Fibroin Membranes for Immobilizing Glucose Oxidase and Construction of a Tetrathiafulvalene-Mediating Glucose Sensor[J]. J. Appl. Polym. Sci., 1995, 58: 973

[19] Gu J.W., Yang X.L., Zhu H.S. Surface Sulfonation of Silk Fibroin Film by Plasma Treatment and in Vitro Antithrombogenicity Study[J]. Mater. Sci. Eng. C., 2002, 20: 199-202.

[20] Chen G., Zhou P., Mei N., . Silk Fibroin Modified Porous Poly(E-caprolactone) Scaffold for Human Fibroblast Culture in Vitro[J]. J. Mater. Sci., 2004, 15: 671-677.