Skip to main content

Chemistry of polysaccharide modification and degradation

  • Chapter

Abstract

Polysaccharides offer a vast array of primary structures and conformations. Their ubiquitous presence and diverse roles in biological systems bear testimony to the wide spectrum of functionalities. It has long been recognized that the characteristics and utility of native polysaccharides can be substantially extended by chemical modification. The alterations of parameters, such as primary structure, conformation, hydrophilicity, solubility, polyelectrolyte nature, rheology and stability may profoundly impact their biological, chemical and physical properties. Such modulations can therefore be employed to tailor functional properties. As a result, a wealth of synthetic technology has been established since the discovery by John Hyatt of the first glycan derivative, cellulose nitrate, in 1869.

This is a preview of subscription content, log in via an institution.

Buying options

Chapter
USD   29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   129.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD   169.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD   169.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Learn about institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Yalpani, M. (1985) Tetrahedron, 41, 2957–3020.

    CAS  Google Scholar 

  2. Yalpani, M. (1988) Polysaccharides, Syntheses, Modifications and Structure’ Property Relations, Elsevier, Amsterdam

    Google Scholar 

  3. Beck, R.H.F., Fitton, M.G. and Kricheldorf, H.R. (1992) in Handbook of Polymer Synthesis, Part B, Kricheldorf, H.R. (ed.), Marcel Dekker, New York, pp. 1517–77.

    Google Scholar 

  4. Whistler, R.L. (ed.) (1973) Industrial Gums, 2nd edn, Academic Press, New York.

    Google Scholar 

  5. Meltzer, Y.L. (1981) Water-soluble Polymers, Developments Since 1978, Noyes Data Corporation, Park Ridge, NJ.

    Google Scholar 

  6. Davidson, R.L. (ed.) (1980) Handbook of Water-soluble Gums and Resins, McGraw-Hill, New York.

    Google Scholar 

  7. Krässig, H.A. (1993) Cellulose, Structure, Accessibility and Reactivity, Gordon & Breach, New York.

    Google Scholar 

  8. Gilbert, R.D. (ed.) (1994) Cellulosic Polymers, Blends and Composites, Hanser, Munich.

    Google Scholar 

  9. Fengel, D. (1994) Macromol. Symp., 83, 311–23.

    CAS  Google Scholar 

  10. Philipp, B.J.M.S. (1993) Pure Appl. Chem., A30, 703–14.

    Google Scholar 

  11. Vigo, T.L. (1985) in Encyclopedia of Polymer Science and Engineering, Mark, H.F., Bikales, N.M., Overberger, C.G. and Menges, G. (eds), 2nd edn., vol. 3, Wiley Interscience, New York, pp. 124–39.

    Google Scholar 

  12. Skjak-Braek, G., Anthonson, T. and Sandford, P. (eds) (1989) Chitin and Chitosan, Elsevier, Amsterdam.

    Google Scholar 

  13. Alsop, R.M. (1983) Progr. Ind. Microbiol., 18, 1–44.

    CAS  Google Scholar 

  14. Harris, M.J. and Yalpani, M. (1985) in Partitioning in Aqueous Two-phase Systems, Walter, H., Brooks, D.E. and Fisher, D. (eds), Academic Press, New York, pp. 590–626.

    Google Scholar 

  15. Seaman, J.K. (1980) in Handbook of Water-soluble Gums and Resins,Davidson, R.L. (ed.), McGraw-Hill, New York, pp. 6/1–6/19.

    Google Scholar 

  16. Stone, B.A. and Clarke, A.E. (1992) Chemistry and Biology of 1–3-ß-Glucans, La Trobe University Press, La Trobe.

    Google Scholar 

  17. Lane, D.A. and Lindahl, U. (eds) (1989) Heparin, Chemical and Biological Properties, Clinical Applications, CRC Press, Boca Raton.

    Google Scholar 

  18. Lundblad, R.L., Brown, W.V., Mann, K.G. and Roberts, H.R. (eds) (1981) Chemistry and Biology of Heparin, Elsevier, Amsterdam

    Google Scholar 

  19. Van Breynum, G.M.A. and Roels, J.A. (eds) (1985) Starch Conversion Technology, Marcel Dekker, New York.

    Google Scholar 

  20. Whistler, R.L., BeMiller, J.N. and Paschall, E.F. (eds) (1984) Starch, Chemistry and Technology, 2nd edn, Academic Press, New York.

    Google Scholar 

  21. Aspinall, G.O. (1982) in The Polysaccharides, Aspinall, G.O. (ed.), Academic Press, New York, vol. 1, pp. 36–131.

    Google Scholar 

  22. Pigman, W. and Horton, D. (eds) (1980) Carbohydrates, Chemistry and Biochemistry, 2nd edn, Academic Press, New York, vols. 2A, 1978, and 2B, 1980.

    Google Scholar 

  23. Burchard, W. (ed.) (1985) Polysaccharide, Springer, Berlin.

    Google Scholar 

  24. McCormick, C.L., Lichatowich, D.K., Pelezo, J.A. and Anderson, K.W. (1980) ACS Symp. Ser., 121, 371–80.

    CAS  Google Scholar 

  25. Aiba, S., Izume, M., Mioura, N. and Fujiwara, Y. (1985) Br. Polym. J., 17, 38–40.

    CAS  Google Scholar 

  26. Johnson, D.C. (1985) in Cellulose Chemistry and its Applications, Nevell, T.P. and Zeronian, S.H. (eds), Wiley, New York, pp. 181–201.

    Google Scholar 

  27. Dawsey, T.R. (1994) in Cellulosic Polymers, Blends and Composites, Gilbert, R.D. (ed.), Hanser, Munich, pp. 157–72.

    Google Scholar 

  28. Bogan, R.T. and Brewer, R.J. (1985) in Encyclopedia of Polymer Science and Engineering, 2nd edn., vol. 3, Mark, H.F., Bikales, N.M., Overberger, C.G. and Menges, G. (eds), Wiley Interscience, New York, pp. 158–81.

    Google Scholar 

  29. Doyle, S., Pethrick, R.A., Harris, R.K. et al. (1986) Polymer, 27, 19–24.

    CAS  Google Scholar 

  30. Tanghe, L.J., Genung, L.B. and Mench, J.W. (1963) Methods Carbohydr. Chem., 3, 193–8.

    CAS  Google Scholar 

  31. Tokura, S., Nishi, N., Somorin, O. and Noguchi, J. (1980) Polym. J., 12, 695–700.

    CAS  Google Scholar 

  32. Carson, J.F. and Maclay, W.D. (1946) J. Am. Chem. Soc., 68, 1015–17.

    CAS  Google Scholar 

  33. Vermeersch, J. and Schacht, E. (1985) Macromol. Chem., 187, 125–31.

    Google Scholar 

  34. Muller, G., Chiron, G. and Levesque, G. (1985) Polymer Bull., 15, 1–5.

    Google Scholar 

  35. Gray, D.J. (1983) Appl. Polym. Sci. Appl. Polym. Symp., 37, 179–92.

    CAS  Google Scholar 

  36. Nissan, A.H. and Hunger, G.K. (1965) in Encyclopedia of Polymer Science and Technology, vol. 3, Mark, H.F., Gaylord, N.G. and Bikales, N.M. (eds), Wiley Interscience, New York, pp. 131–226.

    Google Scholar 

  37. Wint, R.W. and Shaw, K.G. (1985) ACS Symp. Ser., 285, 1073–99.

    CAS  Google Scholar 

  38. Yamamoto, N., Takayama, K., Honma, K. et al. (1991) Carbohydr. Polym., 14, 53–63.

    CAS  Google Scholar 

  39. Hatanaka, K., Kurihara, Y., Uryu, T. et al. (1991) Carbohydr. Res., 214, 147–54.

    CAS  Google Scholar 

  40. Nishi, N., Maekita, Y., Nishimura, S. et al. (1987) Int. J. Biol. Macromol., 9, 109–11.

    CAS  Google Scholar 

  41. Yalpani, M. (1992) Carbohydr. Polym.,19 35–9.

    Google Scholar 

  42. De Clercq, E. (1993) in Carbohydrates and Carbohydrate Polymers, Analysis, Biotechnology, Modification, Antiviral, Biomedical and Other Applications, Yalpani, M. (ed.), ATL Press, Mt. Prospect, pp. 87–100.

    Google Scholar 

  43. Uryu, T., Kaneko, Y., Yoshida, T. et al. (1993) in Carbohydrates and Carbohydrate Polymers, Analysis, Biotechnology, Modification, Antiviral, Biomedical and Other Applications, Yalpani, M. (ed.), ATL Press, Mt. Prospect, pp. 101–15.

    Google Scholar 

  44. Langley, J.D., Drews, M.J. and Barker, R.M. (1980) J. Appl. Polym. Sci., 25, 243–62.

    CAS  Google Scholar 

  45. Sakaguchi, T., Horikoshi, T. and Nakajima, A. (1981) Agric. Biol. Chem., 45, 2191.

    CAS  Google Scholar 

  46. Federowicz, M., Palasinski, M. and Tomasik, P. (1984) Acta Aliment. Polon., 10, 163–78.

    CAS  Google Scholar 

  47. Selin, J.-F., Huttunen, J., Turunen, O. et al. (1985) US. Pat. 4,530,999.

    Google Scholar 

  48. Selin, J.-F., Huttenen, J.I. and Turunene, O.T. (1985) in Cellulose and its Derivatives, Kennedy, J.F., Phillips, G.O., Wedlock, D.J. and Williams, P.A. (eds), Ellis Horwood, Chichester, Sussex, pp. 521–5.

    Google Scholar 

  49. Yoshida, M. and Yuen, S. (1976) US Pat. 3, 997, 398.

    Google Scholar 

  50. Wilchek, M. and Miron, T. (1986) J. Chromatogr., 357, 315–17.

    CAS  Google Scholar 

  51. Muzzarelli, R.A.A. (1992) Carbohydr. Polym., 19, 231–6.

    CAS  Google Scholar 

  52. Nehls, I., Wagenknecht, W., Philipp, B. and Stscherbina, D. (1994) Prog. Polym. Sci., 19, 29–78.

    CAS  Google Scholar 

  53. McCormick, C.L. and Sheu, T.S. (1981) in Macromolecular Solutions, Solvent-Property Relationships in Polymers, Seymour, R.B. and Stahl, G.A. (eds), Pergamon, New York, pp. 101–7.

    Google Scholar 

  54. Miyagi, Y., Shiraishi, N., Yokota, T. et al. (1983) J. Wood Chem. Technol., 3, 59–78.

    CAS  Google Scholar 

  55. Seymor R.B. and Johnson, E.L. (1978) J. Polym. Sci. Polym. Chem. Edn., 16, 1–11.

    Google Scholar 

  56. Leoni, R. and Baldini, A. (1982) Carbohydr. Polyin., 2, 298–301.

    CAS  Google Scholar 

  57. Terbojevich, M., Cosani, A., Carrao, C. and Leoni, R. (1985) Carbohydr. Polyin., 5, 351–65.

    CAS  Google Scholar 

  58. Petrus, L., Gray, D.G. and BeMiller, J.N. (1995) Carbohydr. Res., 268, 319–23.

    CAS  Google Scholar 

  59. Shiraishi, N., Katayama, T and Yokota, T. (1978) Cell. Chem. Technol., 12, 429–43.

    CAS  Google Scholar 

  60. Miyamoto, T., Sato, Y., Shibata, T. et al. (1984) J. Polyin. Sci. Polym. Chem. Edn., 22, 2363–70.

    CAS  Google Scholar 

  61. McCormick, C.L. and Callais, P.A. (1987) Polymer, 28, 2317–23.

    CAS  Google Scholar 

  62. Kamide, K. and Saito, M. (1994) Macromol. Symp., 83, 233–71.

    CAS  Google Scholar 

  63. Nishi, N., Noguchi, J., Tokura, S. and Shiota, H. (1979) Polym. J., 11, 27–32.

    CAS  Google Scholar 

  64. Kaifu, K., Nishi, N., Komai, T. et al. (1981) Polym. J., 13, 241–5.

    CAS  Google Scholar 

  65. Kaifu, K., Nishi, N. and Komai, T. (1981) J. Polyin. Chem., Polym. Chem. Edn., 19, 2361–3.

    CAS  Google Scholar 

  66. 66. Kurita, K., Nishimura, S.-I., Ishi, S. et al. (1993) in Carbohydrates and Carbohydrate Polymers, Analysis, Biotechnology, Modification, Antiviral, Biomedical and other Applications, Yalpani, M. (ed.), ATL Press, Mt. Prospect, pp. 218–26.

    Google Scholar 

  67. Nishi, N., Ebina, A., Nishimura, S. et al. (1986) Int. J. Biol. Macromol., 8, 311–17.

    CAS  Google Scholar 

  68. Ishii, T., Ishizu, A. and Nakano, J. (1977) Carbohydr. Res., 59, 155–63.

    CAS  Google Scholar 

  69. Schweiger, R.G. (1979) Carbohydr. Res., 70, 185–98.

    CAS  Google Scholar 

  70. Petropavlovskii, G.A., Vasil’eva, G.G. and Kuvaldin, K.V. (1985) Zh. Prikl. Khim., 58, 421–3.

    CAS  Google Scholar 

  71. Vogt, S., Heinze, T., Rottig, K. and Klemm, D. (1995) Carbohydr. Res., 266, 315–20.

    CAS  Google Scholar 

  72. Wagenknecht, W., Nehls, I., Stein, A. et al. (1992) Acta Polymer, 43, 266–9.

    CAS  Google Scholar 

  73. Hirano, S., Hasegawa, M. and Kinugawa, J. (1991) Int. J. Biol. Macromol., 13, 316–7.

    CAS  Google Scholar 

  74. Landoll, L.M. (1982) J. Polym. Sci., 20, 443.

    CAS  Google Scholar 

  75. Sinquin, A., Hubert, P. and Dellacherie, E. (1993) Langmuir, 9, 3334–7.

    CAS  Google Scholar 

  76. Suzuki, M., Mikami, T., Matsumoto, T. and Suzki, S. (1977) Carbohydr. Res., 53, 223–9.

    CAS  Google Scholar 

  77. Hirano, S. and Ohe, Y. (1975) Carbohydr. Res., 41, C1 - C2.

    CAS  Google Scholar 

  78. Braunmühl, V., Jonas, G. and Stadler, R. (1995) Macromolecules, 28, 17–24.

    Google Scholar 

  79. Guittard, F., Yamagishi, T., Cambou, A. and Sixou, P. (1994) Macromolecules, 27, 6988–90.

    Google Scholar 

  80. Akiyoshi, K., Nagai, K., Nishikawa, T. and Sunamoto, J. (1992) J. Chem. Lett.,1727.

    Google Scholar 

  81. Greenway, T. M. (1994) in Cellulosic Polymers, Blends and Composites, Gilbert, R.D. (ed.), Hanser, Munich, pp. 173–88.

    Google Scholar 

  82. Stetzer, G.I. and Klug, E.D. (1980) in Handbook of Water-soluble Gums and Resins,Davidson, R.L. (ed.), McGraw-Hill, New York, pp. 4/1–4/28.

    Google Scholar 

  83. Just, E.K. and Majewicz, T.G. (1985) in Encyclopedia of Polymer Science and Engineering, vol. 3, Mark, H.F., Bikales, N.M., Overberger, C.G. and Menges, G. (eds), Wiley Interscience, New York, pp. 226–69.

    Google Scholar 

  84. Felcht, U.-H. (1985) in Cellulose and its Derivatives, Kennedy, J.F., Phillips, G.O., Wedlock, D.J. and Williams, D.J. (eds), Wiley, New York, pp. 273–84.

    Google Scholar 

  85. Hakamori, S. (1964) J. Biochem. (Tokyo), 55, 205–8.

    Google Scholar 

  86. Exner, J.H. and Steiner, E.C. (1974) J. Am. Chem. Soc., 96, 1782–7.

    CAS  Google Scholar 

  87. Blakeney, A.B. and Stone, B.A. (1985) Carbohydr. Res., 140, 319–24.

    CAS  Google Scholar 

  88. Needs, P.W. and Selvendran, R.R. (1993) Carbohydr. Res., 245, 1–10.

    CAS  Google Scholar 

  89. Narui, T., Takahashi, K., Kobayashi, M. and Shibata, S. (1982) Carbohydr. Res., 103, 293–5.

    CAS  Google Scholar 

  90. Savage, A.B. (1971) in Cellulose and Cellulose Derivatives, vol. 5, Bikales, N.M. and Segal, L. (eds) Wiley, New York, pp. 785–809.

    Google Scholar 

  91. Compton, J. (1963) Methods Carbohydr. Chem., 3, 317.

    CAS  Google Scholar 

  92. Battaerd, H.A.J. and Tregear, G.W. (1967) Graft Copolymers, John Wiley, New York.

    Google Scholar 

  93. Shah, S.B., Patel, C.P. and Trivedi, H.C. (1995) Carohydr. Polym., 26, 61–7.

    CAS  Google Scholar 

  94. Fanta, G.F. (1974) in Block and Graft Polymerization, vol. 1, Ceresa, R.J. (ed.), Wiley, London, 4.

    Google Scholar 

  95. Fanta, G.F., Burr, R.C. and Doane, W.M. (1979) J. Appl. Polym. Sci., 24, 2015–23.

    CAS  Google Scholar 

  96. Baker, T.J., Schroeder, L.R. and Johnson, D.C. (1981) Cell. Chem. Technol., 15, 311–20.

    CAS  Google Scholar 

  97. Schempp, W., Krause, Th., Seilfried, U. and Koura, A. (1984) Papier, 38, 607–10.

    CAS  Google Scholar 

  98. Isogai, A., Ishizu, A. and Nakano, J. (1984) J. Appl. Polym. Sci., 29, 2097–109.

    CAS  Google Scholar 

  99. Genieser, H.-G., Gabel, D. and Jastorff, B. (1981) J. Chromatogr., 215, 235–42.

    CAS  Google Scholar 

  100. Landoll, I.M. (1982) J. Polym. Sci., Polym. Chem. Edn., 20, 443–55.

    CAS  Google Scholar 

  101. Zhang, T. and Marchant, R.E. (1994) Macromolecules, 27, 7302–8.

    CAS  Google Scholar 

  102. Hwang, F.S. and Hogen-Esch, T.E. (1993) Macromolecules, 26, 3156–60.

    CAS  Google Scholar 

  103. Zugenmaier, P. and Voihsel, M. (1993) Makromol. Chem. Rapid Commun., 5, 245–53.

    Google Scholar 

  104. Gelman, R.A. and Barth, H.G. (1986) ACS Symp. Ser., 235, 101–10.

    Google Scholar 

  105. Santacesaria, E., Trulli, F., Brussani, G.F. et al. (1994) Carbohydr. Polym., 23, 35–46.

    CAS  Google Scholar 

  106. Besemer, A.C. and van Bekkum, H. (1994) Starch/ Stärke, 46, 95–101.

    CAS  Google Scholar 

  107. Fujimoto, M., Fukami, K., Tsuji, K. and Nagase, T. (1980) US Pat. 4, 186, 024.

    Google Scholar 

  108. Nevell, P.T. (1963) Methods Carbohydr. Chem., 3, 164–85.

    CAS  Google Scholar 

  109. Pacsu, E. (1963) Methods Carbohydr. Chem., 3, 251–9.

    CAS  Google Scholar 

  110. Roberts, H.J. (1964) Methods Carbohydr. Chem., 4, 299–301.

    CAS  Google Scholar 

  111. Mahoney, J.F. and Purves, C.B. (1942) J. Am. Chem. Soc., 64, 9.

    CAS  Google Scholar 

  112. Heuser, E., Heath, M. and Shockley, W.H. (1950) J. Am. Chem. Soc., 72, 670.

    CAS  Google Scholar 

  113. Horton, D. and Lehman, J.H. (1978) Carbohydr. Res., 61, 553–6.

    CAS  Google Scholar 

  114. Ekman, K., Eklund, V., Fors, J. et al. (1986) in Cellulose, Structure, Modification and Hydrolysis, Young, R.A. and Rowell, R.M. (eds), Wiley Interscience, New York, pp. 131–48.

    Google Scholar 

  115. Naggi, A.M., Torri, G., Compagnoni, T. and Casu, B. (1986) in Chitin in Nature and Technology, Muzzarelli, R., Jeuniaux, C., Gooday, G.W. (eds), Plenum Press, New York, pp. 371–7.

    Google Scholar 

  116. Doctor, V.M. and Esho, D. (1983) Carbohydr. Res., 121, 312–15.

    CAS  Google Scholar 

  117. Ludwig-Baxter, K.G., Liu, Z. and Perlin, A.S. (1991) Carbohydr. Res., 214, 245–56.

    CAS  Google Scholar 

  118. Ball, D.H., Wiley, B.J. and Reese, E.T. (1992) Can. J. Microbiol., 38, 324–7.

    CAS  Google Scholar 

  119. Cimecioglu, A.L., Ball, D.H., Kaplan, D.L. and Huan, S.H. (1994) Macromolecules, 27, 2917–22.

    CAS  Google Scholar 

  120. Sakamoto, M., Tseng, H. and Furuhata, K. (1994) Carbohydr. Res., 265, 271–80.

    CAS  Google Scholar 

  121. Mansson, P. and Wesfelt, L. (1980) Cellulose Chem. Technol., 14, 13–17.

    CAS  Google Scholar 

  122. Kondo, T. (1994) J. Polyin. Sci. B, Polym. Phys., 32, 1229–36.

    CAS  Google Scholar 

  123. Vermeersch, J. and Schacht, E. (1986) Makromol. Chem., 187, 125–31.

    CAS  Google Scholar 

  124. Braun, P.J., French, D. and Robyt, J.F. (1985) Carbohydr. Res., 141, 265–71.

    CAS  Google Scholar 

  125. Takeda, Y., Hizukuri, S., Ozono, Y. and Suetake, M. (1983) Biochim. Biophys. Acta, 749, 302–11.

    CAS  Google Scholar 

  126. Jain, R.K., Lal, K. and Bhantnagar, H.L. (1986) Thermochim. Acta, 97, 99–114.

    CAS  Google Scholar 

  127. Green, J.W. (1963) Methods Carbohydr. Chem., 3, 327–31.

    CAS  Google Scholar 

  128. Nicholson, M.D., Johnson, D.C. and Haigh, F.C. (1976) Appl. Polyin. Symp., 28, 931.

    Google Scholar 

  129. Nishiura, S., Nishi, N., Tokura, S. et al. (1986) Carbohydr. Res.,146.

    Google Scholar 

  130. Bogwald, J., Seljelid, R. and Hoffman, J. (1986) Carbohydr. Res., 148, 101–7.

    Google Scholar 

  131. Weill, C.E. and Bratt, M. (1967) Carbohydr. Res., 4, 230–8.

    CAS  Google Scholar 

  132. Horton, D. and Meshreki, M.H. (1975) Carbohydr. Res., 40, 345–52.

    CAS  Google Scholar 

  133. DeBelder, A.N. and Norrman, B. (1968) Carbohydr. Res., 8, 1–6.

    CAS  Google Scholar 

  134. Rees, D.A., Richardson, N.G., Wright, N.J. and Hirst, E. (1969) Carbohydr. Res., 9, 451–62.

    CAS  Google Scholar 

  135. de Noy, A.E.J., Besemer, A.C. and van Bekkum, H. (1994) Recl. Tray. Chim. Pays-Bas, 113, 165–6.

    Google Scholar 

  136. Casu, B., Scovenna, G., Cifonelli, A.J. and Perlin, A.S. (1968) Carbohydr. Res., 63, 13.

    Google Scholar 

  137. Pigman, W.W., Browning, B.L., McPherson, W.H. et al. J. Am. Chem. Soc., 71, 2200.

    Google Scholar 

  138. Hoffman, J., Larm, O., Larsson, K. and Scholander, G. (1985) Acta Chem. Scand., Ser. B, 39, 513–15.

    Google Scholar 

  139. Hoffman, J., Larm, O., Larsson, K. et al. (1982) Carbohydr. Polym., 2, 115–21.

    CAS  Google Scholar 

  140. Allen, T.C. and Cuculo, J.A. (1973) J. Polym. Sci., Macroinol. Rev., 7, 189–262.

    Google Scholar 

  141. Painter, T.J., Cesaro, A., Delben, F. and Paoletti, S. (1985) Carbohydr. Res., 140, 61–8.

    CAS  Google Scholar 

  142. Cesaro, A., Delben, F., Painter, T.J. and Paoletti, S. (1985) in New Developments in Industrial Polysaccharides, Crescenzi, V., Dea, I.C.M. and Stivala, S.S. (eds), Gordon & Breach, New York, pp. 307–15.

    Google Scholar 

  143. Snyder, S.L., Vigo, T.L. and Welch, C.M. (1974) Carbohydr. Res., 34, 91.

    CAS  Google Scholar 

  144. Aspinall, G.O. and Nicolson, A. (1960) J. Chem. Soc.,2503–7.

    Google Scholar 

  145. Aspinall, G.O. and Cairncross, I.M. (1960) J. Chem. Soc.,3998–4000.

    Google Scholar 

  146. Heyns, K. and Beck, M. (1962) cited as unpublished results in Heyns, K. and Paulson, H., Adv. Carbohydr. Chem. Biochem., 17, 194.

    Google Scholar 

  147. Abbott, D., Bourne, E.J. and Weigel, H. (1966) J. Chem. Soc.,827–8.

    Google Scholar 

  148. Miyah, H., Misaki, A. and Toru, M. (1973) Carbohydr. Res., 31, 277–87.

    Google Scholar 

  149. Horton, D. and Just, E. (1973) Carbohydr. Res., 30, 349–57.

    CAS  Google Scholar 

  150. Horton, D. and Just, E. (1973) Carbohydr. Res., 29, 173–9.

    CAS  Google Scholar 

  151. Braun, P.J., French, D. and Robyt, J.F. (1985) Carbohydr. Res., 141, 265–71.

    CAS  Google Scholar 

  152. Kondo, Y. and Takeo, K. (1976) Carbohydr. Res., 52, 232–4.

    CAS  Google Scholar 

  153. Wolfram, M.L. and Wang, P.Y. (1970) Carbohydr. Res., 12, 109.

    Google Scholar 

  154. Defaye, J., Driguez, H. and Gadelle, A. (1976) Appl. Polym. Symp., 28, 955.

    CAS  Google Scholar 

  155. Horton, D. and Usui, T. (1978) in Carbohydrate Sulfates, Schweiger, R.G. (ed.), ACS Symp. Ser., 77, 95–112.

    Google Scholar 

  156. Bredereck, K. (1967) Tetrahedron Lett.,695–8.

    Google Scholar 

  157. Bosso, C., Defaye, J., Gadelle, A., Wong, C.C. and Pederson, C. (1982) J. Chem. Soc. Perkin Trans. I, 1579–85.

    Google Scholar 

  158. DeBelder, A.N., Lindberg, B. and Svensson, S. (1968) Acta Chem. Scand., 22, 949–52.

    CAS  Google Scholar 

  159. Ziderman, I. and Bel-Ayche, J. (1973) Carbohydr. Res., 27, 341–52.

    CAS  Google Scholar 

  160. Einarsson, M., Forsberg, B., Larm, O. et al. (1981) J. Chromatogr., 215, 45–53.

    CAS  Google Scholar 

  161. Andersson, L.O., Hoffman, J., Hohner, E. et al. (1982) Thromb. Res., 28, 741–7.

    CAS  Google Scholar 

  162. Larm, O., Larsson, K., Scholander, E. et al. (1981) Carbohydr. Res., 91, 13–20.

    CAS  Google Scholar 

  163. Augustinsson, B. and Scholander, E. (1984) Carbohydr. Res., 126, 162–4.

    CAS  Google Scholar 

  164. Augustinsson, B., Larm. O., Scholander, E. and Nahar, N. (1986) Carbohydr. Res., 152, 305–9.

    CAS  Google Scholar 

  165. Jansen, E.F. and Jong, R.J. (1946) J. Am. Chem. Soc., 68, 1475–7.

    CAS  Google Scholar 

  166. Lukas, H.J. and Stewart, W.T. (1940) J. Am. Chem. Soc., 62, 1070–4.

    Google Scholar 

  167. Plashchina, I.G., Semenova, M.G., Braudo, E.E. and Tolstoguzov, V.B. (1985) Carbohydr. Polym., 5, 159–79.

    CAS  Google Scholar 

  168. Steiner, A.B. and McNeely, W.H. (1950) US Pat. 2, 494, 912.

    Google Scholar 

  169. Wakamoto Pharmaceutical Co. (1980) Jpn. Kokai Tokkyo Koho. 81 79,101 (Chem. Abstr., 95, 175, 786, 1981 ).

    Google Scholar 

  170. Sikorski, R.T. and Kokocinski, J. (1982) Pol. Pl. 113,337 (Chen. Abstr., 98, 162, 680, 1982 ).

    Google Scholar 

  171. Ogamo, A., Matsuzaki, K., Uchiyama, H. and Nagasawa, K. (1982) Carbohydr. Res., 105, 69–85.

    CAS  Google Scholar 

  172. Funahashi, M., Matsumoto, I. and Seno, N. (1982) Anal. Biochem., 126, 414–21.

    CAS  Google Scholar 

  173. Yalpani, M. and Brooks, D.E. (1985) J. Polym. Sci., Polym Chem. Edn., 23, 1396–405.

    Google Scholar 

  174. Inoue, Y. and Nagaswa, K. (1982) Carbohydr. Res., 111, 113–25.

    CAS  Google Scholar 

  175. Yalpani, M. and Abdel-Malik, M.M. (1990) US Pat., 4, 963, 664.

    Google Scholar 

  176. Yalpani, M. and Abdel-Malik, M.M. (1993) in Carbohydrates and Carbohydrate Polymers, Analysis, Biotechnology, Modification, Antiviral, Biomedical and other Applications, Yalpani, M. (ed.), ATL Press, Mt. Prospect, pp. 235–45.

    Google Scholar 

  177. Yalpani, M. and Hall, L.D. (1981) Can. J. Chem., 59, 3105–19.

    CAS  Google Scholar 

  178. Lockwood, J. (1972) Food Process Ind.,47.

    Google Scholar 

  179. Teshirogi, T., Yamamoto, H., Sakamoto, M. and Tonami, H. (1980) Sen-I Gakkaishi, 36, T501 - T505.

    CAS  Google Scholar 

  180. Wolfram, M.L., Kato, H., Taha, M.I. et al. (1967) Can. J. Chem., 32, 3086–9.

    Google Scholar 

  181. Yalpani, M., Hall, L.D., Defaye, J. and Gadelle, A. (1984) Can. J. Chem., 62, 260–2.

    CAS  Google Scholar 

  182. Yalpani, M. (1985) US Pat. 4,531 000.

    Google Scholar 

  183. Yalpani, M. and Hall, L.D. (1982) J. Polym. Sci., Polym. Chem. Edn., 20, 3399–420.

    CAS  Google Scholar 

  184. Yalpani, M. (1987) US Pat. 4,683,298.

    Google Scholar 

  185. Yamaguchi, R., Arai, Y., Itoh, T. and Hirano, S. (1981) Carbohydr. Res., 88, 172–5.

    CAS  Google Scholar 

  186. Hirano, S. and Kondo, Y. (1982) J. Chem. Soc. Jpn.,1622.

    Google Scholar 

  187. Kurita, K., Ichikawa, H., Ishizeki, S. et al. (1982) Macromol. Chem., 183, 1161–9.

    CAS  Google Scholar 

  188. Wolfram, M.L. and Montgomery, R. (1950) J. Am. Chem. Soc., 72, 2859.

    Google Scholar 

  189. Hirano, S. and Ohashi, W. (1977) Carbohydr. Res., 59, 285–8.

    CAS  Google Scholar 

  190. Nud’ga, L.A., Plisko, E.A. and Danilov, S.N. (1973) Zh. Obshch. Khim.,43 2756–60 (2733–2736 in trans.).

    Google Scholar 

  191. Domard, A., Rinaudo, M. and Terrassin, C. (1986) Int. J. Biol. Macromol., 8, 105–7.

    CAS  Google Scholar 

  192. Nikolayev, A.F., Prokonov, A.A., Shulina, E.S. and Chudnova, W.M. (1985) Zh. Prekl. Khim. (Leningrad), 58, 1916–17.

    Google Scholar 

  193. Hirano, S., Matsuda, N., Miura, O. and Tanaka, T. (1979) Carbohydr. Res., 71, 344–8.

    CAS  Google Scholar 

  194. Okimasu, S. (1956) Bull. Agr. Chem. Soc. Jpn., 20, 29–33.

    CAS  Google Scholar 

  195. Hirano, S. and Takeuji, M. (1983) Int. J. Biol. Macromol., 5, 373–6.

    CAS  Google Scholar 

  196. Yalpani, M. and Hall, L.D. (1984) Macromolecules, 17, 272–81.

    CAS  Google Scholar 

  197. Yalpani, M. and Hall, L.D. (1981) Can. J. Chem., 59, 2934–9.

    CAS  Google Scholar 

  198. Hall, L.D. and Yalpani, M. (1981) Carbohydr. Res.,91 CI-C4.

    Google Scholar 

  199. Yalpani, M. and Hall, L.D. (1984) Can. J. Chem., 62, 975–80.

    CAS  Google Scholar 

  200. Pfannemüller, B. and Emmerling, W.N. (1984) Stärke, 35, 298–303.

    Google Scholar 

  201. Hirsch, J. and Levine, M.N. (1992) Blood, 79, 1–17.

    Google Scholar 

  202. Makela, D.G., Peterfly, F., Outschoorn, J.G. et al. (1984) Scand. J. Lnmunol., 19, 541–50.

    CAS  Google Scholar 

  203. Doherty, M.M., Hughes, P.J., Kim, S.R. et al. (1994) Int. J. Pham., 111, 205–11.

    CAS  Google Scholar 

  204. Rehakova, M., Bakos, D., Soldan, M. and Vizarova, K. (1994) Int. J. Biol. Macromol., 16, 121–4.

    CAS  Google Scholar 

  205. Smidsred, O., Haug, A. and Larson, B. (1963) Acta Chem. Scand., 17, 1473–4.

    Google Scholar 

  206. Samal, R., Satrusallya, S.C., Sahoo, P.K. et al. (1984) Colloid Polym. Sci., 262, 939–47.

    CAS  Google Scholar 

  207. Simkovic, I. (1986) J. Macromol. Sci., Rev. Macromol. Chem. Phys., C26, 67–80.

    Google Scholar 

  208. Gilbert, B.C., King, D.M. and Thomas, C.B. (1984) Carbohydr. Res., 125, 217–35.

    CAS  Google Scholar 

  209. Haug, A., Larsen, B. and Smidsrod, O. (1963) Acta Chem. Scand., 17, 1466–8.

    CAS  Google Scholar 

  210. Hjerde, T., Kristiansem, T.S., Stokke, B.T. et al. (1994) Carbohydr. Polym., 224, 265–75.

    Google Scholar 

  211. Christensen, B.E., Smidsred, O. and Stokke, B.T. (1993) in Carbohydrates and Carbohydrate Polymers, Analysis, Biotechnology, Modification, Antiviral, Biomedical and Other Applications, Yalpani, M. (ed.), ATL Press, Mt. Prospect, pp. 166–973.

    Google Scholar 

  212. BeMiller, J.N. (1967) Adv. Carbohydr. Chem., 22, 25–108.

    CAS  Google Scholar 

  213. Aspinall, G.O. (1977) Pure Appl. Chem., 45, 1105–34.

    Google Scholar 

  214. Aspinall, G.O. (1982) in The Polysaccharides, vol. 1, Aspinall, G.O. (ed.), Academic Press, New York, pp. 35–131.

    Google Scholar 

  215. Salemis, Ph. and Rinaudo, M. (1984) Polym. Bull., 12, 283–5.

    CAS  Google Scholar 

  216. Kroner, K.H., Hustedt, H. and Kula, M.-R. (1982) Biotechnol. Bioeng., 24, 1015.

    CAS  Google Scholar 

  217. Harnacher, K., Schmid, G., Sahm, H. and Wandrey, Ch. (1985) J. Chromatogr., 319, 311–18.

    Google Scholar 

  218. Powell, D.A., Morris, E.R., Gidley, M.J. and Rees, D.A. (1982) J. Mol. Biol., 155, 517–31.

    CAS  Google Scholar 

  219. Richter, A.W., Ingelman, B. and Granath, K. (1982) Abstracts XIth Intern. Carbohydrate Symposium,Vancouver.

    Google Scholar 

  220. Haug, A., Larsen, B. and Smidsred, O. (1967) Acta Chem. Scand.,21 691–704.

    Google Scholar 

  221. Rees, D.A. and Welsh, E.J. (1977) Angew. Chem. Intern. Edn. Engl., 16, 214–42.

    Google Scholar 

  222. Miller, G.L. (1963) Methods Carbohydr. Chem., 3, 134–8.

    Google Scholar 

  223. Tsukada, S. and Inoue, Y. (1981) Carbohydr. Res., 88, 19–38.

    CAS  Google Scholar 

  224. Jeremic, K., Ilic, L. and Jovanovic, S. (1985) Eur. Polym. J.,21 537–40.

    Google Scholar 

  225. Gordon, D.L., Linhardt, R. and Adams, H.P. (1990) Clin. Neuropharm., 13, 522–8.

    CAS  Google Scholar 

  226. Rees, D.A., Williamson, F.B., Frangou, S.A. and Morris, E.R. (1982) Eur. J. Biochern., 122, 71–9.

    CAS  Google Scholar 

  227. Norton, I.T., Goodall, D.M., Austen, K.R.J. et al. (1986) Biopolymers, 25, 1009–29.

    CAS  Google Scholar 

  228. Dea, I.C.M., McKinnon, A.A. and Rees, D.A. (1972) J. Mol. Biol., 68, 153–72.

    CAS  Google Scholar 

  229. Casu, B. (1984) Nouv. Rev. Fr. Hematol., 26, 211–19.

    CAS  Google Scholar 

  230. Inoue, Y. and Nagasawa, K. (1985) Carbohydr. Res., 141, 99–110.

    CAS  Google Scholar 

  231. Nagaswa, K., Ogamo, A., Ishihara, H. and Yoshida, K. (1984) Carbohydr. Res., 131, 301–14.

    Google Scholar 

  232. Hirano, S., Kondo, Y. and Fujii, K. (1985) Carbohydr. Res., 144, 338–41.

    CAS  Google Scholar 

  233. Lindahl, U. and Axelsson, O. (1971) J. Biol. Chem., 246, 74–82.

    CAS  Google Scholar 

  234. Hopwood, J.J. and Miller, V.J. (1983) Carbohydr. Res., 122, 227–39.

    CAS  Google Scholar 

  235. Atha, D.H., Coxon, B., Reipa, V. and Gaiglas, A.K. (1995) J. Pharm. Sci., 84, 360–64.

    CAS  Google Scholar 

  236. Bienkowski, M.J. and Conrad, H.E. (1985) J. Biol. Chem.,260 356–65.

    Google Scholar 

  237. Erbing, C., Lindberg, B. and Svensson, S. (1973) Acta Chem. Scand., 27, 3699–704.

    CAS  Google Scholar 

  238. Lindahl, U. and Axelsson, O. (1971) J. Biol. Chem., 246, 74–82.

    CAS  Google Scholar 

  239. Perlin, A.S., Ng Ying Kin, N.M., Bhattacharjee, S.S. and Johnson, L.F. (1973) Can. J. Chem., 50, 2437–41.

    Google Scholar 

  240. Huckerby, T.N., Sanderson, P.N. and Niedusynski, I.A. (1986) Carbohydr. Res., 154, 15–27.

    CAS  Google Scholar 

  241. Bock, C., Pederson, C., Defaye, J. and Gadelle, A. (1991) Carbohydr. Res., 216, 141–8.

    CAS  Google Scholar 

  242. Bergamaschi, B. and Hedges, J. (1995) Carbohydr. Res., 267, 115–26.

    CAS  Google Scholar 

  243. Defaye, J., Gadelle, A. and Pedersen, C. (1982) Carbohydr. Res., 110, 217–27.

    CAS  Google Scholar 

  244. Hiroi, O. and Kawahata, K. (1979) Jpn. Kokai Tokkyo Koho 79,148,890 (Chem. Abstr.,92 148883).

    Google Scholar 

  245. Kurahashi, I., Yabe, H., Kawamura, Y. and Seo, H. (1986) Jpn. Kokai Tokkyo Koho JP 61,40,303 (Chem. Abstr., 105, 8 1083 ).

    Google Scholar 

Download references

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1999 Springer Science+Business Media Dordrecht

About this chapter

Cite this chapter

Yalpani, M. (1999). Chemistry of polysaccharide modification and degradation. In: Finch, P. (eds) Carbohydrates. Springer, Dordrecht. https://doi.org/10.1007/978-94-015-9281-9_8

Download citation

  • DOI: https://doi.org/10.1007/978-94-015-9281-9_8

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-90-481-4033-6

  • Online ISBN: 978-94-015-9281-9

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics