Preparation and important functional properties of water-soluble chitosan produced through Maillard reaction

Bioresource Technology

Volumn 96, Issue 13, 2005, Pages 1473-1482

  Chung, Ying Chien ^a   Kuo, Cheng Lang ^a   Chen, Chiing Chang ^b  

^a CHINA INSTITUTE OF TECHNOLOGY   (Taiwan)

^b National Taichung Nursing College   (Taiwan)

Author keywords

Antibacterial activity; Chitosan; Maillard reaction; Solubility

Indexed keywords

CHEMICAL MODIFICATION; DERIVATIVES; ESCHERICHIA COLI; PH EFFECTS; POSITIVE IONS; REACTION KINETICS; SOLUBILITY; WATER;

CHITOSAN; OPERATING CONDITIONS; PHYSICOCHEMICAL PROPERTIES;

PIGMENTS;

CARBOHYDRATE DERIVATIVE; CHITOSAN; CHITOSAN DERIVATIVE; COPPER ION; FRUCTOSE; GLUCOSAMINE DERIVATIVE; IRON; MALTOSE; WATER; ZINC ION;

ANTIMICROBIAL ACTIVITY;

ANTIMICROBIAL ACTIVITY; ARTICLE; CHELATION; CHEMICAL MODIFICATION; COMMERCIAL PHENOMENA; COMPARATIVE STUDY; CONTROLLED STUDY; ESCHERICHIA COLI; GLYCATION; MOLECULAR STABILITY; NONHUMAN; PH; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; SOLUBILITY; STAPHYLOCOCCUS AUREUS; STATISTICAL SIGNIFICANCE;

ANTI-BACTERIAL AGENTS; BIOTECHNOLOGY; CHELATING AGENTS; CHITOSAN; HYDROGEN-ION CONCENTRATION; MAILLARD REACTION; METALS, HEAVY; SOLUBILITY;

ESCHERICHIA COLI; STAPHYLOCOCCUS AUREUS;

EID: 20444450035     PISSN: 09608524     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.biortech.2004.12.001     Document Type: Article

References (45)

1. P.R. Austin, C.J. Brine, J.E. Castle, and J.P. Zikakis Chitin: new facets of research Science 212 15 1981 749 753
2. O. Cabodevila, S.E. Hill, H.J. Armstrong, I. De Sousa, and J.R. Mitchell Gelatin enhancement of soy protein isolate using the Maillard reaction and high temperature J. Food Sci. 59 8 1994 872 878
3. Chang, C.L., 1996. Effect of shear force, ultrasonic wave or both on the physicochemical property of chitosan and its application on the preparation of water-soluble chitosan. Master thesis, Graduate Institute of Aquatic Food Science, National Ocean University, Taiwan
4. Y.M. Chen, Y.C. Chung, L.W. Wang, K.T. Chen, and S.Y. Li Antibacterial properties of chitosan in waterborne pathogen J. Environ. Sci. Health A 37 7 2002 1379 1390
5. Chu, C.C., 1995. Physicochemical property and preparation of water-soluble chitosan. Master thesis, Graduate Institute of Aquatic Food Science, National Ocean University, Taiwan
6. K.H. Chu Removal of copper from aqueous solution by chitosan in prawn shell: adsorption equilibrium and kinetics J. Hazard. Mater. 90 1 2002 77 95
7. Y.C. Chung, H.L. Wang, Y.M. Chen, and S.L. Li Effect of abiotic factors on the antibacterial activity of chitosan against waterborne pathogens Bioresource Technol. 88 3 2003 179 184
8. F. Delben, R.A.A. Muzzarelli, and M. Terbojevich Thermodynamic study of the protonation and interaction with metal cations of three chitosan derivatives Carbohydr. Polym. 11 1 1989 205 210
9. J. Demyttenaere, K.A. Tehrani, and N. De Kimpe The chemistry of the most important Maillard flavor compounds of bread and cooked rice ACS Sym. Ser. 826 2002 150 165
10. P.I. Dung, M. Milas, M. Rinaudo, and J. Desbrieres Water soluble derivatives obtained by controlled chemical modifications of chitosan Carbohydr. Polym. 24 3 1994 209 215
11. S. Hirano, Y. Konda, and K. Fuji Preparation of acetylated derivatives of modified chito-oligosaccharides by the depolymerization of partially N-acetylated chitosan with nitrous acid Carbohydr. Res. 144 2 1985 338 346
12. K.R. Holme, and A.S. Perlin Chitosan N-sulfate: a water-soluble polyelectrolyte Carbohydr. Res. 302 1 1997 7 12
13. I. Ikeda, M. Sugano, K. Yoshida, E. Sasaki, Y. Iwamoto, and K. Hatano Effects of chitosan hydrolysates on lipid absorption and on serum and liver lipid concentration in rats J. Agric. Food Chem. 41 2 1993 431 439
14. A.V. Ilyina, V.E. Tikhonov, A.I. Albulov, and V.P. Varlamov Enzymic preparation of acid-free-water-soluble chitosan Process Biochem. 35 6 2000 563 568
15. M.K. Jang, B.G. Kong, Y. Jeong, C.H. Lee, and J.W. Nah Physicochemical characterization of α-chitin, β-chitin, and γ-chitin separated from natural resources J. Polym. Sci. Part A 42 14 2004 3423 3432
16. Z. Jia, D. Shen, and W. Xu Synthesis and antibacterial activities of quaternary ammonium salt of chitosan Carbohydr. Res. 333 1 2001 1 6
17. 2 Org. Geochem. 35 6 2004 747 762
18. Y. Kato, T. Matsuda, N. Kato, and R. Nakamura Maillard reaction of disaccharides with protein: suppressive effect of nonreducing end pyanoside group on browning and protein polymerization J. Agric. Food Chem. 37 8 1989 1077 1082
19. S.S. Koide Chitin-chitosan: properties, benefits and risks Nutr. Res. 18 6 1998 1091 1101
20. N. Kubota, N. Tatsumoto, T. Sano, and K. Taori A simple preparation of half N-acetylated chitosan highly soluble in water and aqueous organic solvents Carbohydr. Res. 324 10 2000 268 274
21. K. Kurita Chemistry and application of chitin and chitosan Polym. Degrad. Stabil. 59 2 1998 117 120
22. K. Kurita, M. Kamiya, and S. Nishimura Solubilization of a rigid polysaccharide: controlled partial N-acetylation of chitosan to develop solubility Carbohydr. Polym. 16 1 1991 83 88
23. K. Kurita, H. Yoshino, S.I. Nishimura, and S. Ishii Preparation and biodegradability of chitin derivatives having mercapto groups Carbohydr. Polym. 20 2 1993 239 245
24. K. Kurita, H. Ikeda, Y. Yoshida, M. Shimojoh, and M. Harata Chemoselective protection of amino groups of chitosan by controlled phthaloylation: facile preparation of a precursor useful for chemical modifications Biomacromolecules 3 1 2002 1 4
25. X.F. Liu, Y.L. Guan, D.Z. Yang, Z. Li, and K.D. Yao Antibacterial action of chitosan and carboxymethylated chitosan J. Appl. Polym. Sci. 79 7 2001 1324 1335
26. S.C. Liu, H.M. Chang, and S.B. Wu A study on the mechanism of browning in mei liqueur using model solutions Food Res. Int. 36 6 2003 579 585
27. R.A.A. Muzzarelli Modified chitosan carrying sulfonic acid groups Carbohydr. Polym. 5 3 1992 461 475
28. H.K. No, N.Y. Park, S.H. Lee, and S.P. Meyers Antibacterial activity of chitosans and chitosan oligomers with different molecular weights Int. J. Food Microbiol. 74 1 2002 65 72
29. R.J. Nordtveit, K.M. Varum, and O. Smidstrod Degradation of partially N-acetylated chitosans with hen egg white and human lysozyme Carbohydr. Polym. 29 2 1996 163 167
30. M.H. Ottoy, K.M. Varum, and O. Smidsrod Compositional heterogeneity of heterogeneously deacetylated chitosans Carbohydr. Polym. 29 1 1996 17 24
31. T. Sannan, K. Kurita, and Y. Iwakura Effect of deacetylation on solubility Makromol. Chem. 177 12 1976 3589 3593
32. K. Shimada, K. Fujikawa, K. Yahara, and T. Nakamura Antioxidative properties of xanthan on the autoxidation of soybean in cyclodextrin emulsion J. Agric. Food. Chem. 40 5 1992 945 948
33. Y. Song, E.E. Babiker, M. Usui, A. Saito, and A. Kato Emulsifying properties and bactericidal action of chitosan-lysozyme conjugates Food Res. Int. 35 5 2002 459 466
34. M. Sugimoto, M. Morimoto, H. Sashiwa, H. Saimoto, and Y. Shigemasa Preparation and characterization of water-soluble chitin and chitosan derivatives Carbohydr. Polym. 36 1 1998 49 59
35. M. Tanaka, J.R. Huang, W.K. Chiu, S. Ishizaki, and T. Taguchi Effect of the Maillard reaction on functional properties of chitosan Nippon Suisan Gakk. 59 12 1993 1915 1918
36. M. Terbojevich, A. Cosani, and R.A.A. Muzzarelli Molecular parameters of chitosans depolymerized with the aid of papain Carbohydr. Polym. 29 1 1996 63 68
37. F.J. Tessier, V.M. Monnier, L.M. Sayre, and J.A. Kornfield Triosidines: novel Maillard reaction products and cross-links from the reaction of triose sugars with lysine and arginine residues Biochem. J. 369 3 2003 705 719
38. K. Toei, and T. Kohara A conductometric method for colloid titrations Anal. Chim. Acta 83 1 1976 59 65
39. T. Wang, M. Turhan, and S. Gunasekaran Selected properties of pH-sensitive, biodegradable chitosan-poly(vinyl alcohol) hydrogel Polym. Int. 53 7 2004 911 918
40. K. Watanabe, I. Saiki, Y. Matsumoto, and I. Azuma Abtimetastatic activity of neocarzinostatin incorporated into controlled release gels of CM-chitin Carbohydr. Polym. 17 1 1992 29 33
41. R.L. Whistler, and J.N. BeMiller Carbohydrates O.R. Fennema Food Chemistry 1996 Marcel Dekker Inc. New York 201 237
42. A.N. Wijewickreme, D.D. Kitts, and T.D. Durance Reaction conditions influence the elementary composition and metal chelating of nondialyzable model Maillard reaction products J. Agric. Food Chem. 45 13 1997 4577 4582
43. M. Yalpani, and L.D. Hall Some chemical and analytical aspects of polysaccharide modification. 3. Formation of branched-chain, soluble chitosan derivatives Macromolecules 17 2 1984 272 281
44. T.C. Yang, C.C. Chou, and C.F. Li Preparation, water solubility and rheological property of the N-alkylated mono or disaccharide chitosan derivatives Food Res. Int. 35 8 2002 707 713
45. Y.S. Yun, K.S. Kim, and Y.N. Lee Antibacterial and antifungal effect of chitosan J. Chitin Chitosan. 4 1 1999 8 14