Surface reconstruction and hemocompatibility improvement of a phosphorylcholine end-capped poly(butylene succinate) coating

Journal of Biomedical Materials Research - Part A

Volumn 102, Issue 9, 2014, Pages 2972-2981

  Hao, Ni ^a   Wang, Yan Bing ^a   Zhang, Shi Ping ^a   Shi, Su Qing ^a   Nakashima, Kenichi ^b   Gong, Yong Kuan ^a  

^a NORTHWEST UNIVERSITY   (China)

^b SAGA UNIVERSITY   (Japan)

Author keywords

contact angle; hemocompatibility; phosphorylcholine; poly(butylene succinate); surface reconstruction

Indexed keywords

BUTENES; COATINGS; CONTACT ANGLE; HYDROPHILICITY; SCANNING ELECTRON MICROSCOPY; X RAY PHOTOELECTRON SPECTROSCOPY;

DYNAMIC CONTACT ANGLE; HEMOCOMPATIBILITY; HYDROPHILIC SURFACES; PHOSPHORYLCHOLINE; POLY (BUTYLENE SUCCINATE); RECONSTRUCTED SURFACES; SURFACE INTERACTIONS; SURFACE MODIFICATION METHODS;

SURFACE RECONSTRUCTION;

HOT WATER; PHOSPHORYLCHOLINE; PHOSPHORYLCHOLINE END CAPPED POLY(BUTYLENE SUCCINATE); UNCLASSIFIED DRUG; BIOMATERIAL; BIONOLE; BUTANEDIOL; POLYMER;

ADSORPTION; ARTICLE; BIOCOMPATIBILITY; BLOOD COMPATIBILITY; CONTACT ANGLE; CONTROLLED STUDY; HEATING; HYDROPHILICITY; MATERIAL COATING; MELTING POINT; SURFACE PROPERTY; THROMBOCYTE ADHESION; VACUUM; X RAY PHOTOELECTRON SPECTROSCOPY; CHEMISTRY; CYTOLOGY; HUMAN; MATERIALS TESTING; METABOLISM; THROMBOCYTE;

BLOOD PLATELETS; BUTYLENE GLYCOLS; COATED MATERIALS, BIOCOMPATIBLE; HUMANS; MATERIALS TESTING; PHOSPHORYLCHOLINE; PHOTOELECTRON SPECTROSCOPY; PLATELET ADHESIVENESS; POLYMERS; SURFACE PROPERTIES;

EID: 84904814367     PISSN: 15493296     EISSN: 15524965     Source Type: Journal    
DOI: 10.1002/jbm.a.34967     Document Type: Article

References (57)

1. Wang HY, Ji JH, Zhang W, Zhang YH, Jiang J, Wu ZW, Pu H, Chu PK,. Biocompatibility and bioactivity of plasma-treated biodegradable poly(butylene succinate). Acta Biomater 2009; 5: 279-287.
2. Jagur-Grodzinski J,. Polymers for tissue engineering, medical devices, and regenerative medicine. Concise general review of recent studies. Polym Adv Technol 2006; 17: 395-418.
3. Wong HM, Yeung KWK, Lam KO, Tam V, Chu PK, Luk KDK, Cheung KMC,. A biodegradable polymer-based coating to control the performance of magnesium alloy orthopaedic implants. Biomaterials 2010; 31: 2084-2096.
4. Qu X, Cui WJ, Yang F, Min CC, Shen H, Bei JZ, Wang SG,. The effect of oxygen plasma pretreatment and incubation in modified simulated body fluids on the formation of bone-like apatite on poly(lactide-co-glycolide) (70/30). Biomaterials 2006; 28: 9-18.
5. Amato I, Ciapetti G, Pagani S, Marletta G, Satriano C, Baldini N, Granchi D,. Expression of cell adhesion receptors in human osteoblasts cultured on biofunctionalized poly-(ε-caprolactone) surfaces. Biomaterials 2007; 28: 3668-3678.
6. Low JE, Koh WX, Lai JK, Lee YJ, Li X, Chen G, Juay YK, Zhao JH,. Biodegradable microfluidic device: Hydrolysis, decomposition, and surface modification. Key Eng Mater 2010; 447: 755-759.
7. Iwasaki Y, Tojo Y, Kurosaki T, Nakabayashi N,. Reduced adhesion of blood cells to biodegradable polymers by introducing phosphorylcholine moieties. J Biomed Mater Res A 2003; 65A: 164-169.
8. Sheng Y, Liu CS, Yuan Y, Tao XY, Yang F, Shan XQ, Zhou HJ, Xu F,. Long-circulating polymeric nanoparticles bearing a combinatorial coating of PEG and water-soluble chitosan. Biomaterials 2009; 30: 2340-2348.
9. Stevens MM, George JH,. Exploring and engineering the cell surface interface. Science 2005; 310: 1135-1138.
10. Nie Z, Kumacheva E,. Patterning surfaces with functional polymers. Nat Mater 2008; 7: 277-290.
11. Zhou XM,. Synthesis and characterization of polyester copolymers based on poly(butylene succinate) and poly(ethylene glycol). Mater Sci Eng C 2012; 32: 2459-2463.
12. Oh JK,. Polylactide (PLA)-based amphiphilic block copolymers: Synthesis, self-assembly, and biomedical applications. Soft Matter 2011; 7: 5096-5108.
13. Hsu SH, Tang CM, Lin CC,. Biocompatibility of poly(ε-caprolactone)/ poly(ethylene glycol) diblock copolymers with nanophase separation. Biomaterials 2004; 25: 5593-5601.
14. Chen SF, Zheng J, Li LY, Jiang SY,. Strong resistance of phosphorylcholine self-assembled monolayers to protein adsorption: Insights into nonfouling properties of zwitterionic materials. J Am Chem Soc 2005; 127: 14473-14478.
15. Tanaka M, Mochizuki A,. Clarification of the blood compatibility mechanism by controlling the water structure at the blood-poly (meth)acrylate interface. J Biomater Sci Polym Ed 2010; 21: 1849-1863.
16. Gong YK, Liu LP, Messersmith PB,. Doubly biomimetic catecholic phosphorylcholine copolymer: A platform strategy for fabricating antifouling surfaces. Macromol Biosci 2012; 12: 979-985.
17. Nguyen AT, Baggerman J, Paulusse JMJ, van Rijn CJM, Zuilhof H,. Stable protein-repellent zwitterionic polymer brushes grafted from silicon nitride. Langmuir 2011; 27: 2587-2594.
18. Ishihara K, Aragaki R, Ueda T, Watenabe A, Nakabayashi N,. Reduced thrornbogenicity of polymers having phospholipid polar groups. J Biomed Mater Res 1990; 24: 1069-1077.
19. Ishihara K, Ziats NP, Tierney BP, Nakabayashi N, Anderson JM,. Protein adsorption from human plasma is reduced on phospholipid polymers. J Biomed Mater Res 1991; 25: 1397-1407.
20. Ishihara K, Tsuji T, Kurosaki T, Nakabayashi N,. Hemocompatibility on graft copolymers composed of poly(2-methacryloyloxyethyl phosphorylcholine) side chain and poly(n-butyl methacrylate) backbone. J Biomed Mater Res 1994; 28: 225-232.
21. Ishihara K, Nomura H, Mihara T, Kurita K, Iwasaki Y, Nakabayashi N,. Why do phospholipid polymers reduce protein adsorption? J Biomed Mater Res 1998; 39: 323-330.
22. Yamasaki A, Imamura Y, Kurita K, Iwasaki Y, Nakabayashi N, Ishihara K,. Surface mobility of polymers having phosphorylcholine groups connected with various bridging units and their protein adsorption-resistance properties. Colloids Surf B 2003; 28: 53-62.
23. Nederberg F, Bowden T, Nilsson B, Hong J, Hilborn J,. Phosphorylcholine introduces dual activity in biomimetic ionomers. J Am Chem Soc 2004; 126: 15350-15351.
24. Cooper BM, Chan-Seng D, Samanta D, Zhang XF, Parelkar S, Emrick T,. Polyester-graft-phosphorylcholine prepared by ring-opening polymerization and click chemistry. Chem Commun 2009; 7: 815-817.
25. Zhang SP, Wang LL, Yang S, Gong YK,. Improved biocompatibility of phosphorylcholine end-capped poly(butylene succinate). Sci China Chem 2013; 56: 174-180.
26. Ruiz L, Hilborn JG, Leonard D, Mathieu HJ,. Synthesis, structure and surface dynamics of phosphorylcholine functional biomimicking polymers. Biomaterials 1998; 19: 987-998.
27. Futamura K, Matsuno R, Konno T, Takai M, Ishihara K,. Rapid development of hydrophilicity and protein adsorption resistance by polymer surfaces bearing phosphorylcholine and naphthalene groups. Langmuir 2008; 24: 10340-10344.
28. Yang S, Zhang SP, Winnik FM, Mwale F, Gong YK,. Group reorientation and migration of amphiphilic polymer bearing phosphorylcholine functionalities on surface of cellular membrane mimicking coating. J Biomed Mater Res A 2008; 84A: 837-841.
29. Keefe AJ, Brault ND, Jiang S,. Suppressing surface reconstruction of superhydrophobic PDMS using a superhydrophilic zwitterionic polymer. Biomacromolecules 2012; 13: 1683-1687.
30. Yao K, Huang XD, Huang XJ, Xu Z,. Improvement of the surface biocompatibility of silicone intraocular lens by the plasma-induced tethering of phospholipid moieties. J Biomed Mater Res A 2006; 78A: 684-692.
31. Li J,., Zhang Y, Yang J, Tan H, Li J, Fu Q,. Synthesis and surface properties of polyurethane end-capped with hybrid hydrocarbon/fluorocarbon double-chain phospholipid. J Biomed Mater Res A 2013; 101A: 1362-1372.
32. Yang R, Gleason KK,. Ultrathin antifouling coatings with stable surface zwitterionic functionality by initiated chemical vapor deposition (iCVD). Langmuir 2012; 28: 12266-12274.
33. Huangfu PB, Gong M, Zhang CF, Yang S, Zhao J, Gong YK,. Cell outer membrane mimetic modification of a cross-linked chitosan surface to improve its hemocompatibility. Colloids Surf B 2009; 71: 268-274.
34. Gong M, Wang YB, Li M, Hu BH, Gong YK,. Fabrication and hemocompatibility of cell outer membrane mimetic surfaces on chitosan by layer by layer assembly with polyanion bearing phosphorylcholine groups. Colloids Surf B 2011; 85: 48-55.
35. Xu Y, Takai M, Ishihara K,. Suppression of protein adsorption on a charged phospholipid polymer interface. Biomacromolecules 2009; 10: 267-274.
36. Quéré D,. Non-sticking drops. Rep Prog Phys 2005; 68: 2495-2532.
37. Gong YK, Mwale F, Wertheimer MR, Winnik FM,. Promotion of U937 cell adhesion on polypropylene surfaces bearing phosphorylcholine functionalities. J Biomater Sci Polym Ed 2004; 15: 1423-1434.
38. Funk L, Brehmer M, Zentel R, Kang H, Char K,. Novel amphiphilic styrene-based block copolymers for induced surface reconstruction. Macromol Chem Phys 2008; 209: 52-63.
39. Zhang SP, Wang D, Dang Y, Shi SQ, Gong YK,. Enzymatic biodegradation and thermal properties of phsosphorylcholine functionalized poly(butylene succinate). Chem J Chinese U 2012; 33: 416-420.
40. He Y, Shao Q, Tsao HK, Chen SF, Goddard WA, Jiang SY,. Understanding three hydration-dependent transitions of zwitterionic carboxybetaine hydrogel by molecular dynamics simulations. J Phys Chem B 2011; 115: 11575-11580.
41. Kim K, Kim C, Byun Y,. Preparation of a stable phospholipid monolayer grafted onto a methacryloyl-terminated substrate as blood compatible materials. J Biomater Sci Polym Ed 2003; 14: 887-902.
42. Shen F, Zhang E, Wei ZJ,. In vitro blood compatibility of poly(hydroxybutyrate-co-hydroxyhexanoate) and the influence of surface modification by alkali treatment. Mater Sci Eng C 2010; 30: 369-375.
43. Zhang SP, Zhu XX, Gong YK,. Synthesis, characterization and properties of phosphorylcholine functionalized poly(butylene succinate). Acta Chim Sinica 2009; 67: 1903-1909.
44. Kiss É, Kutnyánszky E, Bertóti I,. Modification of poly-(lactic/glycolic acid) surface by chemical attachment of poly(ethylene glycol). Langmuir 2010; 26: 1440-1444.
45. Jiao YP, Liu ZH, Shao XH, Zhou CR,. Protein adsorption and crytocompatibility of poly(L-lactic acid) surfaces modified with biomacromolecules. J Appl Polym Sci 2012; 125: E501-E510.
46. Gappa-Fahlenkamp H, Lewis RS,. Improved hemocompatibility of poly(ethylene terephthalate) modified with various thiol-containing groups. Biomaterials 2005; 26: 3479-3485.
47. Sharkawi T, Darcos V, Vert M,. Poly(DL-lactic acid) film surface modification with heparin for improving hemocompatibility of blood-contacting bioresorbable devices. J Biomed Mater Res A 2011; 98A: 80-87.
48. Meng S, Zhong W, Chou LL, Wang Q, Liu Z, Du Q,. Phosphorylcholine end-capped poly-ε-caprolactone: A novel biodegradable material with improved antiadsorption property. J Appl Polym Sci 2007; 103: 989-997.
49. Masaru T, Akira M, Naoki I, Tanaka M, Mochizuki A, Ishii N, Motomura T, Hatakeyama T,. Study of blood compatibility with poly(2-methoxyethyl acrylate). Relationship between water structure and platelet compatibility in poly(2-methoxyethylacrylate-co-2-hydroxyethylmethacrylate). Biomacromolecules 2002; 3: 36-41.
50. Hylton DM, Shalaby SW Jr, Latour RA,. Direct correlation between adsorption-induced changes in protein structure and platelet adhesion. J Biomed Mater Res A 2005; 73A: 349-358.
51. Chen H, Yuan L, Song W, Wu ZK, Li D,. Biocompatible polymer materials: Role of protein-surface interactions. Prog Polym Sci 2008; 33: 1059-1087.
52. Seo JH, Shibayama T, Takai M, Ishihara K,. Quick and simple modification of a poly(dimethylsiloxane) surface by optimized molecular design of the anti-biofouling phospholipid copolymer. Soft Matter 2011; 7: 2968-2976.
53. Gong M, Dang Y, Wang YB, Yang S, Winnik FM, Gong YK,. Cell membrane mimetic films immobilized by synergistic grafting and crosslinking. Soft Matter 2013; 9: 4501-4508.
54. Jin J, Jiang W, Yin J, Ji X, Stagnaro P,. Plasma proteins adsorption mechanism on polyethylene-grafted poly(ethylene glycol) surface by quartz crystal microbalance with dissipation. Langmuir 2013; 29: 6624-6633.
55. Yu Q, Zhang Y, Chen H, Zhou F, Wu Z, Huang H, Brash JL,. Protein adsorption and cell adhesion/detachment behavior on dual-responsive silicon surfaces modified with poly(N-isopropylacrylamide)-block-polystyrene copolymer. Langmuir 2010; 26: 8582-8588.
56. Gong YK, Nakashima K,. Penetration of pyrene and its derivatives into PS latex particles as studied by fluorescence techniques. Chem Commun 2001; 1772-1773.
57. Brand L, Gohlke JR,. Fluorescence probes for structure. Annu Rev Biochem 1972; 41: 843-868.