Skip to main content
Log in

NMR conformational analysis of saccharides and polysaccharides

  • Reviews
  • Published:
Journal of Applied Spectroscopy Aims and scope

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

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Literature cited

  1. R. U. Lemieux, R. Kulling, H. Bernstein, and W. Schneider, J. Amer. Chem. Soc.,80, 6098 (1958).

    Google Scholar 

  2. L. D. Hall, Adv. Carbohyd. Chem.,19, 51 (1964).

    Google Scholar 

  3. T. D. Inch, Ann. Rev. NMR,2, 35 (1969).

    Google Scholar 

  4. B. Capon, Chem. Revs.,69, 407 (1969).

    Google Scholar 

  5. N. S. Zefirov and N. M. Shekhtman, Usp. Khimii,40, 593 (1971).

    Google Scholar 

  6. R. U. Lemieux, Pure Appl. Chem.,25, 527 (1971).

    Google Scholar 

  7. J. C. Martin, Ann. Chim.,6, 205 (1971).

    Google Scholar 

  8. R. E. Reeves, Adv. Carbohyd. Chem.,6, 107 (1951).

    Google Scholar 

  9. D. Horton and W. N. Turner, J. Org. Chem.,30, 3387 (1965).

    Google Scholar 

  10. R. U. Lemieux and J. D. Stevens, Canad. J. Chem.,43, 2059 (1965).

    Google Scholar 

  11. R. U. Lemieux and J. D. Stevens, Canad. J. Chem.,44, 249 (1966).

    Google Scholar 

  12. C. V. Holland, D. Horton, M. J. Miller, and N. S. Bhacca, J. Org. Chem.,32, 3077 (1967).

    Google Scholar 

  13. P. L. Durette, D. Horton, and N. S. Bhacca, Carbohyd. Res.,10, 565 (1969).

    Google Scholar 

  14. D. Horton and P. L. Durette, J. Org. Chem.,36, 2658 (1971).

    Google Scholar 

  15. C. Cone, L. Hough, L. D. Hall, and J. F. Manville, Tetrahedron,21, 69 (1965).

    Google Scholar 

  16. S. J. Angyal, Aust. J. Chem.,21, 2737 (1968).

    Google Scholar 

  17. S. J. Angyal, Angew. Chem. Int. Ed. Engl.,8, 157 (1969).

    Google Scholar 

  18. V. S. R. Rao, K. S. Vijayalakshmi, and P. R. Sundararajan, Carbohyd. Res.,17, 341 (1971).

    Google Scholar 

  19. M. Rudrum and D. F. Snow, J. Chem. Soc., 52 (1965).

  20. M. Karplus, J. Chem. Phys.,30, 11 (1959).

    Google Scholar 

  21. M. Karplus, J. Amer. Chem. Soc.,85, 2870 (1963).

    Google Scholar 

  22. K. L. Williamson, J. Amer. Chem. Soc.,85, 516 (1963).

    Google Scholar 

  23. D. H. Williams and N. S. Bhacca, J. Amer. Chem. Soc.,86, 2742 (1964).

    Google Scholar 

  24. B. Capon and D. Tracker, Proc. Chem. Soc., 396 (1964).

  25. H. Booth, Tetrahedron Lett., 411 (1965).

  26. R. J. Abraham and K. G. R. Pachler, Mol. Phys.,7, 165 (1963).

    Google Scholar 

  27. A. S. Perlin, Canad. J. Chem.,44, 539 (1966).

    Google Scholar 

  28. O. L. Chapman and R. W. King, J. Amer. Chem. Soc.,86, 1256 (1964).

    Google Scholar 

  29. B. Casu, M. Reggiani, G. G. Gallo, and A. Vigevani, Tetrahedron Lett., 2839 (1964); 2253 (1965).

    Google Scholar 

  30. B. Casu, M. Reggiani, G. G. Gallo, and A. Vigevani, Tetrahedron,22, 3061 (1966).

    Google Scholar 

  31. T. D. Inch and P. Rich, J. Chem. Soc.,C, 1784 (1968).

    Google Scholar 

  32. J. J. Vebel and H. W. Goodwin, J. Org. Chem.,31, 2040 (1966).

    Google Scholar 

  33. R. J. Ouellitte, J. Amer, Chem. Soc.,86, 4378 (1964).

    Google Scholar 

  34. W. B. Morris, C. F. Poranski, and T. N. Hall, J. Amer. Chem. Soc.,88, 190 (1966).

    Google Scholar 

  35. C. D. Jardetzky, J. Amer. Chem. Soc.,82, 229 (1960);83, 2919 (1961);84, 62 (1962).

    Google Scholar 

  36. R. U. Lemieux, Canad. J. Chem.,39, 116 (1961).

    Google Scholar 

  37. R. J. Abraham, L. D. Hall, L. Hough, and K. A. McLauchlan, J. Chem. Soc., 3699 (1962).

  38. J. D. Stevens and H. G. Fletcher, J. Org. Chem.,33, 1799 (1968).

    Google Scholar 

  39. R. J. Cashley, J. F. Codington, and J. J. Fox, Canad. J. Chem.,46, 1131 (1968).

    Google Scholar 

  40. R. U. Lemieux and D. R. Lineback, Ann. Rev. Biochem.,32, 155 (1963).

    Google Scholar 

  41. R. U. Lemieux and J. W. Lown, Canad. J. Chem.,41, 889 (1963).

    Google Scholar 

  42. T. Nishimura and B. Shimizu, Chem. Pharm. Bull.,13, 803 (1965).

    Google Scholar 

  43. K. R. Darnall andL. B. Townsend, J. Heterocycl. Chem.,3, 371 (1966).

    Google Scholar 

  44. M. J. Robins and R. K. Robins, J. Amer. Chem. Soc.,87, 4934 (1965).

    Google Scholar 

  45. S. S. Danyluk, Canad. J. Chem.,48, 3112 (1970).

    Google Scholar 

  46. M. P. Schweizer, J. T. Witcowski, and R. K. Robins, J. Amer. Chem. Soc.,93, 277 (1971).

    Google Scholar 

  47. T. D. Inch, J. R. Plimmer, and H. G. Fletcher, J. Org. Chem.,31, 1825 (1966).

    Google Scholar 

  48. N. S. Bhacca and D. Horton, J. Amer. Chem. Soc.,89, 5993 (1967).

    Google Scholar 

  49. B. Coxon, Tetrahedron,22, 2281 (1966).

    Google Scholar 

  50. K. Onodera, S. Hirano, F. Masuda, and N. Kashimura, J. Org. Chem.,31, 2403 (1966).

    Google Scholar 

  51. B. Coxon, Carbohyd. Res.,1, 357 (1966).

    Google Scholar 

  52. A. J. Hoog, H. R. Buys, C. Altona, and E. Havinga, Tetrahedron,25, 3365 (1969).

    Google Scholar 

  53. E. Eliel, N. Allinger, S. Angyal, and G. Morrison, Conformational Analysis, Wiley, New York (1965).

    Google Scholar 

  54. N. S. Bhacca and D. Horton, Chem. Comm., 867 (1967).

  55. M. H. Freemantle and W. G. Overend, Chem. Comm., 503 (1968).

  56. M. H. Freemantle and W. G. Overend, J. Chem. Soc.,B, 551 (1969).

    Google Scholar 

  57. M. J. Harris and J. R. Turvey, Carbohyd. Res.,15, 57 (1970).

    Google Scholar 

  58. H. Weidmann, H. Hoenig, P. Stoecke, and D. Tartler, Monatsh. Chem.,102, 1028 (1971).

    Google Scholar 

  59. T. D. Andichya, T. R. Ingle, and J. L. Bose, Indian J. Chem.,9, 280 (1971).

    Google Scholar 

  60. E. B. Rathbone and A. M. Stephen, Carbohyd. Res.,20, 357 (1971).

    Google Scholar 

  61. E. B. Rathbone and A. M. Stephen, Carbohyd. Res.,21, 73 (1972).

    Google Scholar 

  62. E. B. Rathbone and A. M. Stephen, Carbohyd. Res.,21, 83 (1972).

    Google Scholar 

  63. D. Horton and P. L. Durette, J. Chem. Soc.,D, 1608 (1970).

    Google Scholar 

  64. P. L. Durette and D. Horton, Org. Magn. Res.,3, 417 (1971).

    Google Scholar 

  65. D. Horton and P. L. Durette, J. Org. Chem.,36, 2658 (1971).

    Google Scholar 

  66. D. Horton and P. L. Durette, Carbohyd. Res.,18, 57 (1971).

    Google Scholar 

  67. D. Horton and P. L. Durette, Carbohyd. Res.,18, 289 (1971).

    Google Scholar 

  68. D. Horton and P. L. Durette, Carbohyd. Res.,18, 389 (1971).

    Google Scholar 

  69. D. Horton and P. L. Durette, Carbohyd. Res.,18, 403 (1971).

    Google Scholar 

  70. D. Horton and P. L. Durette, Carbohyd. Res.,18, 419 (1971).

    Google Scholar 

  71. K. Onodera, S. Hirano, and F. Masuda, Carbohyd. Res.,7, 27 (1968).

    Google Scholar 

  72. F. A. L. Anet, J. Amer. Chem. Soc.,84, 1053 (1962).

    Google Scholar 

  73. H. Feltkamp and N. C. Franklin, J. Anmer. Chem. Soc.,87, 1616 (1965).

    Google Scholar 

  74. A. J. Berlin and F. R. Jensen, Chem. and Ind. (London), 998 (1960).

  75. L. M. Reeves and K. O. Stromme, Canad. J. Chem.,38, 1241 (1960).

    Google Scholar 

  76. C. H. Bushweller, J. Amer. Chem. Soc.,90, 2450 (1968).

    Google Scholar 

  77. E. L. Eliel, Chem. and Ind. (London), 568 (1959).

  78. H. S. Gutowsky and C. H. Holm, J. Chem. Phys.,25, 1228 (1956).

    Google Scholar 

  79. F. A. L. Anet, M. Ahmad, and L. D. Hall, Proc. Chem. Soc., 145 (1964).

  80. F. A. Bovey, F. P. Hood, E. W. Anderson, and R. L. Kornegay, Proc. Chem. Soc., 146 (1964).

  81. G. Gatti, A. L. Segre, and C. Morandi, J. Chem. Soc.,B, 1203 (1967).

    Google Scholar 

  82. P. L. Durette and D. Horton, Chem. Commun., 1608 (1970).

  83. A. C. Richardson and K. A. McLauchlan, J. Chem. Soc., 2499 (1962).

  84. L. D. Hall, L. Hough, S. H. Shute, and T. J. Taylor, J. Chem. Soc., 1154 (1965).

  85. D. Horton, J. Org. Chem.,29, 766 (1964).

    Google Scholar 

  86. H. H. Baer and F. Kienzle, Canad. J. Chem.,45, 983 (1967).

    Google Scholar 

  87. D. Horton, J. B. Hughes, J. S. Jewell, K. D. Phillips, and W. N. Turner, J. Org. Chem.,32, 1073 (1967).

    Google Scholar 

  88. D. Horton, W. E. Mast, and K. D. Phillips, J. Org. Chem.,32, 1871 (1967).

    Google Scholar 

  89. S. L. Stevens, P. Blumbergs, F. A. Baniker, D. H. Otterback, and K. G. Taylor, J. Org. Chem.,31, 2822 (1966).

    Google Scholar 

  90. M. H. Freemantle and W. G. Overend, J. Chem. Soc.,B, 547 (1969).

    Google Scholar 

  91. H. H. Baer, L. D. Hall, and F. Kienzle, J. Org. Chem.,29, 2014 (1964).

    Google Scholar 

  92. B. R. Baker and D. H. Buss, J. Org. Chem.,31, 217 (1966).

    Google Scholar 

  93. A. Konowal and A. Zamojski, Rocz. Chem.,44, 1607 (1970).

    Google Scholar 

  94. E. G. Gros, I. O. Mastronardi, and A. R. Frasca, Carbohyd. Res.,16, 232 (1971).

    Google Scholar 

  95. B. Casu, M. Reggiani, G. G. Gallo, and A. Vigevani, Tetrahedron,24, 803 (1968).

    Google Scholar 

  96. D. Gagnaire and L. Odier, Carbohyd. Res.,11, 33 (1969).

    Google Scholar 

  97. A. R. Frasca, I. O. Mastronardi, and E. G. Gros, An. Asoc. Quim. Argent.,59, 87 (1971).

    Google Scholar 

  98. E. B. Rathbone and A. M. Stephen, Carbohyd. Res.,20, 141 (1971).

    Google Scholar 

  99. R. U. Lemieux, in: Molecular Rearrangements, Vol. 2, Wiley, New York (1964), p. 709.

    Google Scholar 

  100. C. Bishop and F. Cooper, Canad. J. Chem.,41, 2742 (1963).

    Google Scholar 

  101. R. U. Lemieux and Jun-ichi Hayami, Canad. J. Chem.,43, 2162 (1965).

    Google Scholar 

  102. A. C. Richardson, Ann. Reports,63, 489 (1966).

    Google Scholar 

  103. C. V. Holland, D. Horton, and J. S. Jewell, J. Org. Chem.,32, 1818 (1967).

    Google Scholar 

  104. D. Horton, J. S. Jewell, and K. D. Phillips, J. Org. Chem.,31, 3843 (1966).

    Google Scholar 

  105. D. Horton, J. S. Jewell, and K. D. Phillips, J. Org. Chem.,31, 4022 (1966).

    Google Scholar 

  106. R. U. Lemieux and A. R. Morgan, Canad. J. Chem.,43, 2205 (1968).

    Google Scholar 

  107. S. J. Angyal and R. M. Hoskinson, J. Chem. Soc., 2991 (1962).

  108. L. D. Hall, L. Hough, K. A. McLauchlan, and K. Pachler, Chem. and Ind., 1465 (1962).

  109. B. Coxon and L. D. Hall, Tetrahedron,20, 1685 (1964).

    Google Scholar 

  110. D. H. Russ, L. Hough, L. D. Hall, and J. F. Manville, Tetrahedron,21., 69 (1965).

    Google Scholar 

  111. L. M. Jackman, Applications of Nuclear Magnetic Spectroscopy in Organic Chemistry, Pergamon Press, London (1959).

    Google Scholar 

  112. B. Coxon, Tetrahedron,21, 3481 (1965).

    Google Scholar 

  113. J. S. Brimacombe and L. C. N. Tucker, Carbohyd. Res.,5, 36 (1967).

    Google Scholar 

  114. T. Maeda, K. Tori, S. Satoh, and K. Tokuyama, Bull. Chem. Soc. Japan, 41, 2495 (1968).

    Google Scholar 

  115. T. Maeda, K. Tori, S. Satoh, and K. Tokuyama, Bull. Chem. Soc. Japan,42, 2635 (1969).

    Google Scholar 

  116. C. Cone and L. Hough, Carbohyd. Res.,1, 1 (1965).

    Google Scholar 

  117. P. A. Seib and P. C. Wollwage, J. Chem. Soc.,C, 3143 (1971).

    Google Scholar 

  118. K. Heyns and J. Weyer, Ann. Chem.,718, 224 (1968).

    Google Scholar 

  119. B. Coxon, H. J. Jennings, and K. A. McLauchlan, Tetrahedron,23, 2395 (1967).

    Google Scholar 

  120. C. B. Barlow, E. O. Bishop, P. R. Carey, and R. D. Guthrie, Carbohyd. Res.,9, 99 (1969).

    Google Scholar 

  121. L. D. Hall and P. R. Steiner, Canad. J. Chem.,48, 451 (1970).

    Google Scholar 

  122. B. Coxon, Carbohyd. Res.,12, 313 (1970).

    Google Scholar 

  123. B. Coxon, Carbohyd. Res.,13, 321 (1970).

    Google Scholar 

  124. B. Coxon, Carbohyd. Res.,14, 9 (1970).

    Google Scholar 

  125. B. Coxon, Carbohyd. Res.,18, 427 (1971).

    Google Scholar 

  126. C. B. Barlow, E. O. Bishop, P. R. Carey, R. D. Guthrie, M. A. Jensen, and J. E. Lewis, Tetrahedron,24, 4517 (1968).

    Google Scholar 

  127. R. D. Guthrie and L. F. Johnson, J. Chem. Soc., 166 (1961).

  128. A. F. Bochkov, V. M. Dashunin, A. V. Kessenikh, N. K. Kochetkov, A. D. Naumov, and I. V. Obruchnikov, Carbohyd. Res.,16, 497 (1971).

    Google Scholar 

  129. M. W. Horner, L. Hough, and A. C. Richardson, J. Chem. Soc.,C, 99 (1971).

    Google Scholar 

  130. T. D. Inch, R. V. Ley, and P. Rich, J. Chem. Soc.,C, 1683 (1968).

    Google Scholar 

  131. B. Coxon, Carbohyd. Res.,8, 125 (1968).

    Google Scholar 

  132. A. K. Dzizenko, Yu. S. Ovodov, V. V. Isakov, and V. I. Trofimov, Izv. Akad. Nauk SSSR, Ser. Khim., 1854 (1969).

  133. J. P. Kamerling, B. Rosenberg, and J. F. G. Vligenthart, Biochem. Biophys. Res. Commun.,38, 794 (1970).

    Google Scholar 

  134. M. Matsui and M. Okada, Chem. Pharm. Bull.,18, 2129 (1970).

    Google Scholar 

  135. M. Matsui and M. Okada, Chem. Pharm. Bull.,19, 395 (1971).

    Google Scholar 

  136. A. S. Perlin, D. M. Mackie, and C. P. Dietrich, Carbohyd. Res.,18, 185 (1971).

    Google Scholar 

  137. J. N. C. Whyte and J. R. Englar, Canad. J. Chem.,49, 1302 (1971).

    Google Scholar 

  138. G. Keilich, E. Siefert, and H. Friebolin, Org. Magn. Reson.,3, 31 (1971).

    Google Scholar 

  139. B. Casu, M. Reggiani, G. G. Gallo, and A. Vigevani, Chem. Soc. (London), Spec. Publication,23, 217 (1968).

    Google Scholar 

  140. B. Casu, Corsy, Semin. Chem., 309 (1968).

  141. R. A. Jacobsen, J. A. Wunderlich, and W. N. Lipscomb, Acta Crystallogr.,14, 598 (1961).

    Google Scholar 

  142. C. J. Brown, J. Chem. Soc.,A, 927 (1966).

    Google Scholar 

  143. S. S. C. Chy and G. A. Jeffrey, Acta Crystallogr.,B24, 830 (1968).

    Google Scholar 

  144. B. J. Poppleton and A. McL. Mathieson, Nature,219, 1046 (1968).

    Google Scholar 

  145. A. J. Mitchell, Carbohyd. Res.,12, 543 (1970).

    Google Scholar 

  146. K. K. Ghosh and R. D. Gilbert, Text. Res. J.,41, 326 (1971).

    Google Scholar 

  147. B. Casu, M. Reggiani, G. G. Gallo, and A. Vigevani, Carbohyd. Res.,12, 157 (1970).

    Google Scholar 

  148. S. Hirano, M. Manabe, N. Miyazaka, and K. Onodera, Biochim. Biophys. Acta,156, 213 (1968).

    Google Scholar 

  149. D. A. Rees and A. W. Wight, J. Chem. Soc.,B, 1366 (1971).

    Google Scholar 

  150. D. Gagnaire, L. Odier, and M. Vincendon, J. Polym. Sci.,28C, 27 (1969).

    Google Scholar 

  151. H. Friebolin, G. Keilich, and E. Siefert, Angew. Chem. Int. Ed. Eng.,8, 766 (1969).

    Google Scholar 

  152. S. Hirano, Org. Magn. Res.,2, 531 (1970).

    Google Scholar 

  153. S. Hirano, Org. Magn. Res.,3, 353 (1971).

    Google Scholar 

  154. V. P. Panov, R. G. Zhbankov, and V. P. Evdakov, Vysokomol. Soed.,15A, No. 7 (1973).

  155. G. G. Birch, G. K. Lee, and A. C. Richardson, Carbohyd. Res.,16, 235 (1971).

    Google Scholar 

  156. W. W. Binkley, D. Horton, and N. S. Bhacca, Carbohyd. Res.,10, 245 (1969).

    Google Scholar 

  157. L. D. Hall and J. E. Manville, Chem. and Ind., 991 (1965).

  158. L. D. Hall and J. E. Manville, Chem. and Ind., 468 (1967).

  159. L. D. Hall and J. E. Manville, Carbohyd. Res.,9, 11 (1969).

    Google Scholar 

  160. L. D. Hall and J. E. Manville, Canad. J. Chem.45, 1299 (1967).

    Google Scholar 

  161. A. B. Foster, R. Hems, and L. D. Hall, Canad. J. Chem.,48, 3937 (1970).

    Google Scholar 

  162. R. J. Cushley, J. F. Codington, and J. J. Fox, Carbohyd. Res.,5, 31 (1967).

    Google Scholar 

  163. L. D. Hall, P. R. Steiner, and C. Pederson, Canad. J. Chem.,48, 1155 (1970).

    Google Scholar 

  164. L. D. Hall, R. N. Johnson, J. Adamson, and A. B. Foster, Chem. Commun., 463 (1970).

  165. R. A. Dwek, P. W. Kent, P. T. Kirby, and A. S. Harrison, Tetrahedron Lett., 2987 (1970).

  166. G. G. Butchard and P. W. Kent, Tetrahedron, 27, 3457 (1971).

    Google Scholar 

  167. L. Phillips and V. Wray, J. Chem. Soc.,B, 1618 (1971).

    Google Scholar 

  168. L. D. Hall, R. N. Johnson, J. Adamson, and A. B. Foster, Canad. J. Chem.,49, 118 (1971).

    Google Scholar 

  169. L. D. Hall and L. F. Johnson, Chem. Commun., 509 (1968).

  170. A. S. Perlin and B. Casu, Tetrahedron Lett., 2921 (1969).

  171. D. E. Dorman and J. D. Roberts, J. Amer. Chem. Soc.,92, 1351, 1355 (1970).

    Google Scholar 

  172. H. J. Koch and A. S. Perlin, Carbohyd. Res.,15, 403 (1970).

    Google Scholar 

  173. A. S. Perlin, B. Casu, and H. J. Koch, Canad. J. Chem.,48, 2596 (1970).

    Google Scholar 

  174. W. Woelter, E. Breitmaier, R. Price, and G. Jang, Chimia,25, 168 (1971).

    Google Scholar 

  175. R. Burton, L. D. Hall, and P. R. Steiner, Canad. J. Chem.,49, 588 (1971).

    Google Scholar 

  176. Y. Naotaka, V. Taichi, M. Kazuo, T. Katura, S. Hiroshi, and S. Shuichi, Tetrahedron Lett., 2047 (1971).

  177. D. E. Dorman and J. D. Roberts, J. Amer. Chem. Soc.,93, 4463 (1971).

    Google Scholar 

  178. Yu. A. Zhdanov, V. I. Minkin, Yu. A. Ostroumov, and G. N. Dorofeenko, Carbohyd. Res.,7, 156 (1968).

    Google Scholar 

  179. B. Coxon, Carbohyd. Res.,11, 153 (1969).

    Google Scholar 

  180. L. Mester and G. Vass, Tetrahedron Lett., 3847 (1969).

  181. B. Coxon and L. F. Johnson, Carbohyd. Res.,20, 105 (1971).

    Google Scholar 

Download references

Authors

Additional information

Translated from Zhurnal Prikladnoi Spektroskopii, Vol. 18, No. 6, pp. 1103–1120, June, 1973.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Panov, V.P., Zhbankov, R.G. NMR conformational analysis of saccharides and polysaccharides. J Appl Spectrosc 18, 809–822 (1973). https://doi.org/10.1007/BF00614119

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00614119

Keywords

Navigation