Abstract
A simple procedure to prepare water-soluble chitosan (partially N-acetylated chitosan) was developed, and the water-solubility of N-acetylated chitosan was investigated in detail, preparing a series of chitosan samples with various molecular weights. To reduce the molecular weight, chitosan was treated with NaBO3 under a homogeneous condition where chitosan was previously dissolved in an aqueous acetic acid. Weight-average molecular weights of chitosan samples obtained were determined by means of GPC equipped with a low angle laser light scattering photometer. Then each chitosan sample was N-acetylated with acetic anhydride under a homogeneous condition where chitosan was dissolved in a simple aqueous acetic acid. The degree of N-acetylation was estimated by 1H NMR spectroscopy. As a result, the water-solubility of N-acetylated chitosan with about 50% substitution increased as the molecular weight decreased. The sequence of N-acetylglucosamine and glucosamine residues was also determined by 1H NMR spectroscopy.
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References
E. R. Pariser and D. P. Lombardi, “Chitin Sourcebook,” Wiley, New York, N.Y., 1989.
N. Kubota, Bull. Chem. Soc. Jpn., 66, 1807 (1993).
N. Kubota, Y. Kikuchi, Y. Mizuhara, T. Ishihara, and Y. Takita, J. Appl. Polym. Sci., 50, 1665 (1993).
N. Kubota, E. Kai, and Y. Eguchi, Maku, 21, 386 (1996).
M. Yalpani, “Chitin in Nature and Technology,” R. A. A. Muzzarelli, C. Jeuniaux, and G. W. Gooday, Ed., Plenum, New York, N.Y., 1986, p 403.
H. Struszczyk, J. Appl. Polym. Sci., 33, 177 (1987).
T. Sannan, K. Kurita, and Y. Iwakura, Makromol. Chem., 177, 3589 (1976).
K. Kurita, T. Sannan, and Y. Iwakura, Makromol. Chem., 178, 3197 (1977).
K. Kurita, Y. Koyoma, S. Nishimura, and M. Kamiya, Chem. Lett., 1597 (1989).
S. Aiba, Int. J. Biol. Macromol., 11, 249 (1989).
Y. Kawamura, H. Ikebe, I. Kurahashi, H. Seo, and S. Nakajima, Kokai Tokkyo Koho, 61-40337 (1986).
M. Rinaudo, P. Le Dung, C. Gey, and M. Milas, Int. J. Biol. Macromol., 14, 122 (1992).
K. Kurita, S. Chikaoka, M. Kamiya, and Y. Koyama, Bull. Chem. Soc. Jpn., 61, 927 (1988).
A. Hirai, H. Odani, and A. Nakajima, Polym. Bull., 26, 87 (1991).
K. M. Varum, M. W. Anthonsen, H. Grasdalen, and O. Smidsrod, Carbohydr. Res., 211, 17 (1991).
A. Domard, C. Gey, M. Rinaudo, and C. Terrassin, Int. J. Biol. Macromol., 9, 233 (1987).
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Kubota, N., Eguchi, Y. Facile Preparation of Water-Soluble N-Acetylated Chitosan and Molecular Weight Dependence of Its Water-Solubility. Polym J 29, 123–127 (1997). https://doi.org/10.1295/polymj.29.123
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DOI: https://doi.org/10.1295/polymj.29.123
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