Solvent composition is critical for carbodiimide cross-linking of hyaluronic acid as an ophthalmic biomaterial

Materials

Volumn 5, Issue 10, 2012, Pages 1986-2002

  Lai, Jui Yang ^a  

^a CHANG GUNG UNIVERSITY   (Taiwan)

Author keywords

Carbodiimide; Cross linking; Hyaluronic acid; Ophthalmic biomaterial; Solvent composition

Indexed keywords

AMINOPROPYL; CARBODIIMIDES; CHEMICAL CROSS-LINKING; CYTOKINE EXPRESSION; EQUILIBRIUM WATER CONTENTS; HYALURONIC ACIDS; HYDROGEL MEMBRANE; IONIC INTERACTION; LIVING CELL; MATERIAL PERFORMANCE; MATERIAL PROCESSING; METABOLIC ACTIVITY; OPHTHALMIC BIOMATERIALS; RPE CELL; SOLVENT COMPOSITION; TEST SAMPLES; VOLUME RATIO;

ACETONE; BIOCOMPATIBILITY; BIOLOGICAL MATERIALS; CELL CULTURE; CHEMICAL MODIFICATION; CHEMICAL STABILITY; CROSSLINKING; DRUG DELIVERY; HYDROPHOBICITY; ORGANIC ACIDS; STRENGTH OF MATERIALS; TISSUE ENGINEERING;

SOLVENTS;

EID: 84869996094     PISSN: None     EISSN: 19961944     Source Type: Journal    
DOI: 10.3390/ma5101986     Document Type: Article

References (49)

1. Gaudana, R.; Ananthula, H.K.; Parenky, A.; Mitra, A.K. Ocular drug delivery. AAPS J. 2010, 12, 348-360.
2. Chang-Lin, J.E.; Attar, M.; Acheampong, A.A.; Robinson, M.R.; Whitcup, S.M.; Kuppermann, B.D.; Welty, D. Pharmacokinetics and pharmacodynamics of a sustained-release dexamethasone intravitreal implant. Invest. Ophthalmol. Visual Sci. 2011, 52, 80-86.
3. Wells, L.A.; Furukawa, S.; Sheardown, H. Photoresponsive PEG-anthracene grafted hyaluronan as a controlled-delivery biomaterial. Biomacromolecules 2011, 12, 923-932.
4. Bochot, A.; Fattal, E. Liposomes for intravitreal drug delivery: A state of the art. J. Control. Release 2012, 161, 628-634.
5. Lai, J.Y.; Tu, I.H. Adhesion, phenotypic expression, and biosynthetic capacity of corneal keratocytes on surfaces coated with hyaluronic acid of different molecular weights. Acta Biomater. 2012, 8, 1068-1079.
6. Yeom, J.; Bhang, S.H.; Kim, B.S.; Seo, M.S.; Hwang, E.J.; Cho, I.H.; Park, J.K.; Hahn, S.K. Effect of cross-linking reagents for hyaluronic acid hydrogel dermal fillers on tissue augmentation and regeneration. Bioconjugate Chem. 2010, 21, 240-247.
7. Kim, I.L.; Mauck, R.L.; Burdick, J.A. Hydrogel design for cartilage tissue engineering: A case study with hyaluronic acid. Biomaterials 2011, 32, 8771-8782.
8. McDonald, C.C.; Kaye, S.B.; Figueiredo, F.C.; Macintosh, G.; Lockett, C. A randomised, crossover, multicentre study to compare the performance of 0.1% (w/v) sodium hyaluronate with 1.4% (w/v) polyvinyl alcohol in the alleviation of symptoms associated with dry eye syndrome. Eye 2002, 16, 601-607.
9. Jeng, B.H.; Hoyt, C.S.; McLeod, S.D. Completion rate of continuous curvilinear capsulorhexis in pediatric cataract surgery using different viscoelastic materials. J. Cataract Refract. Surg. 2004, 30, 85-88.
10. Shimmura, S.; Shimazaki, J.; Omoto, M.; Teruya, A.; Ishioka, M.; Tsubota, K. Deep lamellar keratoplasty (DLKP) in keratoconus patients using viscoadaptive viscoelastics. Cornea 2005, 24, 178-181.
11. Suri, S.; Banerjee, R. In vitro evaluation of in situ gels as short term vitreous substitutes. J. Biomed. Mater. Res. A 2006, 79, 650-664.
12. Zhao, X. Synthesis and characterization of a novel hyaluronic acid hydrogel. J. Biomater. Sci. Polym. Ed. 2006, 17, 419-433.
13. Bulpitt, P.; Aeschlimann, D. New strategy for chemical modification of hyaluronic acid: Preparation of functionalized derivatives and their use in the formation of novel biocompatible hydrogels. J. Biomed. Mater. Res. 1999, 47, 152-169.
14. Burdick, J.A.; Prestwich, G.D. Hyaluronic acid hydrogels for biomedical applications. Adv. Mater. 2011, 23, H41-H56.
15. Collins, M.N.; Birkinshaw, C. Comparison of the effectiveness of four different crosslinking agents with hyaluronic acid hydrogel films for tissue-culture applications. J. Appl. Polym. Sci. 2007, 104, 3183-3191.
16. Collins, M.N.; Birkinshaw, C. Physical properties of crosslinked hyaluronic acid hydrogels. J. Mater. Sci. Mater. Med. 2008, 19, 3335-3343.
17. Tomihata, K.; Ikada, Y. Preparation of cross-linked hyaluronic acid films of low water content. Biomaterials 1997, 18, 189-195.
18. Lai, J.Y.; Ma, D.H.K.; Cheng, H.Y.; Sun, C.C.; Huang, S.J.; Li, Y.T.; Hsiue, G.H. Ocular biocompatibility of carbodiimide cross-linked hyaluronic acid hydrogels for cell sheet delivery carriers. J. Biomater. Sci. Polym. Ed. 2010, 21, 359-376.
19. Collins, M.N.; Birkinshaw, C. Morphology of crosslinked hyaluronic acid porous hydrogels. J. Appl. Polym. Sci. 2011, 120, 1040-1049.
20. Bhattacharyya, S.; Guillot, S.; Dabboue, H.; Tranchant, J.F.; Salvetat, J.P. Carbon nanotubes as structural nanofibers for hyaluronic acid hydrogel scaffolds. Biomacromolecules 2008, 9, 505-509.
21. Lai, J.Y.; Li, Y.T. Functional assessment of cross-linked porous gelatin hydrogels for bioengineered cell sheet carriers. Biomacromolecules 2010, 11, 1387-1397.
22. Lu, P.L.; Lai, J.Y.; Ma, D.H.K.; Hsiue, G.H. Carbodiimide cross-linked hyaluronic acid hydrogels as cell sheet delivery vehicles: Characterization and interaction with corneal endothelial cells. J. Biomater. Sci. Polym. Ed. 2008, 19, 1-18.
23. Lai, J.Y.; Li, Y.T. Influence of cross-linker concentration on the functionality of carbodiimide cross-linked gelatin membranes for retinal sheet carriers. J. Biomater. Sci. Polym. Ed. 2011, 22, 277-295.
24. Lai, J.Y.; Li, Y.T.; Cho, C.H.; Yu, T.C. Nanoscale modification of porous gelatin scaffolds with chondroitin sulfate for corneal stromal tissue engineering. Int. J. Nanomed. 2012, 7, 1101-1114.
25. Tomihata, K.; Ikada, Y. Cross-linking of gelatin with carbodiimides. Tissue Eng. 1996, 2, 307-313.
26. Choi, Y.S.; Hong, S.R.; Lee, Y.M.; Song, K.W.; Park, M.H.; Nam, Y.S. Study on gelatin-containing artificial skin: I. Preparation and characteristics of novel gelatin-alginate sponge. Biomaterials 1999, 20, 409-417.
27. Ma, D.H.K.; Lai, J.Y.; Cheng, H.Y.; Tsai, C.C.; Yeh, L.K. Carbodiimide cross-linked amniotic membranes for cultivation of limbal epithelial cells. Biomaterials 2010, 31, 6647-6658.
28. Lai, J.Y.; Lu, P.L.; Chen, K.H.; Tabata, Y.; Hsiue, G.H. Effect of charge and molecular weight on the functionality of gelatin carriers for corneal endothelial cell therapy. Biomacromolecules 2006, 7, 1836-1844.
29. Lai, J.Y.; Wang, T.P.; Li, Y.T.; Tu, I.H. Synthesis, characterization and ocular biocompatibility of potential keratoprosthetic hydrogels based on photopolymerized poly(2-hydroxyethyl methacrylate)-co-poly(acrylic acid). J. Mater. Chem. 2012, 22, 1812-1823.
30. Lai, J.Y.; Lin, P.K.; Hsiue, G.H.; Cheng, H.Y.; Huang, S.J.; Li, Y.T. Low Bloom strength gelatin as a carrier for potential use in retinal sheet encapsulation and transplantation. Biomacromolecules 2009, 10, 310-319.
31. Lai, J.Y. Evaluation of cross-linking time for porous gelatin hydrogels on cell sheet delivery performance. J. Mech. Med. Biol. 2011, 11, 967-981.
32. Lai, J.Y.; Hsieh, A.C. A gelatin-g-poly(N-isopropylacrylamide) biodegradable in situ gelling delivery system for the intracameral administration of pilocarpine. Biomaterials 2012, 33, 2372-2387.
33. Lai, J.Y. The role of bloom index of gelatin on the interaction with retinal pigment epithelial cells. Int. J. Mol. Sci. 2009, 10, 3442-3456.
34. Lai, J.Y.; Li, Y.T.; Wang, T.P. In vitro response of retinal pigment epithelial cells exposed to chitosan materials prepared with different cross-linkers. Int. J. Mol. Sci. 2010, 11, 5256-5272.
35. Lai, J.Y.; Chen, K.H.; Hsu, W.M.; Hsiue, G.H.; Lee, Y.H. Bioengineered human corneal endothelium for transplantation. Arch. Ophthalmol. 2006, 124, 1441-1448.
36. Lai, J.Y. Biocompatibility of chemically cross-linked gelatin hydrogels for ophthalmic use. J. Mater. Sci. Mater. Med. 2010, 21, 1899-1911.
37. Lai, J.Y.; Li, Y.T. Evaluation of cross-linked gelatin membranes as delivery carriers for retinal sheets. Mater. Sci. Eng. C 2010, 30, 677-685.
38. Hsiue, G.H.; Lai, J.Y.; Lin, P.K. Absorbable sandwich-like membrane for retinal-sheet transplantation. J. Biomed. Mater. Res. 2002, 61, 19-25.
39. Maharjan, A.S.; Pilling, D.; Gomer, R.H. High and low molecular weight hyaluronic acid differentially regulate human fibrocyte differentiation. PLoS One 2011, 6, e26078.
40. Segura, T.; Anderson, B.C.; Chung, P.H.; Webber, R.E.; Shull, K.R.; Shea, L.D. Crosslinked hyaluronic acid hydrogels: A strategy to functionalize and pattern. Biomaterials 2005, 26, 359-371.
41. Nakaji-Hirabayashi, T.; Kato, K.; Iwata, H. Hyaluronic acid hydrogel loaded with genetically-engineered brain-derived neurotrophic factor as a neural cell carrier. Biomaterials 2009, 30, 4581-4589.
42. Jin, R.; Moreira-Teixeira, L.S.; Dijkstra, P.J.; van Blitterswijk, C.A.; Karperien, M.; Feijen, J. Enzymatically-crosslinked injectable hydrogels based on biomimetic dextran-hyaluronic acid conjugates for cartilage tissue engineering. Biomaterials 2010, 31, 3103-3113.
43. Bae, M.S.; Yang, D.H.; Lee, J.B.; Heo, D.N.; Kwon, Y.D.; Youn, I.C.; Choi, K.; Hong, J.H.; Kim, G.T.; Choi, Y.S.; Hwang, E.H.; Kwon, I.K. Photo-cured hyaluronic acid-based hydrogels containing simvastatin as a bone tissue regeneration scaffold. Biomaterials 2011, 32, 8161-8171.
44. Spitzer, M.S.; Yoeruek, E.; Kaczmarek, R.T.; Sierra, A.; Aisenbrey, S.; Grisanti, S.; Bartz-Schmidt, K.U.; Szurman, P. Sodium hyaluronate gels as a drug-release system for corticosteroids: Release kinetics and antiproliferative potential for glaucoma surgery. Acta Ophthalmol. 2008, 86, 842-848.
45. Dentini, M.; Desideri, P.; Crescenzi, V.; Yuguchi, Y.; Urakawa, H.; Kajiwara, K. Synthesis and physicochemical characterization of gellan gels. Macromolecules 2001, 34, 1449-1453.
46. Tomihata, K.; Ikada, Y. Crosslinking of hyaluronic acid with water-soluble carbodiimide. J. Biomed. Mater. Res. 1997, 37, 243-251.
47. Hsiue, G.H.; Lai, J.Y.; Chen, K.H.; Hsu, W.M. A novel strategy for corneal endothelial reconstruction with a bioengineered cell sheet. Transplantation 2006, 81, 473-476.
48. Lai, J.Y.; Hsiue, G.H. Functional biomedical polymers for corneal regenerative medicine. React. Funct. Polym. 2007, 67, 1284-1291.
49. Lai, J.Y.; Chen, K.H.; Hsiue, G.H. Tissue-engineered human corneal endothelial cell sheet transplantation in a rabbit model using functional biomaterials. Transplantation 2007, 84, 1222-1232.