Reaction of chitosan with genipin and its fluorogenic attributes for potential microcapsule membrane characterization

Journal of Biomedical Materials Research - Part A

Volumn 75, Issue 4, 2005, Pages 917-927

  Chen, Hongmei ^a   Ouyang, Wei ^a   Lawuyi, Bisi ^a   Martoni, Christopher ^a   Prakash, Satya ^a  

^a MCGILL UNIVERSITY   (Canada)

Author keywords

Artificial cells; Chitosan; CLSM; Fluorescence; Genipin; Microcapsule

Indexed keywords

CHITIN; FLUORESCENCE; LASER APPLICATIONS; MIXTURES; SIGNAL PROCESSING; THERMAL EFFECTS;

ARTIFICIAL CELLS; CHITOSAN; CLSM; GENIPIN; MICROCAPSULE;

REACTION KINETICS;

ALGINIC ACID; CHITOSAN; GENIPIN; GENIPOSIDE; UNCLASSIFIED DRUG;

ABSORPTION SPECTROSCOPY; ARTICLE; ARTIFICIAL MEMBRANE; CARBON NUCLEAR MAGNETIC RESONANCE; CONFOCAL LASER MICROSCOPY; FLUORESCENCE; FLUORESCENCE SPECTROSCOPY; FLUOROMETRY; INFRARED SPECTROSCOPY; MATERIAL COATING; MICROCAPSULE; MICROENCAPSULATION; REACTION TIME; TEMPERATURE; THICKNESS;

CAPSULES; CHITOSAN; COATED MATERIALS, BIOCOMPATIBLE; FLUORESCENT DYES; IRIDOIDS; MICROSCOPY, CONFOCAL; PYRANS; SPECTROMETRY, FLUORESCENCE; SPECTROPHOTOMETRY;

EID: 28844509620     PISSN: 00219304     EISSN: None     Source Type: Journal    
DOI: 10.1002/jbm.a.30492     Document Type: Article

References (41)

1. Chang TMS. Semipermeable microcapsules. Science 1964;146: 524-525.
2. Schrooyen PMM, van der Meer R, de Kruif CG. Microencapsulation: its application in nutrition. Proc Nutr Soc 2001;60: 475-479.
3. Tsuji K. Microencapsulation of pesticides and their improved handling safety. J Microencapsul 2001;18:137-147.
4. Nelson G. Application of microencapsulation in textiles. Int J Pharm 2002;242:55-62.
5. Orive G et al. Cell encapsulation: Promise and progress. Nat Med 2003;9:104-107.
6. Park JK, Chang HN. Microencapsulation of microbial cells. Biotechnol Adv 2000;18:303-319.
7. Rahman NA, Mathiowitz E. Localization of bovine serum albumin in double-walled microspheres. J Control Release 2004; 94:163-175.
8. Lim F, Sun AM. Microencapsulated islets as bioartificial endocrine pancreas. Science 1980;210:908-910.
9. Umehara Y, Hakamada K, Seino K, Aoki K, Toyoki Y, Sasaki M. Improved survival and ammonia metabolism by intraperitoneal transplantation of microencapsulated hepatocytes in totally hepatectomized rats. Surgery 2001;130:513-520.
10. Prakash S, Chang TM. Microencapsulated genetically engineered live E. coli DH5 cells administered orally to maintain normal plasma urea level in uremic rats. Nat Med 1996;2:883-887.
11. Vallbacka JJ, Nobrega JN, Sefton MV. Tissue engineering as a platform for controlled release of therapeutic agents: implantation of microencapsulated dopamine producing cells in the brains of rats. J Control Release 2001;72:93-100.
12. Cirone P, Bourgeois JM, Austin RC, Chang PL. A novel approach to tumor suppression with microencapsulated recombinant cells. Hum Gene Ther 2002;13:1157-1166.
13. Prokop A, Hunkeler D, Powers AC, Whitesell RR, Wang TG. Water soluble polymers for immunoisolation II: Evaluation of multicomponent microencapsulation systems. Adv Polym Sci 1998;136:53-73.
14. Ko JA, Park HJ, Hwang SJ, Park JB, Lee JS. Preparation and characterization of chitosan microparticles intended for controlled drug delivery. Int J Pharm 2002;249:165-174.
15. Lee JS, Cha DS, Park HJ. Survival of freeze-dried Lactobacillus bulgaricus KFRI 673 in chitosan-coated calcium alginate microparticles. J Agric Food Chem 2004;52:7300-7305.
16. Lee KW et al. Sustained release of vascular endothelial growth factor from calcium-induced alginate hydrogels reinforced by heparin and chitosan. Transplant Proc 2004;36:2464-2465.
17. Shu XZ, Zhu KJ. The release behavior of brilliant blue from calcium-alginate gel beads coated by chitosan: the preparation method effect. Eur J Pharm Biopharm 2002;53:193-201.
18. Moses LR, Dileep KJ, Sharma CP. Beta cyclodextrin-insulin-encapsulated chitosan/alginate matrix: Oral delivery system. J Appl Polym Sci 2000;75:1089-1096.
19. Chandy T, Mooradian DL, Rao GH. Evaluation of modified alginate-chitosan-polyethylene glycol microcapsules for cell encapsulation. Artif Organs 1999;23:894-903.
20. Gaserod O, Smidsrod O, Skjak-Braek G. Microcapsules of alginate-chitosan. I. A quantitative study of the interaction between alginate and chitosan. Biomaterials 1998;19:1815-1825.
21. Gaserod O, Sannes A, Skjak-Braek G. Microcapsules of alginate-chitosan. II. A study of capsule stability and permeability. Biomaterials 1999;20:773-783.
22. Bartkowiak A, Hunkeler D. Alginate-oligochitosan microcapsules: A mechanistic study relating membrane and capsule properties to reaction conditions. Chem Mater 1999;11:2486-2492.
23. Yan XL, Khor E, Lim LY. Chitosan-alginate films prepared with chitosans of different molecular weights. J Biomed Mater Res 2001;58:358-365.
24. Cruz MCP et al. Evaluation of the diffusion coefficient for controlled release of oxytetracycline from alginate/chitosan/ poly(ethylene glycol) microbeads in simulated gastrointestinal environments. Biotechnol Appl Biochem 2004;40:243-253.
25. Boadi DK, Neufeld RJ. Encapsulation of tannase for the hydrolysis of tea tannins. Enzyme Microb Technol 2001;28:590-595.
26. Nishi C, Nakajima N, Ikada Y. In-vitro evaluation of cytotoxicity of diepoxy compounds used for biomaterial modification. J Biomed Mater Res 1995;29:829-834.
27. Speer DP, Chvapil M, Eskelson CD, Ulreich J. Biological effects of residual glutaraldehyde in glutaraldehyde-tanned collagen biomaterials. J Biomed Mater Res 1980;14:753-764.
28. Djerassi C, Gray JD, Kincl FA. Naturally occurring oxygen heterocyclics. 9. Isolation and characterization of genipin. J Org Chem 1960;25:2174-2177.
29. Park JE. Isolation and characterization of water-soluble intermediates of blue pigments transformed from geniposide of gardenia jasminoides. J Agric Food Chem 2002;50:6511-6514.
30. Sung HW, Liang IL, Chen CN, Huang RN, Liang HF. Stability of a biological tissue fixed with a naturally occurring crosslinking agent (genipin). J Biomed Mater Res 2001;55:538-546.
31. Jin J, Song M, Hourston DJ. Novel chitosan-based films cross-linked by genipin with improved physical properties. Biomacromolecules 2004;5:162-168.
32. Bigi A, Cojazzi G, Panzavolta S, Roveri N, Rubini K. Stabilization of gelatin films by crosslinking with genipin. Biomaterials 2002;23:4827-4832.
33. Chen HM et al. Design, preparation and in-vitro characterization of genipin cross linked alginate-chitosan microcapsules for live cell encapsulation for cell therapy. Cell Biochem Biophysics. Forthcoming.
34. Lakowicz JR. Principles of fluorescence spectroscopy. New York: Kluwer Academic/Plenum; 1999.
35. Touyama R et al. Studies on the blue pigments produced from genipin and methylamine.1. Structures of the brownish-red pigments, intermediates leading to the blue pigments. Chem Pharm Bull 1994;42:668-673.
36. Chen SC, Wu YC, Mi FL, Lin YH, Yu LC, Sung HW. A novel pH-sensitive hydrogel composed of N,O-carboxy methyl chitosan and alginate cross-linked by genipin for protein drug delivery. J Control Release 2004;96:285-300.
37. Mi FL, Sung HW, Shyu SS. Synthesis and characterization of a novel chitosan-based network prepared using naturally occurring crosslinker. J Polym Sci A Polym Chem 2000;38:2804-2814.
38. Lamprecht A, Schafer UF, Lehr CM. Visualization and quantification of polymer distribution in microcapsules by confocal laser scanning microscopy (CLSM). Int J Pharm 2000;196:223-226.
39. Lamprecht A, Schafer UF, Lehr CM. Characterization of microcapsules by confocal laser scanning microscopy: structure, capsule wall composition and encapsulation rate. Eur J Pharm Biopharm 2000;49:1-9.
40. Nakagawa K, Iwamoto S, Nakajima M, Shono A, Satoh K. Microchannel emulsification using gelatin and surfactant-free coacervate microencapsulation. J Colloid Interface Sci 2004;278: 198-205.
41. Ma XJ, Vacek I, Sun A. Generation of alginate-poly-L-lysine-alginate (APA) biomicroscopies-the relationship between the membrane strength and the reaction conditions. Artif Cells Blood Substit Immobil Biotechnol 1994;22:43-69.