Abstract
Synthetic biodegradable polyesters are commonly used in biomedical applications, especially as three-dimensional porous scaffolds for soft and hard tissue engineering. In addition to straightforward fabrication procedures, good mechanical strength and adjustable degradation properties all contribute to the appeal of these polymers. Still, scaffolds synthesized from polyesters are hydrophobic in nature and lack cell recognition signals. Coating or modifying their surface with molecules that enhance cellular adhesion and activity is therefore necessary to make them suitable as biomaterials, while preserving their bulk properties. This chapter reviews current strategies used to modify the surface of polyester-based scaffolds, with a specific focus on the modifications necessary to stimulate soft and hard tissue regeneration. The methods reviewed mostly involve two steps. During the first step, the polymer hydrophilicity is increased by generating carboxylic, amino or hydroxyl groups on the surface by either chemically or photochemically breaking the polymeric ester bonds, or by plasma treatment. This step also allows introducing functional groups on the polymeric surface, which can be used as anchors to bind biomolecules in the next step. In the second step, biomolecules of different types are bound to the previously modified polymer surface, to stimulate a specific tissue response. After providing an overview and many recent examples of the strategies used to achieve both steps, the chapter concludes by summarizing the main achievements to date and the challenges that still remain open.
Hesameddin Mahjoubi and Sara Abdollahi contributed equally to this chapter.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
Sipe, J.D., Tissue engineering and reparative medicine. Reparative Medicine: Growing Tissues and Organs, 961 (2002)
Hench, L.L.: Biomaterials. Science 208, 4446 (1980)
Castner, D.G., Ratner, B.D.: Biomedical surface science: Foundations to frontiers. Surf. Sci. 500(1–3), 28–60 (2002)
Kim, S.-H., Turnbull, J., Guimond, S.: Extracellular matrix and cell signalling: the dynamic cooperation of integrin, proteoglycan and growth factor receptor. J. Endocrinol. 209, 2 (2011)
Jiao, Y.P., Cui, F.Z.: Surface modification of polyester biomaterials for tissue engineering. Biomed. Mater. 2(4), R24–R37 (2007)
Zeb, G., et al.: Decoration of graphitic surfaces with Sn nanoparticles through surface functionalization using diazonium chemistry. Langmuir 1, 13042–13050 (2012)
Sabir, M., Xu, X., Li, L.: A review on biodegradable polymeric materials for bone tissue engineering applications. J. Mater. Sci. 44(21), 5713–5724 (2009)
Metcalfe, A.D., Ferguson, M.W.J.: Tissue engineering of replacement skin: the crossroads of biomaterials, wound healing, embryonic development, stem cells and regeneration. J. Roy. Soc. Interf. 4, 14 (2007)
Aragon, J., et al.: Development and characterization of a novel bioresorbable and bioactive biomaterial based on polyvinyl acetate, calcium carbonate and coralline hydroxyapatite. Mater. Res. -Ibero-Am. J. Mater. 14, 1 (2011)
Le Guehennec, L., Layrolle, P., Daculsi, G.: A review of bioceramics and fibrin sealant. Eur. Cells Mater. 8, 1–11 (2004)
Dhandayuthapani, B., et al.: Polymeric scaffolds in tissue engineering application: A review. Int. J. Polymer Sci. 2011, 1–19 (2011)
Thomson, R.C., et al.: Biodegradable polymer scaffolds to regenerate organs. Biopolymers Ii 122, 245–274 (1995)
Cheung, H.-Y., et al.: A critical review on polymer-based bio-engineered materials for scaffold development. Compos. B-Eng. 38, 3 (2007)
Seal, B.L., Otero, T.C., Panitch, A.: Polymeric biomaterials for tissue and organ regeneration. Mater. Sci. Eng. R-Reports 34, 4–5 (2001)
Gunatillake, P.A., Adhikari, R.: Biodegradable synthetic polymers for tissue engineering. Eur. Cells Mater. 5, 1–16 (2003)
Wang, S.G., Cui, W.J., Bei, J.Z.: Bulk and surface modifications of polylactide. Anal. Bioanal. Chem. 381(3), 547–556 (2005)
Lin Y et al (2006) Surface modification of poly (L-lactic acid) to improve its cytocompatibility via assembly of polyelectrolytes and gelatin. Acta Biomater 2(2):155–164
Vasita, R., Shanmugam, I.K., Katt, D.S.: Improved biomaterials for tissue engineering applications: Surface modification of polymers. Curr. Top. Med. Chem. 8(4), 341–353 (2008)
Ma, Z.W., Mao, Z.W., Gao, C.Y.: Surface modification and property analysis of biomedical polymers used for tissue engineering. Colloids Surf. B-Biointerf. 60(2), 137–157 (2007)
Jacobs, T., et al.: Plasma surface modification of biomedical polymers: Influence on cell-material interaction. Plasma Chem. Plasma Process. 32(5), 1039–1073 (2012)
Ratner, B.D.: Plasma deposition for biomedical applications—a brief review. J. Biomater. Sci. Polymer Edn. 4(1), 3–11 (1992)
Urano, Y., et al.: Production of 1-m size uniform plasma by modified magnetron-typed RF discharge with a subsidiary electrode for resonance. Thin Solid Films 316, 1–2 (1998)
Raizer, Y.P.: J. Atmos. Terr. Phys. 55(10), 1487 (1993). (Gas discharge physics: 1991, p. 449. Springer. Heidelberg, DM 148.00 hb, ISBN 3-540-19462-2)
Ohl, A., Schroder, K.: Plasma-induced chemical micropatterning for cell culturing applications: a brief review. Surf. Coat. Technol. 116, 820–830 (1999)
Boxman, R.L., Goldsmith, S., Greenwood, A.: Twenty-five years of progress in vacuum arc research and utilization. IEEE Trans. Plasma Sci. 25(6), 1174–1186 (1997)
Yushkov, G.Y., et al.: Effect of multiple current spikes on the enhancement of ion charge states of vacuum arc plasmas. J. Appl. Phys. 87(12), 8345–8350 (2000)
Oks, E.M., Yushkov, G.Y., Anders, A.: A summary of recent experimental research on ion energy and charge states of pulsed vacuum arcs. 23rd international symposium on discharges and electrical insulation in vacuum, 2008. ISDEIV 2008
Amoruso, S., et al.: Characterization of laser-ablation plasmas. J. Phys. B-Atomic Molecular Opt. Phys. 32(14), R131–R172 (1999)
Chan, C.M., Ko, T.M., Hiraoka, H.: Polymer surface modification by plasmas and photons. Surf. Sci. Rep. 24(1–2), 3–54 (1996)
Inagaki, N., Plasma Surface Modification and Plasma Polymerization. Pennsylvania, Technomic Publishing Company, Inc (1996)
Chu, P.K., et al.: Plasma immersion ion implantation, Äîa fledgling technique for semiconductor processing. Mater. Sci. Eng. R: Reports 17(6–7), 207–280 (1996)
Yang, J., Bei, J.Z., Wang, S.G.: Enhanced cell affinity of poly (D, L-lactide) by combining plasma treatment with collagen anchorage. Biomaterials 23, 12 (2002)
Kiaei, D., Hoffman, A.S., Horbett, T.A.: Tight-binding of albumin to glow-discharge treated polymers. J. Biomater. Sci. Polymer Edn 4, 1 (1992)
Garfinkle, A.M., et al.: Effects of a tetrafluoro ethylene glow-discharge on patency of small diameter dacron vascular grafts. Trans. Am. Soc. Artif. Inter. Organs 30, 169 (1984)
Gombotz, W.R., Hoffman, A.S.: Gas-discharge techniques for biomaterial modification. CRC Crit. Rev. Biocompat. 4, 1 (1987)
Bazaka, K., et al.: Plasma-assisted surface modification of organic biopolymers to prevent bacterial attachment. Acta Biomater. 7(5), 2015–2028 (2011)
Shen, H., et al.: The immobilization of basic fibroblast growth factor on plasma-treated poly(lactide-co-glycolide). Biomaterials 29, 15 (2008)
Shen, H., et al.: The bioactivity of rhBMP-2 immobilized poly(lactide-co-glycolide) scaffolds. Biomaterials 30, 18 (2009)
Chen, B., et al.: Homogeneous osteogenesis and bone regeneration by demineralized bone matrix loading with collagen-targeting bone morphogenetic protein-2. Biomaterials 28, 6 (2007)
Han, B., et al.: Collagen-targeted BMP3 fusion proteins arrayed on collagen matrices or porous ceramics impregnated with Type I collagen enhance osteogenesis in a rat cranial defect model. J. Orthopaedic Res. 20, 4 (2002)
Khorasani, M.T., Mirzadeh, H., Irani, S.: Plasma surface modification of poly (L-lactic acid) and poly (lactic-co-glycolic acid) films for improvement of nerve cells adhesion. Radiat. Phys. Chem. 77, 3 (2008)
Demina, T., et al.: DC discharge plasma modification of chitosan/gelatin/PLLA films: Surface properties, chemical structure and cell affinity. Surf. Coat. Technol. 207, 508–516 (2012)
van Wachem, P.B., et al.: Adhesion of cultured human endothelial cells onto methacrylate polymers with varying surface wettability and charge. Biomaterials 8(5), 323–328 (1987)
Chen, H., et al.: Electrospun chitosan-graft-poly (ɛ-caprolactone)/poly (ɛ-caprolactone) cationic nanofibrous mats as potential scaffolds for skin tissue engineering. Int. J. Biol. Macromol. 48(1), 13–19 (2011)
Demirbilek, M.E., et al.: Oxidative stress parameters of L929 cells cultured on plasma-modified PDLLA scaffolds. Appl. Biochem. Biotechnol. 164, 6 (2011)
Tian, H., et al.: Biodegradable synthetic polymers: Preparation, functionalization and biomedical application. Progress in Polymer Science 37, 2 (2012)
De Bartolo, L., et al.: Evaluation of cell behaviour related to physico-chemical properties of polymeric membranes to be used in bioartificial organs. Biomaterials 23, 12 (2002)
Groth, T., et al.: Interaction of human skin fibroblasts with moderate wettable polyacrylonitrile-copolymer membranes. J. Biomed. Mater. Res. 61, 2 (2002)
Croll, T.I., et al.: Controllable surface modification of poly(lactic-co-glycolic acid) (PLGA) by hydrolysis or aminolysis I: Physical, chemical, and theoretical aspects. Biomacromolecules 5(2), 463–473 (2004)
Zhu, Y.B., et al.: Immobilization of biomacromolecules onto aminolyzed poly(L-lactic acid) toward acceleration of endothelium regeneration. Tissue Eng. 10, 1–2 (2004)
Park, G.E., et al.: Accelerated chondrocyte functions on NaOH-treated PLGA scaffolds. Biomaterials 26(16), 3075–3082 (2005)
Ghasemi-Mobarakeh, L., et al.: Bio-functionalized PCL nanofibrous scaffolds for nerve tissue engineering. Mater. Sci. Eng. C 30(8), 1129–1136 (2010)
Zhu, H.G., Ji, J., Shen, J.C.: Construction of multilayer coating onto poly-(DL-lactide) to promote cytocompatibility. Biomaterials 25, 1 (2004)
Xie, Z., et al.: Electrospun poly(D, L)-lactide nonwoven mats for biomedical application: Surface area shrinkage and surface entrapment. J. Appl. Polym. Sci. 122(2), 1219–1225 (2011)
Thapa, A., et al.: Nano-structured polymers enhance bladder smooth muscle cell function. Biomaterials 24(17), 2915–2926 (2003)
Zhang, H.N., Lin, C.Y., Hollister, S.J.: The interaction between bone marrow stromal cells and RGD-modified three-dimensional porous polycaprolactone scaffolds. Biomaterials 30(25), 4063–4069 (2009)
Zhang, H.N., et al.: Chemically-conjugated bone morphogenetic protein-2 on three-dimensional polycaprolactone scaffolds stimulates osteogenic activity in bone marrow stromal cells. Tissue Eng. Part A 16(11), 3441–3448 (2010)
Zhu, Y.B., et al.: Esophageal epithelium regeneration on fibronectin grafted poly(L-lactide-co-caprolactone) (PLLC) nanofiber scaffold. Biomaterials 28(5), 861–868 (2007)
Jao, Y.P., et al.: Effect of hydrolysis pretreatment on the formation of bone-like apatite on poly(L-lactide) by mineralization in simulated body fluids. J. Bioactive Compat. Polymers 22(5), 492–507 (2007)
Poncinepaillard, F., Chevet, B., Brosse, J.C.: Modification of isotactic polypropylene by a cold-plasma or an electron-beam and grafting of the acrylic-acid onto these activated polymers. J. Appl. Polym. Sci. 53(10), 1291–1306 (1994)
Steffens, G.C., et al.: High density binding of proteins and peptides to poly(D, L-lactide) grafted with polyacrylic acid. Biomaterials 23(16), 3523–3531 (2002)
Ke, Y., et al.: Bioactive surface modification on amide-photografted poly(3-hydroxybutyrate-co-3-hydroxyvalerate). Biomed. Mater.6, 2 (2011)
Grondahl, L., Chandler-Temple, A., Trau, M.: Polymeric grafting of acrylic acid onto poly(3-hydroxybutyrate-co-3-hydroxyvalerate): Surface functionalization for tissue engineering applications. Biomacromolecules 6(4), 2197–2203 (2005)
Shibata, Y., et al.: Azidation of polyesters having pendent functionalities by using NaN3 or DPPA-DBU and photo-crosslinking of the azidopolyesters. Polym. J. 43(3), 272–278 (2011)
Bat, E., et al.: Crosslinking of trimethylene carbonate and D, L-Lactide (Co-) polymers by gamma irradiation in the presence of pentaerythritol triacrylate. Macromol. Biosci. 11(7), 952–961 (2011)
Ma, Z., Mao, Z., Gao, C.: Surface modification and property analysis of biomedical polymers used for tissue engineering. Colloids Surf. B 60(2), 137–157 (2007)
Shin, H., Jo, S., Mikos, A.G.: Biomimetic materials for tissue engineering. Biomaterials 24(24), 4353–4364 (2003)
Gamboa-Martinez, T.C., Gomez Ribelles J.L., Gallego Ferrer, G.: Fibrin coating on poly (L-lactide) scaffolds for tissue engineering. J. Bioactive Compat. Polymers, 26(5), 464–477 (2011)
Zhang, L.F., et al.: Hydrophilic poly (ethylene glycol) coating on PDLLA/BCP bone scaffold for drug delivery and cell culture. Mater. Sci. Eng., C 28(1), 141–149 (2008)
Yun, H.S., et al.: Biomimetic component coating on 3D scaffolds using high bioactivity of mesoporous bioactive ceramics. Int. J. Nanomed. 6, 2521–2531 (2011)
Tsai, W.B., et al.: Poly(dopamine) coating of scaffolds for articular cartilage tissue engineering. Acta Biomater. 7(12), 4187–4194 (2011)
Dupont, K., et al.: Synthetic scaffold coating with adeno-associated virus encoding BMP2 to promote endogenous bone repair. Cell Tissue Res., pp. 1–14
Davis, H.E., et al.: Osteogenic response to BMP-2 of hMSCs grown on apatite-coated scaffolds. Biotechnol. Bioeng. 108(11), 2727–2735 (2011)
Yanoso-Scholl, L., et al.: Evaluation of dense polylactic acid/beta-tricalcium phosphate scaffolds for bone tissue engineering. J. Biomed. Mater. Res., Part A 95A(3), 717–726 (2010)
Dee, K.C., Puleo, D.A., Bizios, R.: An introduction to tissue-biomaterial interactions, Hoboken, N.J., Wiley-Liss, p. 228
Fu, K., Klibanov, A.M., Langer, R.: Protein stability in controlled-release systems. Nat. Biotechnol. 18(1), 24–25 (2000)
Neff, J.A., Caldwell, K.D., Tresco, P.A.: A novel method for surface modification to promote cell attachment to hydrophobic substrates. J. Biomed. Mater. Res. 40(4), 511–519 (1998)
Goddard, J.M., Hotchkiss, J.H.: Polymer surface modification for the attachment of bioactive compounds. Prog. Polym. Sci. 32(7), 698–725 (2007)
Edlund, U., Sauter, T., Albertsson, A.C.: Covalent VEGF protein immobilization on resorbable polymeric surfaces. Polym. Adv. Technol. 22(1), 166–171 (2011)
Li, L., Wu, J., Gao, C.: Gradient immobilization of a cell adhesion RGD peptide on thermal responsive surface for regulating cell adhesion and detachment. Colloids Surf., B 85(1), 12–18 (2011)
Nakajima, N., Ikada, Y.: Mechanism of amide formation by carbodiimide for bioconjugation in aqueous-media. Bioconjug. Chem. 6(1), 123–130 (1995)
Chen, J.-P., Su C.-H.: Surface modification of electrospun PLLA nanofibers by plasma treatment and cationized gelatin immobilization for cartilage tissue engineering. Acta Biomaterialia, 7, 1 (2011)
Chen, J.P., Chiang, Y.P.: Surface modification of non-woven fabric by DC pulsed plasma treatment and graft polymerization with acrylic acid. J. Membrane Sci. 270, 1–2 (2006)
Grafahrend, D., et al.: Degradable polyester scaffolds with controlled surface chemistry combining minimal protein adsorption with specific bioactivation. Nat. Mater. 10(1), 67–73 (2011)
Koo, A.N., et al.: Enhanced bone regeneration by porous poly(L-lactide) scaffolds with surface-immobilized nano-hydroxyapatite. Macromol. Res. 18(10), 1030–1036 (2010)
Wu, J.D., et al.: Covalently immobilized gelatin gradients within three-dimensional porous scaffolds. Chin. Sci. Bull. 54(18), 3174–3180 (2009)
Brandley, B.K., Schnaar, R.L.: Covalent attachment of an Arg-Gly-Asp sequence peptide to derivatizable polyacrylamide surfaces–support of fibroblast adhesion and long-term growth. Anal. Biochem. 172(1), 270–278 (1988)
Desai, N.P., Hubbell, J.A.: Solution technique to incorporate polyethylene oxide and other water-soluble polymers into surfaces of polymeric biomaterials. Biomaterials 12(2), 144–153 (1991)
Quirk, R.A., et al.: Controlling biological interactions with poly(lactic acid) by surface entrapment modification. Langmuir 17(9), 2817–2820 (2001)
Liu, W.G., et al.: Effects of baicalin-modified poly(D, L-lactic acid) surface on the behavior of osteoblasts. J. Mater. Sci. Mater. Med. 14(11), 961–965 (2003)
Duan, B., et al.: Surface modification of three-dimensional Ca-P/PHBV nanocomposite scaffolds by physical entrapment of gelatin and its in vitro biological evaluation. Front. Mater. Sci. 5(1), 57–68 (2011)
Bertrand, P., et al.: Ultrathin polymer coatings by complexation of polyelectrolytes at interfaces: suitable materials, structure and properties. Macromol. Rapid Commun. 21(7), 319–348 (2000)
Hammond, P.T.: Engineering materials layer-by-layer: Challenges and opportunities in multilayer assembly. AIChE J. 57(11), 2928–2940 (2011)
Li, X., et al.: Coating Electrospun Poly(ε-caprolactone) fibers with gelatin and calcium phosphate and their use as biomimetic scaffolds for bone tissue engineering. Langmuir 24(24), 14145–14150 (2008)
Zhu, Y., Sun, Y.: The influence of polyelectrolyte charges of polyurethane membrane surface on the growth of human endothelial cells. Colloids Surf. B 36(1), 49–55 (2004)
Stendahl, J.C., et al.: Modification of fibrous poly(L-lactic acid) scaffolds with self-assembling triblock molecules. Biomaterials 25(27), 5847–5856 (2004)
Cui, H., Webber, M.J., Stupp, S.I.: Self-assembly of peptide amphiphiles: From molecules to nanostructures to biomaterials. Pept. Sci. 94(1), 1–18 (2010)
Mahjoubi, H., Cerruti, M.: Homogeneous surface modification of poly (D, L-lactic acid) scaffolds for orthopedic applications: a non-destructive method based on diazonium chemistry. Chem. Mater. (2012)
George, A., Veis, A.: Phosphorylated proteins and control over apatite nucleation, crystal growth, and inhibition. Chem. Rev. 108(11), 4670–4693 (2008)
Song, J., Malathong, V., Bertozzi, C.R.: Mineralization of synthetic polymer scaffolds: A bottom-up approach for the development of artificial bone. J. Am. Chem. Soc. 127(10), 3366–3372 (2005)
D’Andrea, L.D., et al.: Targeting angiogenesis: Structural characterization and biological properties of a de novo engineered VEGF mimicking peptide. Proceedings of the national academy of sciences of the United States of America, 102(40), 14215–14220 (2005)
Leslie-Barbick, J.E., et al.: The promotion of microvasculature formation in poly(ethylene glycol) diacrylate hydrogels by an immobilized VEGF-mimetic peptide. Biomaterials 32(25), 5782–5789 (2011)
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2013 Springer Science+Business Media Dordrecht
About this chapter
Cite this chapter
Mahjoubi, H., Abdollahi, S., Cerruti, M. (2013). Surface Modification of Biodegradable Polyesters for Soft and Hard Tissue Regeneration. In: Nazarpour, S. (eds) Thin Films and Coatings in Biology. Biological and Medical Physics, Biomedical Engineering. Springer, Dordrecht. https://doi.org/10.1007/978-94-007-2592-8_7
Download citation
DOI: https://doi.org/10.1007/978-94-007-2592-8_7
Published:
Publisher Name: Springer, Dordrecht
Print ISBN: 978-94-007-2591-1
Online ISBN: 978-94-007-2592-8
eBook Packages: Physics and AstronomyPhysics and Astronomy (R0)