X-ray diffraction studies of chitin, chitosan, and their derivatives

Chitin, Chitosan, Oligosaccharides and Their Derivatives: Biological Activities and Applications

Volumn , Issue , 2010, Pages 83-92

  Maniukiewicz, Waldemar ^a  

^a LODZ UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 85006602648     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1201/EBK1439816035     Document Type: Chapter

References (60)

1. Blackwell, J. 1969. Structure of beta-chitin or parallel chain systems of poly-beta-(1-4)-N-acetyl-d-glucosamine. Biopolymers 7:281-298.
2. Campbell, P.J.S. and S. Arnott. 1978. LALS: A linked-atom least-squares reciprocal-space refinement system incorporating stereochemical restraints to supplement sparse diffraction. Acta Crystallographica. Section A 34:3-11.
3. Carlstrom, D. 1957. The crystal structure of α-chitin (poly-N-acetyl-d-glucosamine). Journal of Biophysical and Biochemical Cytology 3:669-683.
4. Cartier, N., Domard, A., and H. Chanzy. 1990. Single crystals of chitosan. International Journal of Biological Macromolecules 12:289-294.
5. Clark, G.L. and A.F. Smith. 1936. X-ray diffraction studies of chitin, chitosan and derivatives. Journal of Physical Chemistry 40(7):863-879.
6. Dweltz, N.E. 1961. The structure of ß chitin. Biophysica Acta 51:283-289.
7. Dumitriu, S. 1996. Polysaccharides in Medicinal Application. New York: Marcel Dekker.
8. Dumitriu, S. 2005. Polysaccharides, Structural Diversity and Functional Versatility, 2nd edn. New York: Marcel Dekker.
9. Gardner, K.H. and J. Blackwell. 1975. Refinement of the structure of β-chitin. Biopolymers 14:1581-1595.
10. Hon, D.N.S. 1996. Chitin and chitosan: Medical applications. In Dumitriu, S. (ed.), Polysaccharides in Medicinal Application. New York: Marcel Dekker.
11. Hudson, S.M. and C. Smith. 1998. Chitin and chitosan. In Kaplan, D.L. (ed.), Biopolymers from Renewable Resources. Berlin, Germany: Springer.
12. Jang, M.K., Kong, B.G., Jeong, Y.I., Lee, C.H., and J.W. Nah. 2004. Physicochemical characterization of α-chitin, β-chitin and χ-chitin separated from natural resources. Journal of Polymer Science: Part A: Polymer Chemistry 42:3423-3432.
13. Jayakumar, R., Prabaharan, M., Reis, R.L., and J.F. Mano. 2005. Graft copolymerized chitosan—Present status and applications. Carbohydrate Polymers 62:142-215.
14. Jayakumar, R., Reis, R.L., and J.F. Mano. 2006. Chemistry and applications of phosphorylated chitin and chitosan. E-Polymers 35:1-16.
15. Jayakumar, R., Nwe, N., Tokura, S., and H. Tamura. 2007. Sulfated chitin and chitosan as novel biomaterials. International Journal of Biological Macromolecules 40:175-181.
16. Jenkins, D.W. and S.M. Hudson. 2001. Review of vinyl graft copolymerization featuring recent advances toward controlled radical-based reactions and illustrated with chitin/chitosan trunk polymers. Chemical Reviews 101:3245-3273.
17. Kawada, J., Abe, Y., Yui, T., Okuyama, K., and K. Ogawa. 1999. Crystalline transformation of chitosan from hydrated to anhydrous polymorph via chitosan monocarboxylic acid salts. Journal of Carbohydrate Chemistry 18:559-571.
18. Kawahara, M., Yui, T., Oka, K., Zugenmaier, P., Suzuki, S., Kitamura, S., Okuyama, K., and K. Ogawa. 2003. Fourth 3D structure of the chitosan molecule: Conformation of chitosan in its salts with medical organic acids having a phenyl group. Bioscience, Biotechnology and Biochemistry 67:1545-1550.
19. Kurita, K. 1996. Chitin and chitosan graft copolymers. In Salamone, J.C. (ed.), Polymeric Materials Encyclopedia, pp. 1205-1208. Boca Raton, FL: CRC Press.
20. Kurita, K., Tomita, K., Tada, T., Ishii, S., Nishimura, S., and K. Shimoda. 1993. Squid chitin as a potential alternative chitin source: Deacetylation behavior and characteristic properties. Journal of Polymer Science Part A: Polymer Chemistry 31:485-491.
21. Kurita, K., Ishii, S., Tomita, K., Nishimura, S., and K. Shimoda. 1994. Reactivity characteristics of squid β-chitin as compared with those of shrimp chitin: High potentials of squid chitin as a starting material for facile chemical modifications. Journal of Polymer Science Part A: Polymer Chemistry 32:1027-1033.
22. Lertworasirikul, A., Tsue, S., Noguchi, K., Okuyama, K., and K. Ogawa. 2003. Two different molecular conformations found in chitosan type II salts. Carbohydrate Research 338:1229-1233.
23. Lertworasirikul, A., Yokoyama, S., Noguchi, K., Ogawa, K., and K. Okuyama. 2004. Molecular and crystal structures of chitosan/HI type I salt determined by x-ray fiber diffraction. Carbohydrate Research 339:825-833.
24. Ma, N., Wang, Q., Sun, S., and A. Wang. 2004. Progress in chemical modification of chitin and chitosan. Progress in Chemistry 16:643-653.
25. Marchessault, R.H. and S. Perez. 1979. Conformations of the hydroxymethyl group in crystalline aldohexopyranoses. Biopolymers 18:2369-2374.
26. Mayer, K.H. and G.W. Pankow. 1935. Sur la constitution et la structure de la chitine. Helvetica Chimica Acta 18:589-598.
27. Mazean, K., Wiliam, W.T., and H. Chanzy. 1994. Molecular and crystal structure of a high-temperature polymorph of chitosan from electron diffraction data. Macromolecules 27:7606-7612.
28. Minke, R. and J. Blackwell. 1978. The structure of α-chitin. Journal of Molecular Biology 120:167-181.
29. Muzzarelli, R.A.A. 1977. Chitin. Oxford, U.K.: Pergamon Press.
30. Muzzarelli, R.A.A. 1996. Chitin chemistry. In Salamone, J.C. (ed.), The Polymeric Materials Encyclopedia, pp. 312-314. Boca Raton, FL: CRC Press.
31. Muzzarelli, R.A.A. and C. Muzzarelli. 2005. Chitosan chemistry: Relevance to the biomedical sciences. Advances in Polymer Science 186:151-209.
32. Ogawa, K. 1991. Effect of heating an aqueous suspension of chitosan on the crystallinity and polymorphs. Agricultural and Biological Chemistry 55:2375-2379.
33. Ogawa, K. 2005. Conformational diversity of chitosan. Journal of Metals, Materials and Minerals 15:1-5.
34. Ogawa, K. and S. Inukai. 1987. X-ray diffraction study of sulfuric, nitric, and halogen acid salts of chitosan. Carbohydrate Research 160:425-433.
35. Ogawa, K. and T. Yui. 1993. Crystallinity of partially N-acetylated chitosans. Bioscience, Biotechnology and Biochemistry 57(9):1466-1469.
36. Ogawa, K., Hirano, S., Miyanishi, T., Yui, T., and T. Watanabe. 1984. A new polymorph of chitosan. Macromolecules 17:973-975.
37. Ogawa, K., Yui, T., and M. Miya. 1992. Dependence on the preparation procedure of the polymorphism and crystallinity of chitosan membranes. Bioscience, Biotechnology and Biochemistry 56:858-862.
38. Ogawa, K., Nakata, K., Yamamoto, A., and Y. Nitta. 1996. X-ray study of chitosan l-and d-ascorbates. Chemistry of Materials 8:2349-2351.
39. Ogawa, K., Yui, T., and K. Okayama. 2004. Mini-review: Three D structures of chitosan. International Journals of Biological Macromolecules 34:1-8.
40. Okuyama, K., Noguchi, K., Miyazawa, T., Yui, T., and K. Ogawa. 1997. Molecular and crystal structure of hydrated chitosan. Macromolecules 30:5849-5855.
41. Okuyama, K., Noguchi, K., Hanafusa, Y., Osawa, K., and K. Ogawa. 1999. Structural study of anhydrous tendon chitosan obtained via chitosan/acetic acid complex. International Journal of Biological Macromolecules 26:285-293.
42. Okuyama, K., Noguchi, K., Kanenari, M., Egawa, T., Osawa, K., and K. Ogawa. 2000a. Structural diversity of chitosan and its complexes. Carbohydrate Polymers 41:237-247.
43. Okuyama, K., Osawa, K., Hanafusa, Y., Noguchi, K., and K. Ogawa. 2000b. Relaxed 2/1-helical conformation of type II chitosan has a tetrasaccharide motif. Journal of Carbohydrate Chemistry 19:789-794.
44. Pillai, C.K.S., Paul, W., and Ch. P. Sharma. 2009. Chitin and chitosan polymers: Chemistry, solubility and fiber formation. Progress in Polymer Science 34:641-678.
45. Peter, M.G. 2002. Chitin and chitosan from animal sources. In De Baets, S., Vandamme, E.J., and Steinbuchel, A. (eds.), Biopolymers: Polysaccharides II. Weinheim, Germany: Wiley-VCH.
46. Prashanth, K.V.H. and R.N. Tharanathan. 2007. Chitin/chitosan: Modifications and their unlimited application potential—An overview. Trends in Food Science and Technology 18:117-131.
47. Rao, V.S.R., Qusba, P.K., Balaji, P.V., and R. Chandrasekaran. 1998. Conformation of Carbohydrates. Amsterdam, the Netherlands: Harwood Academic Publisher.
48. Rinaudo, M. 2006. Chitin and chitosan: Properties and applications. Progress in Polymer Science 31:603-632.
49. Roberts, G. 1998. Chitin Chemistry. London, U.K.: Macmillan.
50. Roberts, G.A.F. 1992. Chitin Chemistry. London, U.K.: Macmillan Press.
51. Rudall, K.M. 1963. The chitin/protein complexes of insect cuticles. Advances in Insect Physiology 1:257-313.
52. Rudall, K.M. 1967. In Ramachandran, G.N. (ed.), Conformation of Biopolymers, Vol. 2. New York: Academic Press.
53. Rudall, K.M. and W. Kenchington. 1973. The chitin system. Biological Reviews, Cambridge 48:597-636.
54. Samuels, R.J. 1981. Solid state characterization of the structure of chitosan films. Journal of Polymer Science 19:1081-1105.
55. Sashiwa, H. and S. Aiba. 2004. Chemically modified chitin and chitosan as biomaterials. Progress in Polymer Science 29:887-908.
56. Sikorski, P., Hori, R., and M. Wada. 2009. Revisit of α-chitin crystal structure using high resolution x-ray diffraction data. Biomacromolecules 10:1100-1105.
57. Sundaralingam, M. 1968. Some aspects of stereochemistry and hydrogen bonding of carbohydrates related to polysaccharide conformations Biopolymers 6:189-194.
58. Yamamoto, A., Kawada, J., Yui, T., and K. Ogawa. 1997. Conformational behavior of chitosan in the acetale salt: An x-ray study. Bioscience, Biotechnology and Biochemistry 61:1230-1232.
59. Yui, T., Imada, K., Okuyama, K., Obata, Y., Suzuki, K., and K. Ogawa. 1994. Molecular and crystal structure of the anhydrous form of chitosan. Macromolecules 27:7601-7605.
60. Yui, T., Taki, N., Sugiyama, J., and S. Hayashi. 2007. Exhaustive crystal structure search and crystal modeling of β-chitin. International Journal of Biological Macromolecules 40:336-344.