Dopamine-mediated sclerotization of regenerated chitin in ionic liquid

Materials

Volumn 6, Issue 9, 2013, Pages 3826-3839

  Oh, Dongyeop X ^a   Shin, Sara ^a   Lim, Chanoong ^a   Hwang, Dong Soo ^a  

^a Pohang University of Science and Technology (POSTECH)   (South Korea)

Author keywords

Dopamine; Ionic liquid; Mechanical properties; Regenerated chitin; Sclerotization; Water absorption

Indexed keywords

BIOMEDICAL APPLICATIONS; BIOMEDICAL FIELDS; DOPAMINE; PHOSPHATE-BUFFERED SALINES; REGENERATED CHITIN; SCLEROTIZATION; SOLVENT EVAPORATION; ULTIMATE TENSILE STRENGTH;

BIOMIMETICS; IONIC LIQUIDS; MECHANICAL PROPERTIES; MEDICAL APPLICATIONS; NEUROPHYSIOLOGY; TENSILE STRENGTH; WATER ABSORPTION;

CHITIN;

EID: 84884560370     PISSN: None     EISSN: 19961944     Source Type: Journal    
DOI: 10.3390/ma6093826     Document Type: Article

References (37)

1. European Chitin Society. Advances in Chitin Science; Universität Potsdam: Potsdam, Germany, 2000.
2. Nishino, T.; Matsui, R.; Nakamae, K. Elastic modulus of the crystalline regions of chitin and chitosan. J. Polym. Sci. B Polym. Phys. 1999, 37, 1191-1196.
3. Rinaudo, M. Chitin and chitosan: Properties and applications. Prog. Polym. Sci. 2006, 31, 603-632.
4. Zheng, H.; Zhou, J.; Du, Y.; Zhang, L. Cellulose/chitin films blended in NaOH/urea aqueous solution. J. Appl. Polym. Sci. 2002, 86, 1679-1683.
5. Pillai, C.K.S.; Paul, W.; Sharma, C.P. Chitin and chitosan polymers: Chemistry, solubility and fiber formation. Prog. Polym. Sci. 2009, 34, 641-678.
6. Wang, T.; Zhu, J.; Wang, X.; Huang, Y.; Wang, Y. Dissolution behavior of chitin in ionic liquid. J. Macromol. Sci. B Phys. 2010, 49, 528-541.
7. Jaworska, M.M.; Kozlecki, T.; Gorak, A. Review of the application of ionic liquids as solvents for chitin. J. Polym. Eng. 2012, 32, 67-69.
8. Bochek, A.M.; Murav'ev, A.A.; Novoselov, N.P.; Zaborski, M.; Zabivalova, N.M.; Petrova, V.A.; Vlasova, E.N.; Volchek, B.Z.; Lavrent'ev, V.K. Specific features of cellulose and chitin dissolution in ionic liquids of varied structure and the structural organization of regenerated polysaccharides. Russ. J. Appl. Chem. 2012, 85, 1718-1725.
9. Prasad, K.; Murakami, M.A.; Kaneko, Y.; Takada, A.; Nakamura, Y.; Kadokawa, J. Weak gel of chitin with ionic liquid, 1-allyl-3-methylimidazolium bromide. Int. J. Biol. Macromol. 2009, 45, 221-225.
10. Qin, Y.; Lu, X.; Sun, N.; Rogers, R.D. Dissolution or extraction of crustacean shells using ionic liquids to obtain high molecular weight purified chitin and direct production of chitin films and fibers. Green Chem. 2010, 12, 968-971.
11. Sato, M.; Maeda, M.; Kurosawa, H.; Inoue, Y.; Yamauchi, Y.; Iwase, H. Reconstruction of rabbit Achilles tendon with three bioabsorbable materials: Histological and biomechanical studies. J. Orthop. Sci. 2000, 5, 256-267.
12. Vincent, J.F.V.; Wegst, U.G.K. Design and mechanical properties of insect cuticle. Arthropod Struct. Dev. 2004, 33, 187-199.
13. Pryor, M.G.M.; Russell, P.B.; Todd, A.R. Phenolic substances concerned in hardening the insect cuticle. Nature 1947, 159, 399-400.
14. Schaefer, J.; Kramer, K.J.; Garbow, J.R.; Jacob, G.S.; Stejskal, E.O.; Hopkins, T.L.; Speirs, R.D. Aromatic cross-links in insect cuticle: Detection by solid-state 13C and 15N NMR. Science 1987, 235, 1200-1204.
15. Beament, J.W.L. Wetting properties of insect cuticle. Nature 1960, 186, 408-409.
16. Miserez, A.; Li, Y.; Waite, J.H.; Zok, F. Jumbo squid beaks: Inspiration for design of robust organic composites. Acta Biomater. 2007, 3, 139-149.
17. Miserez, A.; Schneberk, T.; Sun, C.; Zok, F.W.; Waite, J.H. The transition from stiff to compliant materials in squid beaks. Science 2008, 319, 1816-1819.
18. Hopkins, T.L.; Morgan, T.D.; Aso, Y.; Kramer, K.J. N-β-alanyldopamine: Major role in insect cuticle tanning. Science 1982, 217, 364-366.
19. Eybl, E.; Griesmacher, A.; Grimm, M.; Wolner, E. Toxic effects of aldehydes released from fixed pericardium on bovine aortic endothelial cells. J. Biomed. Mater. Res. 1989, 23, 1355-1365.
20. Gendler, E.; Gendler, S.; Nimni, M.E. Toxic reactions evoked by glutaraldehyde-fixed pericardium and cardiac valve tissue bioprosthesis. J. Biomed. Mater. Res. 1984, 18, 727-736.
21. Miessner, M.; Peter, M.G.; Vincent, J.F.V. Preparation of insect-cuticle-like biomimetic materials. Biomacromolecules 2001, 2, 369-372.
22. Curtis, A.S.G.; Forrester, J.V.; McInnes, C.; Lawrie, F. Adhesion of cells to polystyrene surfaces. J. Cell. Biol. 1983, 97, 1500-1506.
23. Ju, K.Y.; Lee, Y.; Lee, S.; Park, S.B.; Lee, J.K. Bioinspired polymerization of dopamine to generate melanin-like nanoparticles having an excellent free-radical-scavenging property. Biomacromolecules 2011, 12, 625-632.
24. Moses, D.N.; Harreld, J.H.; Stucky, G.D.; Waite, J.H. Melanin and Glycera jaws: Emerging dark side of a robust biocomposite structure. J. Biol. Chem. 2006, 281, 34826-34832.
25. Ryu, S.; Lee, Y.; Hwang, J.W.; Hong, S.; Kim, C.; Park, T.G.; Lee, H.; Hong, S.H. High-strength carbon nanotube fibers fabricated by infiltration and curing of mussel-inspired catecholamine polymer. Adv. Mater. 2011, 23, 1971-1975.
26. Pradal, C.; Kithva, P.; Martin, D.; Trau, M.; Grøndahl, L. Improvement of the wet tensile properties of nanostructured hydroxyapatite and chitosan biocomposite films through hydrophobic modification. J. Mater. Chem. 2011, 21, 2330-2337.
27. Zhang, Y.; Thomas, Y.; Kim, E.; Payne, G.F. pH- and voltage-responsive chitosan hydrogel through covalent cross-linking with catechol. J. Phys. Chem. B 2012, 116, 1579-1585.
28. Lieder, R.; Darai, M.; Thor, M.B.; Ng, C.H.; Einarsson, J.M.; Gudmundsson, S.; Helgason, B.; Gaware, V.S.; Másson, M.; Gíslason, J.; et al. In vitro bioactivity of different degree of deacetylation chitosan, a potential coating material for titanium implants. J. Biomed. Mater. Res. A 2012, 100, 3392-3399.
29. Qi, Z.D.; Saito, T.; Fan, Y.; Isogai, A. Multifunctional coating films by layer-by-layer deposition of cellulose and chitin nanofibrils. Biomacromolecules 2012, 13, 553-558.
30. Wang, B.; Li, J.; Zhang, J.; Li, H.; Chen, P.; Gu, Q.; Wang, Z. Thermo-mechanical properties of the composite made of poly (3-hydroxybutyrate-co-3-hydroxyvalerate) and acetylated chitin nanocrystals. Carbohydr. Polym. 2013, 95, 100-106.
31. Oh, D.X.; Hwang, D.S. A biomimetic chitosan composite with improved mechanical properties in wet conditions. Biotechnol. Prog. 2013, 29, 505-512.
32. Zhang, Z.; Wu, L.; Xu, T. Novel aromatic proton-exchange polyelectrolytes via polyacylation of pre-sulfonated monomers. J. Mater. Chem. 2012, 22, 13996-14000.
33. Wu, Y.; Sasaki, T.; Irie, S.; Sakurai, K. A novel biomass-ionic liquid platform for the utilization of native chitin. Polymer 2008, 49, 2321-2327.
34. Chandrashekar, N.; Mansouri, H.; Slauterbeck, J.; Hashemi, J. Sex-based differences in the tensile properties of the human anterior cruciate ligament. J. Biomech. 2006, 39, 2943-2950.
35. Fratzl, P.; Weinkamer, R. Nature's hierarchical materials. Prog. Mater. Sci. 2007, 52, 1263-1334.
36. Kadokawa, J.I.; Takegawa, A.; Mine, S.; Prasad, K. Preparation of chitin nanowhiskers using an ionic liquid and their composite materials with poly(vinyl alcohol). Carbohydr. Polym. 2011, 84, 1408-1412.
37. Cheng, S.T.; Chen, Z.F.; Chen, G.Q. The expression of cross-linked elastin by rabbit blood vessel smooth muscle cells cultured in polyhydroxyalkanoate scaffolds. Biomaterials 2008, 29, 4187-4194.