The role of molecular shape similarity in specific molecular recognition

  • Tadashi Endo
Part of the Topics in Current Chemistry book series (TOPCURRCHEM, volume 128)


Association Scheme Alarm Pheromone Crystalline Complex Nonpolar Group Intermolecular Association 
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6 References

  1. 1.
    Simon, Z.: Angew. Chem. Int. Ed. Engl. 13, 719 (1974)CrossRefGoogle Scholar
  2. 2.
    Holler, E.: ibid. 17, 648 (1978); see also Schulz, G. E., Schirmer, R. H.: Principles of Protein Structure, New York, Springer 1979CrossRefPubMedGoogle Scholar
  3. 3. (a)
    For example: Jaenicke, R., Helmreich, E. (eds.): Protein-Protein Interactions, Berlin, Springer 1972Google Scholar
  4. 3. (b)
    Chothia, C., Janin, J.: Nature 256, 705 (1975)CrossRefPubMedGoogle Scholar
  5. 3. (c)
    Frieden, C., Nichol, L. W. (eds.): Protein-Protein Interactions, New York, Wiley 1981Google Scholar
  6. 4. (a)
    For example: Seeman, N. C., Rosenberg, J. M., Rich, A.: Proc. Natl. Acad. Sci. U.S.A. 73, 804 (1976)PubMedGoogle Scholar
  7. 4. (b)
    Schimmel, P. R.: Acc. Chem. Res. 10, 411 (1977)CrossRefGoogle Scholar
  8. 4. (c)
    Caruthers, M. H.: ibid. 13, 155 (1980)CrossRefGoogle Scholar
  9. 4. (d)
    Ohlendorf, D. H., Anderson, W. F., Fisher, R. G., Takeda, Y., Matthews, B. W.: Nature 298, 718 (1982)CrossRefPubMedGoogle Scholar
  10. 4. (e)
    Frederick, C. A., Grable, J., Melia, M., Samudzi, C., Jen-Jacobson, L., Wang, B.-C., Greene, P., Boyer, H. W., Rosenberg, J. M.: Nature 309, 327 (1984)CrossRefPubMedGoogle Scholar
  11. 5. (a)
    For example: Givol, D.: A Structural Basis for Molecular Recognition: the Antibody Case, in: Receptors and Recognition (Cuatrecasas, P., Greaves, M. F. eds.), Series A, Vol. 2, p. 1, London, Chapman and Hall 1976Google Scholar
  12. 5. (b)
    Capra, J. D., Edmundson, A. B.: Sci. American 236, 50 (1977)Google Scholar
  13. 6. (a)
    For example: Lübke, K., Schillinger, E., Töpert, M.: Angew. Chem. Int. Ed. Engl. 15, 741 (1976)CrossRefPubMedGoogle Scholar
  14. 6. (b)
    De Meyts, P., Van Obberghen, E., Roth, J., Wollmer, A., Brandenburg, D.: Nature 273, 504 (1978)CrossRefPubMedGoogle Scholar
  15. 7.
    Smith, H. O.: Science 205, 455 (1979)PubMedGoogle Scholar
  16. 8.
    Arber, W.: Angew. Chem. Int. Ed. Engl. 17, 73 (1978)CrossRefPubMedGoogle Scholar
  17. 8. (a)
    for other biological implications of DNA methylation, see, for example, Razin, A., Riggs, A. D.: Science 210, 604 (1980)PubMedGoogle Scholar
  18. 8. (b)
    Ehrlich, M., Wang, R. Y.-H.: ibid. 212, 1350 (1981)PubMedGoogle Scholar
  19. 8. (c)
    Bird, A. P.: Nature 307, 503 (1984)Google Scholar
  20. 9.
    Endo, T., Tasai, H., Miyazawa, K., Endo, M., Kato, K., Uchida, A., Ohashi, Y., Sasada, Y.: J. Chem. Soc., Chem. Commun. 636 (1983)Google Scholar
  21. 10.
    Fischer, E.: Chem. Ber. 27, 2985 (1894)Google Scholar
  22. 11. (a)
    For example: Bunton, C. A.: Micellar Reactions, in: Applications of Biochemical Systems in Organic Chemistry (Jones, J. B., Sih, C. J., Perlman, D. eds.), Part 2, p. 731, New York, Wiley 1976Google Scholar
  23. 11. (b)
    Moss, R. A., Lee, Y.-S., Alwis, K. W.: J. Am. Chem. Soc. 102, 6646 (1980)CrossRefGoogle Scholar
  24. 11. (c)
    Ohkubo, K., Sugahara, K., Yoshinaga, K., Ueoka, R.: J. Chem. Soc., Chem. Commun. 637 (1980)Google Scholar
  25. 12. (a)
    For example: Bender, M. L., Komiyama, M.: Cyclodextrin Chemistry, Berlin, Springer 1978Google Scholar
  26. 12. (b)
    Saenger, W.: Angew. Chem. Int. Ed. Engl. 19, 344 (1980)CrossRefGoogle Scholar
  27. 12. (c)
    Tabushi, I.: Acc. Chem. Res. 15, 66 (1982)CrossRefGoogle Scholar
  28. 13. (a)
    For example: Cram, D. J., Cram, J. M.: Science 183, 803 (1974)Google Scholar
  29. 13. (b)
    Stoddart, J. F.: Chem. Soc. Rev. 8, 85 (1979)CrossRefGoogle Scholar
  30. 13. (c)
    Lehn, J. M.: Acc. Chem. Res. 11, 49 (1978)CrossRefGoogle Scholar
  31. 13. (d)
    Vögtle, F. (ed.): Host Guest Complex Chemistry, Vol. I and II, Berlin, Springer 1981 and 1982Google Scholar
  32. 13. (e)
    Cram, D. J.: Science 219, 1177 (1983)Google Scholar
  33. 14. (a)
    Endo, T., Noguchi, S., Mukaiyama, T.: Bull. Chem. Soc. Jpn. 44, 3424 (1971)Google Scholar
  34. 14. (b)
    Endo, T., Okubo, A., Kaneko, Y., Uehara, M., Tasai, H., Sato, A., Nikki, K., Nakagawa, N., Kamei, S.: ibid. 55, 2224 (1982)Google Scholar
  35. 15.
    Endo, T., Oda, K., Mukaiyama, T.: Chem. Lett. 443 (1974)Google Scholar
  36. 16.
    Endo, T., Takeda, Y., Orii, T., Kaneko, Y., Kondo, M.: ibid. 1455 (1979)Google Scholar
  37. 17.
    Anfinsen, C. B., Sela, M., Cooke, J. P.: J. Biol. Chem. 237, 1825 (1962)PubMedGoogle Scholar
  38. 18.
    Endo, T., Kuwahara, A., Tasai, H., Murata, T., Hashimoto, M., Ishigami, T.: Nature 268, 74 (1977)CrossRefPubMedGoogle Scholar
  39. 19.
    Endo, T., Takeda, Y., Orii, T., Murata, T., Sakai, M., Nakagawa, N., Nikki, K.: Chem. Lett. 1291 (1980)Google Scholar
  40. 20. (a)
    For example: Ondetti, M. A., Rubin, B., Cushman, D. W.: Science 196, 441 (1977)PubMedGoogle Scholar
  41. 20. (b)
    Griffith, O. W., Meister, A.: Proc. Natl. Acad. Sci. U.S.A. 74, 3330 (1977)PubMedGoogle Scholar
  42. 20. (c)
    Patchett, A. A., Harris, E., Tristram, E. W., Wyvratt, M. J., Wu, M. T., Taub, D., Peterson, E. R., Ikeler, T. J., ten Broeke, J., Payne, L. G., Ondeyka, D. L., Thorsett, E. D., Greenlee, W. J., Lohor, N. S., Hoffsommer, R. D., Joshua, H., Ruyle, W. V., Rothrock, J. W., Aster, S. D., Maycock, A. L., Robinson, F. M., Hirschmann, R., Sweet, C. S., Ulm, E. H., Gross, D. M., Vassil, T. C., Stone, C. A.: Nature 288, 280 (1980)CrossRefPubMedGoogle Scholar
  43. 21.
    Endo, T., Kaneko, Y., Mitsuhashi, M., Endo, M., Takeda, Y., Ito, M. M., Nikki, K., Nakagawa, N., Matsushita, K.: Chem. Lett. 551 (1984)Google Scholar
  44. 22.
    Eliel, E. L.: Angew. Chem. Int. Ed. Engl. 4, 761 (1965)CrossRefGoogle Scholar
  45. 23.
    Endo, T., Takeda, Y., Kamada, H., Kayama, S., Tasai, H.: Chem. Lett. 417 (1980)Google Scholar
  46. 24.
    Davies, M., Thomas, D. K.: J. Phys. Chem. 60, 763 (1956)CrossRefGoogle Scholar
  47. 25.
    Endo, T., Takeda, Y., Orii, T., Kuwahara, A., Ohta, M., Sakai, M., Okada, R., Hashimoto, M.: Bull. Chem. Soc. Jpn. 53, 2687 (1980)Google Scholar
  48. 26.
    Endo, T., Hashimoto, M., Orii, T., Ito, M. M.: ibid. 57, 1562 (1984)Google Scholar
  49. 27.
    Springer, C. S., Jr., Meek, D. W.: J. Phys. Chem. 70, 481 (1966)Google Scholar
  50. 28.
    Barnes, A. J., Hallam, H. E., Howells, J. D. R.: J. Chem. Soc., Faraday Trans. II, 68, 737 (1972)Google Scholar
  51. 29.
    Benesch, R., Benesch, R. E.: Science 185, 905 (1974)PubMedGoogle Scholar
  52. 30. (a)
    For example: Tanford, C.: The Hydrophobic Effect: Formation of Micelles and Biological Membranes, New York, Wiley 1973Google Scholar
  53. 30. (b)
    Franks, F.: The Hydrophobic Interaction, in: Water — a Comprehensive Treatise (Franks, F. ed.), Vol. 4, p. 1, New York, Plenum Press 1975Google Scholar
  54. 30. (c)
    Ben-Naim, A.: Hydrophobic Interactions, New York, Plenum Press 1980Google Scholar
  55. 31. (a)
    Harris, M. J., Higuchi, T., Rytting, J. H.: J. Phys. Chem. 77, 2694 (1973)CrossRefGoogle Scholar
  56. 31. (b)
    Chothia, C.: Nature 248, 338 (1974)CrossRefPubMedGoogle Scholar
  57. 32.
    Fujita, T., Iwasa, J., Hansch, C.: J. Am. Chem. Soc. 86, 5175 (1964)CrossRefGoogle Scholar
  58. 33.
    Hansch, C., Steward, A. R., Iwasa, J., Deutsch, E. W.: Mol. Pharmacol. 1, 205 (1965)PubMedGoogle Scholar
  59. 34.
    Némethy, G., Scheraga, H. A.: J. Chem. Phys. 36, 3401 (1962)CrossRefGoogle Scholar
  60. 35.
    Endo, T., Miyazawa, K., Endo, M., Uchida, A., Ohashi, Y., Sasada, Y.: Chem. Lett. 1989 (1982)Google Scholar
  61. 36.
    Uchida, A., Ohashi, Y., Sasada, Y., Moriya, M., Endo, T.: Acta Cryst. C40, 120 (1984)Google Scholar
  62. 37.
    Uchida, A., Ohashi, Y., Sasada, Y., Kaneko, Y., Endo, T.: ibid. C40, 115 (1984)Google Scholar
  63. 38.
    Ohashi, Y., Uchida, A., Sasada, Y., Kinoshita, K., Endo, T.: ibid. C40, 117 (1984)Google Scholar
  64. 39.
    Endo, T., Ito, M. M., Yamada, Y., Saito, H., Miyazawa, K., Nishio, M.: J. Chem. Soc., Chem. Commun. 1430 (1983)Google Scholar
  65. 40.
    Lindstrom, J.: Antibodies to Receptors for Acetylcholine and Other Hormones, in: Receptors and Recognition (Cuatrecasas, P., Greaves, M. F. eds.), Series A, Vol. 3, p. 1, London, Chapman and Hall 1977Google Scholar
  66. 41.
    Camerman, A., Camerman, N.: Proc. Natl. Acad. Sci. U.S.A. 74, 1264 (1977)PubMedGoogle Scholar
  67. 42.
    Camerman, A., Camerman, N.: Science 168, 1457 (1970)PubMedGoogle Scholar
  68. 43.
    Ariëns, E. J.: A General Introduction to the Field of Drug Design, in: Drug Design (Ariëns, E. J. ed.), Vol. I, p. 1, New York, Academic Press 1971Google Scholar
  69. 44.
    Korolkovas, A.: Essentials of Molecular Pharmacology — Background for Drug Design, Chapter 4, New York, Wiley 1970Google Scholar
  70. 45.
    Amoore, J. E., Palmieri, G., Wanke, E., Blum, M. S.: Science 165, 1266 (1969)Google Scholar
  71. 46.
    Amoore, J. E.: Nature 233, 270 (1971)CrossRefPubMedGoogle Scholar
  72. 47.
    Hartmann, G. R.: Angew. Chem. Int. Ed. Engl. 15, 181 (1976)CrossRefPubMedGoogle Scholar
  73. 48.
    Thornber, C. W.: Chem. Soc. Rev. 8, 563 (1979)CrossRefGoogle Scholar
  74. 49.
    McDaniel, D. H., Brown, H. C.: J. Org. Chem. 23, 420 (1958)CrossRefGoogle Scholar
  75. 50.
    Hansch, C., Leo, A., Unger, S. H., Kim, K. H., Nikaitani, D., Lien, E. J.: J. Med. Chem. 16, 1207 (1973)CrossRefPubMedGoogle Scholar
  76. 51.
    Charton, M.: J. Am. Chem. Soc. 97, 1552 (1975)CrossRefGoogle Scholar
  77. 52.
    Taft, R. W., Jr.: Separation of Polar, Steric, and Resonance Effects in Reactivity, in: Steric Effects in Organic Chemistry (Newman, M. S. ed.), p. 556, New York, Wiley 1956Google Scholar

Copyright information

© Springer-Verlag 1985

Authors and Affiliations

  • Tadashi Endo
    • 1
  1. 1.College of Science and EngineeringAoyama Gakuin UniversityTokyoJapan

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