Developing antifouling biointerfaces based on bioinspired zwitterionic dopamine through pH-modulated assembly

Langmuir

Volumn 30, Issue 42, 2014, Pages 12638-12646

  Huang, Chun Jen ^a   Wang, Lin Chuan ^a   Shyue, Jing Jong ^b   Chang, Ying Chih ^c  

^a NATIONAL CENTRAL UNIVERSITY   (Taiwan)

^b RESEARCH CENTER FOR APPLIED SCIENCES   (Taiwan)

^c GENOMICS RESEARCH CENTER   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIFOULING; BIOINTERFACES;

BETAINE; BIOMATERIAL; BOVINE SERUM ALBUMIN; DOPAMINE; SULFOBETAINE; TITANIUM; TITANIUM DIOXIDE;

ADSORPTION; ANALOGS AND DERIVATIVES; ANIMAL; BACTERIUM ADHERENCE; BOVINE; CHEMISTRY; CYTOLOGY; METABOLISM; PH; PSEUDOMONAS AERUGINOSA; STAPHYLOCOCCUS EPIDERMIDIS; SURFACE PROPERTY;

ADSORPTION; ANIMALS; BACTERIAL ADHESION; BETAINE; CATTLE; COATED MATERIALS, BIOCOMPATIBLE; DOPAMINE; HYDROGEN-ION CONCENTRATION; PSEUDOMONAS AERUGINOSA; SERUM ALBUMIN, BOVINE; STAPHYLOCOCCUS EPIDERMIDIS; SURFACE PROPERTIES; TITANIUM;

EID: 84908269500     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la503191b     Document Type: Article

References (57)

1. Klevens, R. M.; Edwards, J. R.; Richards, C. L.; Horan, T. C.; Gaynes, R. P.; Pollock, D. A.; Cardo, D. M. Estimating health care-associated infections and deaths in US hospitals, 2002 Public Health Rep. 2007, 122 (2) 160-166
2. Harris, J. M.; Zalipsky, S. Poly(ethylene glycol): Chemistry and Biological Applications; American Chemical Society: Washington, DC, 1997.
3. Han, S.; Kim, C.; Kwon, D. Thermal-degradation of poly(ethylene glycol) Polym. Degrad. Stab. 1995, 47 (2) 203-208
4. Han, S.; Kim, C.; Kwon, D. Thermal/oxidative degradation and stabilization of polyethylene glycol Polymer 1997, 38 (2) 317-323
5. Li, L. Y.; Chen, S. F.; Jiang, S. Y. Protein interactions with oligo(ethylene glycol) (OEG) self-assembled monolayers: OEG stability, surface packing density and protein adsorption J. Biomater. Sci., Polym. Ed. 2007, 18 (11) 1415-1427
6. Chen, S. F.; Li, L. Y.; Zhao, C.; Zheng, J. Surface hydration: Principles and applications toward low-fouling/nonfouling biomaterials Polymer 2010, 51 (23) 5283-5293
7. Jiang, S. Y.; Cao, Z. Q. Ultralow-fouling, functionalizable, and hydrolyzable zwitterionic materials and their derivatives for biological applications Adv. Mater. 2010, 22 (9) 920-932
8. Holmlin, R. E.; Chen, X. X.; Chapman, R. G.; Takayama, S.; Whitesides, G. M. Zwitterionic SAMs that resist nonspecific adsorption of protein from aqueous buffer Langmuir 2001, 17 (9) 2841-2850
9. Li, Y. T.; Keefe, A. J.; Giarmarco, M.; Brault, N. D.; Jiang, S. Y. Simple and robust approach for passivating and functionalizing surfaces for use in complex media Langmuir 2012, 28 (25) 9707-9713
10. Gao, C. L.; Li, G. Z.; Xue, H.; Yang, W.; Zhang, F. B.; Jiang, S. Y. Functionalizable and ultra-low fouling zwitterionic surfaces via adhesive mussel mimetic linkages Biomaterials 2010, 31 (7) 1486-1492
11. Shen, C. H.; Lin, J. C. Improving the surface biocompatibility with the use of mixed zwitterionic self-assembled mono layers prepared by a proper solvent Langmuir 2011, 27 (11) 7091-7098
12. Shen, C. H.; Lin, J. C. Solvent and concentration effects on the surface characteristics and platelet compatibility of zwitterionic sulfobetaine-terminated self-assembled monolayers Colloids Surf., B 2013, 101, 376-383
13. Nuzzo, R. G.; Allara, D. L. Adsorption of bifunctional organic disulfides on gold surfaces J. Am. Chem. Soc. 1983, 105 (3) 4481-4483
14. Love, J. C.; Estroff, L. A.; Kriebel, J. K.; Nuzzo, R. G.; Whitesides, G. M. Self-assembled monolayers of thiolates on metals as a form of nanotechnology Chem. Rev. 2005, 105 (4) 1103-1169
15. Lee, H.; Dellatore, S. M.; Miller, W. M.; Messersmith, P. B. Mussel-inspired surface chemistry for multifunctional coatings Science 2007, 318 (5849) 426-430
16. Lee, H.; Scherer, N. F.; Messersmith, P. B. Single-molecule mechanics of mussel adhesion Proc. Natl. Acad. Sci. U. S. A. 2006, 103 (35) 12999-13003
17. Waite, J. H.; Qin, X. X. Polyphosphoprotein from the adhesive pads of Mytilus edulis Biochemistry 2001, 40 (9) 2887-2893
18. Chien, C. Y.; Tsai, W. B. Poly(dopamine)-assisted immobilization of arg-gly-asp peptides, hydroxyapatite, and bone morphogenic protein-2 on titanium to improve the osteogenesis of bone marrow stem cells ACS Appl. Mater. Interfaces 2013, 5 (15) 6975-6983
19. McCloskey, B. D.; Park, H. B.; Ju, H.; Rowe, B. W.; Miller, D. J.; Chun, B. J.; Kin, K.; Freeman, B. D. Influence of polydopamine deposition conditions on pure water flux and foulant adhesion resistance of reverse osmosis, ultrafiltration, and microfiltration membranes Polymer 2010, 51 (15) 3472-3485
20. Ou, J. F.; Wang, J. Q.; Zhou, J. F.; Liu, S.; Yu, Y. L.; Pang, X. J.; Yang, S. R. Construction and study on corrosion protective property of polydopamine-based 3-layer organic coatings on aluminum substrate Prog. Org. Coat. 2010, 68 (3) 244-247
21. Ku, S. H.; Park, C. B. Human endothelial cell growth on mussel-inspired nanofiber scaffold for vascular tissue engineering Biomaterials 2010, 31 (36) 9431-9437
22. Ye, Q.; Zhou, F.; Liu, W. M. Bioinspired catecholic chemistry for surface modification Chem. Soc. Rev. 2011, 40 (7) 4244-4258
23. Zurcher, S.; Wackerlin, D.; Bethuel, Y.; Malisova, B.; Textor, M.; Tosatti, S.; Gademann, K. Biomimetic surface modifications based on the cyanobacterial iron chelator anachelin J. Am. Chem. Soc. 2006, 128 (4) 1064-1065
24. Amstad, E.; Gillich, T.; Bilecka, I.; Textor, M.; Reimhult, E. Ultrastable iron oxide nanoparticle colloidal suspensions using dispersants with catechol-derived anchor groups Nano Lett. 2009, 9 (12) 4042-4048
25. Fan, X. W.; Lin, L. J.; Dalsin, J. L.; Messersmith, P. B. Biomimetic anchor for surface-initiated polymerization from metal substrates J. Am. Chem. Soc. 2005, 127 (45) 15843-15847
26. Lau, K. H. A.; Ren, C. L.; Sileika, T. S.; Park, S. H.; Szleifer, I.; Messersmith, P. B. Surface-grafted polysarcosine as a peptoid antifouling polymer brush Langmuir 2012, 28 (46) 16099-16107
27. Amstad, E.; Zurcher, S.; Mashaghi, A.; Wong, J. Y.; Textor, M.; Reimhult, E. Surface functionalization of single superparamagnetic iron oxide nanoparticles for targeted magnetic resonance imaging Small 2009, 5 (11) 1334-1342
28. Malisova, B.; Tosatti, S.; Textor, M.; Gademann, K.; Zurcher, S. Poly(ethylene glycol) adlayers immobilized to metal oxide substrates through catechol derivatives: Influence of assembly conditions on formation and stability Langmuir 2010, 26 (6) 4018-4026
29. Li, G. Z.; Xue, H.; Cheng, G.; Chen, S. F.; Zhang, F. B.; Jiang, S. Y. Ultralow fouling zwitterionic polymers grafted from surfaces covered with an initiator via an adhesive mussel mimetic linkage J. Phys. Chem. B 2008, 112 (48) 15269-15274
30. Zhu, Y. H.; Sundaram, H. S.; Liu, S. J.; Zhang, L.; Xu, X. W.; Yu, Q. M.; Xu, J. Q.; Jiang, S. Y. A robust graft-to strategy to form multifunctional and stealth zwitterionic polymer-coated mesoporous silica nanoparticles Biomacromolecules 2014, 15 (5) 1845-1851
31. Moser, J.; Punchihewa, S.; Infelta, P. P.; Gratzel, M. Surface complexation of colloidal semiconductors strongly enhances interfacial electron-transfer rates Langmuir 1991, 7 (12) 3012-3018
32. Rajh, T.; Chen, L. X.; Lukas, K.; Liu, T.; Thurnauer, M. C.; Tiede, D. M. Surface restructuring of nanoparticles: An efficient route for ligand-metal oxide crosstalk J. Phys. Chem. B 2002, 106 (41) 10543-10552
33. Dalsin, J. L.; Lin, L. J.; Tosatti, S.; Voros, J.; Textor, M.; Messersmith, P. B. Protein resistance of titanium oxide surfaces modified by biologically inspired mPEG-DOPA Langmuir 2005, 21 (2) 640-646
34. Rodenstein, M.; Zurcher, S.; Tosatti, S. G. P.; Spencer, N. D. Fabricating chemical gradients on oxide surfaces by means of fluorinated, catechol-based, self-assembled monolayers Langmuir 2010, 26 (21) 16211-16220
35. Wei, H.; Insin, N.; Lee, J.; Han, H. S.; Cordero, J. M.; Liu, W. H.; Bawendi, M. G. Compact zwitterion-coated iron oxide nanoparticles for biological applications Nano Lett. 2012, 12 (1) 22-25
36. Zhou, Z. J.; Wang, L. R.; Chi, X. Q.; Bao, J. F.; Yang, L. J.; Zhao, W. X.; Chen, Z.; Wang, X. M.; Chen, X. Y.; Gao, J. H. Engineered iron-oxide-based nanoparticles as enhanced T-1 contrast agents for efficient tumor imaging ACS Nano 2013, 7 (4) 3287-3296
37. Wei, H.; Bruns, O. T.; Chen, O.; Bawendi, M. G. Compact zwitterion-coated iron oxide nanoparticles for in vitro and in vivo imaging Integr. Biol. 2013, 5 (1) 108-114
38. Chen, S. F.; Zheng, J.; Li, L. Y.; Jiang, S. Y. Strong resistance of phosphorylcholine self-assembled monolayers to protein adsorption: Insights into nonfouling properties of zwitterionic materials J. Am. Chem. Soc. 2005, 127 (41) 14473-14478
39. Lin, P.; Ding, L.; Lin, C. W.; Gu, F. Nonfouling property of zwitterionic cysteine surface Langmuir 2014, 30 (22) 6497-6507
40. Huang, C. J.; Wang, L. C.; Liu, C. Y.; Chiang, A. S. T.; Chang, Y. C. Natural zwitterionic organosulfurs as surface ligands for antifouling and responsive properties Biointerphases 2014, 9 (2) 029010
41. Keller, C.; Kasemo, B. Surface specific kinetics of lipid vesicle adsorption measured with a quartz crystal microbalance Biophys. J. 1998, 75 (3) 1397-1402
42. Keller, C.; Glasmästar, K.; Zhdanov, V.; Kasemo, B. Formation of supported membranes from vesicles Phys. Rev. Lett. 2000, 84 (23) 5443
43. Huang, C.-J.; Cho, N.-J.; Hsu, C.-J.; Tseng, P.-Y.; Frank, C. W.; Chang, Y.-C. Type I collagen-functionalized supported lipid bilayer as a cell culture platform Biomacromolecules 2010, 11 (5) 1231-1240
44. Bernsmann, F.; Ball, V.; Addiego, F.; Ponche, A.; Michel, M.; Gracio, J. J. D.; Toniazzo, V.; Ruch, D. Dopamine-melanin film deposition depends on the used oxidant and buffer solution Langmuir 2011, 27 (6) 2819-2825
45. Bernsmann, F.; Ponche, A.; Ringwald, C.; Hemmerle, J.; Raya, J.; Bechinger, B.; Voegel, J. C.; Schaaf, P.; Ball, V. Characterization of dopamine-melanin growth on silicon oxide J. Phys. Chem. C 2009, 113 (19) 8234-8242
46. Rodenstein, M.; Zurcher, S.; Tosatti, S. G. P.; Spencer, N. D. Fabricating chemical gradients on oxide surfaces by means of fluorinated, catechol-based, self-assembled monolayers Langmuir 2010, 26 (21) 16211-16220
47. Holten-Andersen, N.; Harrington, M. J.; Birkedal, H.; Lee, B. P.; Messersmith, P. B.; Lee, K. Y. C.; Waite, J. H. pH-induced metal-ligand cross-links inspired by mussel yield self-healing polymer networks with near-covalent elastic moduli Proc. Natl. Acad. Sci. U. S. A. 2011, 108 (7) 2651-2655
48. Chen, Q.; Jia, Y. Y.; Liu, S. B.; Mogilevsky, G.; Kleinhammes, A.; Wu, Y. Molecules immobilization in titania nanotubes: A solid-state NMR and computational chemistry study J. Phys. Chem. C 2008, 112 (44) 17331-17335
49. Li, S. C.; Chu, L. N.; Gong, X. Q.; Diebold, U. Hydrogen bonding controls the dynamics of catechol adsorbed on a TiO2(110) surface Science 2010, 328 (5980) 882-884
50. Anderson, T. H.; Yu, J.; Estrada, A.; Hammer, M. U.; Waite, J. H.; Israelachvili, J. N. The contribution of DOPA to substrate-peptide adhesion and internal cohesion of mussel-inspired synthetic peptide films Adv. Funct. Mater. 2010, 20 (23) 4196-4205
51. Moulder, J. F.; Stickle, W. F.; Sobol, P. E.; Bomben, K. D. Handbook of X-ray Photoelectron Spectroscopy; Perkin-Elmer: Boca Raton, FL, 1992.
52. Yang, W. J.; Neoh, K. G.; Kang, E. T.; Teo, S. L. M.; Rittschof, D. Stainless steel surfaces with thiol-terminated hyperbranched polymers for functionalization via thiol-based chemistry Polym. Chem. 2013, 4 (10) 3105-3115
53. 2 surfaces: The effect of pH Biomacromolecules 2013, 14 (4) 1072-1077
54. Wei, W.; Yu, J.; Broomell, C.; Israelachvili, J. N.; Waite, J. H. Hydrophobic enhancement of DOPA-mediated adhesion in a mussel foot protein J. Am. Chem. Soc. 2013, 135 (1) 377-383
55. Goda, T.; Tabata, M.; Sanjoh, M.; Uchimura, M.; Iwasaki, Y.; Miyahara, Y. Thiolated 2-methacryloyloxyethyl phosphorylcholine for an antifouling biosensor platform Chem. Commun. 2013, 49 (77) 8683-8685
56. Emmenegger, C. R.; Brynda, E.; Riedel, T.; Sedlakova, Z.; Houska, M.; Alles, A. B. Interaction of blood plasma with antifouling surfaces Langmuir 2009, 25 (11) 6328-6333
57. Lee, D.; Yang, S. Surface modification of PDMS by atmospheric-pressure plasma-enhanced chemical vapor deposition and analysis of long-lasting surface hydrophilicity Sens. Actuators, B 2012, 162 (1) 425-434