Disulfide-crosslinked hyaluronan-gelatin hydrogel films: A covalent mimic of the extracellular matrix for in vitro cell growth

Biomaterials

Volumn 24, Issue 21, 2003, Pages 3825-3834

  Shu, Xiao Zheng ^a   Liu, Yanchun ^a   Palumbo, Fabio ^b   Prestwich, Glenn D ^a  

^a UNIVERSITY OF UTAH   (United States)

^b UNIVERSITY OF PALERMO   (Italy)

Author keywords

Biomaterial; Cell growth; Disulfide; Gelatin; Hyaluronic acid

Indexed keywords

BIOCOMPATIBILITY; BIODEGRADATION; CHEMICAL MODIFICATION; CROSSLINKING; HYDROGELS; POLYMER BLENDS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

EXTRACELLULAR MATRIX (ECM);

BIOFILMS;

3,3' DITHIOBIS(PROPIONIC HYDRAZIDE); COLLAGENASE; DISULFIDE; DITHIOTHREITOL; GELATIN; GELATIN 3,3' DITHIOBIS(PROPIONIC HYDRAZIDE); HYALURONAN 3,3' DITHIOBIS(PROPIONIC HYDRAZIDE); HYALURONIC ACID; HYALURONIDASE; HYDROGEN PEROXIDE; SODIUM CHLORIDE; THIOL DERIVATIVE; UNCLASSIFIED DRUG;

AIR; ANIMAL CELL; ARTICLE; CELL GROWTH; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CONTROLLED STUDY; COVALENT BOND; CROSS LINKING; DISULFIDE BOND; ENZYMATIC DEGRADATION; EXTRACELLULAR MATRIX; FIBROBLAST; FILM; HYDROGEL; IN VITRO STUDY; MOLECULAR MIMICRY; MOUSE; NONHUMAN; PRIORITY JOURNAL; REDUCTION; SUBSTITUTION REACTION; TECHNIQUE;

MURINAE;

EID: 0038799873     PISSN: 01429612     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0142-9612(03)00267-9     Document Type: Article

References (52)

1. Knudson C.B., Knudson W. Cartilage proteoglycans. Semin Cell Dev Biol. 12:2001;69-78.
2. Fraser J.R., Laurent T.C., Laurent U.B. Hyaluronan. its nature, distribution, functions and turnover J Intern Med. 242:1997;27-33.
3. Dowthwaite G.P., Edwards J.C., Pitsillides A.A. An estential role for the interaction between hyaluronan and hyaluronan binding proteins during joint development. J Histochem Cytochem. 46:1998;641-651.
4. Hardwick C., Hoare K., Owens R., Hohn H.P., Hook M., Moore D., Cripps V., Austen L., Nance D.M., Turley E.A. Molecular cloning of a novel hyaluronan receptor that mediates tumor cell motility. J Cell Biol. 117:1992;1343-1350.
5. Cheung W.F., Crue T.F., Turley E.A. Receptor for hyaluronan-mediated motility (RHAMM), a hyaladherin that regulates cell responses to growth factors. Biochem Soc Trans. 27:1999;135-142.
6. Entwistle J., Hall C.L., Turley E.A. Receptors. regulators of signalling to the cytoskeleton J Cell Biochem. 61:1996;569-577.
7. Band P.A. Hyaluronan derivatives. chemistry and clinical applications Laurent T.C. The chemistry, biology and medical applications of hyaluronan and its derivatives. 1998;33-42 Portland Press, London.
8. 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. 47:1999;152-169.
9. Campoccia D., Doherty P., Radice M., Brun P., Abatangelo G., Williams D.F. Semisynthetic resorbable materials from hyaluronan esterification. Biomaterials. 19:1998;2101-2127.
10. Luo Y., Kirker K.R., Prestwich G.D. Cross-linked hyaluronic acid hydrogel films. new biomaterials for drug delivery J Control Release. 69:2000;169-184.
11. Moriyama K., Ooya T., Yui N. Hyaluronic acid grafted with poly(ethylene glycol) as a novel peptide formulation. J Control Release. 59:1999;77-86.
12. Ohya S., Nakayama Y., Matsuda T. Thermoresponsive artificial extracellular matrix for tissue engineering. hyaluronic acid bioconjugated with poly(N-isopropylacrylamide) grafts Biomacromolecules. 2:2001;856-863.
13. Pouyani T., Prestwich G.D. Functionalized derivatives of hyaluronic acid oligosaccharides. drug carriers and novel biomaterials Bioconjugate Chem. 5:1994;339-347.
14. Prestwich G.D., Vercruysse K.P. Therapeutic applications of hyaluronic acid and hyaluronan derivatives. Pharm Sci Technol Today. 1:1998;42-43.
15. Prestwich G.D., Luo Y., Ziebell M.R., Vercruysse K.P., Kirker K.R., MacMaster J.S. Chemically modified hyaluronan. new biomaterials and probes for cell biology Abatangelo G. New Frontiers in Medical Sciences: Redefining Hyaluronan. 2000;181-194 Portland Press, London.
16. Prestwich GD. Biomaterials from chemical-modified hyaluronan. Glycoforum 2001. http://glycoforum.gr.jp/science/hyaluronan/HA18/HA18E.html.
17. Vercruysse K.P., Prestwich G.D. Hyaluronate derivatives in drug delivery. Crit Rev Ther Drug Carrier Syst. 15:1998;513-555.
18. Kirker K.R., Luo Y., Nielson J.H., Shelby J., Prestwich G.D. Glycosaminoglycan hydrogel films as bio-interactive dressings for wound healing. Biomaterials. 23:2002;3661-3671.
19. Hubbell J.A. Biomaterials in Tissue Engineering. Bio/Technology. 13:1995;565-576.
20. Miller J.A., Ferguson R.L., Powers D.L., Burns J.W., Shalaby S.W. Efficacy of hyaluronic acid/nonsteroidal anti-in-flammatory drug systems in preventing postsurgical tendon adhesions. J Biomed Mater Res (Appl Biomater). 38:1997;25-33.
21. Jackson J.K., Skinner K.C., Burgess L., Sun T., Hunter W.L., Burt H.M. Paclitaxel-loaded crosslinked hyaluronic acid films for the prevention of postsurgical adhesion. Pharm Res. 19:2002;411-417.
22. Yoldemir T., Sagol S., Adakan S., Oztekin K., Ozsener S., Karadadas N. Comparison of the reduction of postoperative adhesions by two barriers, one solution, and two pharmacologic agents in the rat uterine model. Fertil Steril. 78:2002;335-339.
23. Piacquadio D., Jarcho M., Goltz R. Evaluation of hylan b gel as a soft-tissue augmentation implant material. J Am Acad Dermatol. 36:1997;544-549.
24. Leach R.E., Burns J.W., Dawe E.J., Smith B., Diamond M.P. Reduction of postsurgical adhesion formation in the rabbit uterine horn model with use of hyaluronate/carboxymethylcellulose gel. Fertil Steril. 69:1998;415-418.
25. Sawada T., Hasegawa K., Tsukada K., Kawakami S. Adhesion preventative effect of hyaluronic acid after intraperitoneal surgery in mice. Eur Soc Hum Reprod Embryol. 14:1999;1470-1472.
26. Coelho A.M., Berumen L., Avrameas S. Properties of protein polymers as substratum for cell growth in vitro. J Cell Physiol. 83:1974;379-388.
27. Ramamurthi A., Vesely I. Smooth muscle cell adhesion on crosslinked hyaluronan gels. J Biomed Mater Res. 60:2002;196-205.
28. Hu M., Sabelman E.E., Tsai C., Tan J., Hentz V.R. Improvement of Schwann cell attachment and proliferation on modified hyaluronic acid strands by polylysine. Tissue Eng. 6:2000;585-593.
29. Iio K., Minoura N., Aiba S., Nagura M., Kodama M. Cell growth on poly(vinyl alcohol) hydrogel membranes containing biguanido groups. J Biomed Mater Res. 28:1994;459-462.
30. Koyano T., Minoura N., Nagura M., Kobayashi K. Attachment and growth of cultured fibroblast cells on PVA/chitosan-blended hydrogel. J Biomed Mater Res. 39:1998;486-490.
31. Shu X.Z., Liu Y., Luo Y., Roberts M.C., Prestwich G.D. Disulfide crosslinked hyaluronan hydrogels. Biomacromolecules. 3:2002;1304-1311.
32. Vercruysse K.P., Marecak D.M., Marecek J.F., Prestwich G.D. Synthesis and in vitro degradation of new polyvalent hydrazide cross-linked hydrogels of hyaluronic acid. Bioconjugate Chem. 8:1997;686-694.
33. Butterworth P.H.W., Baum H., Porter J.W. A modification of the Ellman procedure for the estimation of protein sulfhydryl groups. Arch Biochem Biophys. 118:1967;716-723.
34. Benesch R., Benesch R.E. Thiolation of protein. Proc Natl Acad Sci USA. 44:1958;848-853.
35. Lutolf M.P., Tirelli N., Cerritelli S., Cavalli L., Hubbell J.A. Systematic modulation of Michael-type reactivity of thiols through the use of charged amino acids. Bioconjugate Chem. 12:2001;1051-1056.
36. Shu X.Z., Zhu K.J., Song W. Novel pH-sensitive citrate crosslinked chitosan film for drug crontrolled release. Int J Pharm. 212:2001;19-28.
37. Park J.M., Muhoberac B.B., Dubin P.L., Xia J. Effects of protein charge heterogeneity in protein-polyelectrolyte complexation. Macromolecules. 25:1992;290-295.
38. Thannhauser T.W., Konishi Y., Scheraga H.A. Analysis for disulfide bonds in peptides and proteins. Methods Enzymol. 143:1987;115-119.
39. Ellman G.L. A colorimetric method for determining low concentrations of mercaptans. Arch Biochem Biophys. 74:1958;443-450.
40. Choi Y.S., Hong S.R., Lee Y.M., Song K.W., Park M.H., Nam Y.S. Studies on gelatin-containing artificial skin. II. Preparation and characterization of crosslinked gelatin-hyaluronate sponge J Biomed Mater Res (Appl Biomater). 48:1999;631-639.
41. Balazs EA, Leshchiner A. Crosslinked gels of hyaluronic acid and products containing such gels. US Patent No. 4,582,865, 1986.
42. Balazs EA, Leshchiner A, Band P. Chemically modified hyaluronic acid preparation and method of recovery thereof from animal tissues. US Patent No. 4,713,448, 1987.
43. Tomihata K., Ikada Y. Cross-linking of hyaluronic acid with glutaraldehyde. J Polym Sci A: Polym Chem. 35:1997;3553-3559.
44. Tomihata K., Ikada Y. Crosslinking of hyaluronic acid with water-soluble carbodiimide. J Biomed Mater Res. 37:1997;243-251.
45. Lee K.Y., Mooney D.J. Hydrogels for tissue engineering. Chem Rev. 101:2001;1869-1879.
46. Tabata Y., Ikada Y. Protein release from gelatin matrices. Adv Drug Del Rev. 31:1998;287-301.
47. Yamauchi K., Takeuchi N., Kurimoto A., Tanabe T. Films of collagen crosslinked by S-S bonds. preparation and characterization Biomaterials. 22:2001;855-863.
48. Nicolas F.L., Gagnieu C.H. Denatured thiolated collagen I. Synthesis and characterization. Biomaterials. 18:1997;807-813.
49. Nicolas F.L., Gagnieu C.H. Denatured thiolated collagen II. Crosslinking by oxidation. Biomaterials. 18:1997;815-821.
50. Kenchington A.W. Chemical modification of the side chains of gelatin. Biochem J. 68:1958;458-468.
51. Jiang H.L., Zhu K.J. Polyanion/gelatin complexes as pH-sensitive gels for controlled protein release. J Appl Polym Sci. 80:2001;1416-1425.
52. Capozzi G., Modena G. Oxidation of thiol. Patai S. The Chemistry of the thiol group Part II. 1974;785-839 Wiley, New York.