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Computational methods for the structural alignment of molecules

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Abstract

In drug design, often enough, no structural information on a particular receptor protein is available. However, frequently a considerable number of different ligands is known together with their measured binding affinities towards a receptor under consideration. In such a situation, a set of plausible relative superpositions of different ligands, hopefully approximating their putative binding geometry, is usually the method of choice for preparing data for the subsequent application of 3D methods that analyze the similarity or diversity of the ligands. Examples are 3D-QSAR studies, pharmacophore elucidation, and receptor modeling. An aggravating fact is that ligands are usually quite flexible and a rigorous analysis has to incorporate molecular flexibility. We review the past six years of scientific publishing on molecular superposition. Our focus lies on automatic procedures to be performed on arbitrary molecular structures. Methodical aspects are our main concern here. Accordingly, plain application studies with few methodical elements are omitted in this presentation. While this review cannot mention every contribution to this actively developing field, we intend to provide pointers to the recent literature providing important contributions to computational methods for the structural alignment of molecules.  Finally we provide a perspective on how superposition methods can effectively be used for the purpose of virtual database screening. In our opinion it is the ultimate goal to detect analogues in structure databases of nontrivial size in order to narrow down the search space for subsequent experiments.

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References

  1. Brint, A.T. and Willett, P., J. Chem. Inf. Comput. Sci., 27 (1987) 152.

    Google Scholar 

  2. Martin, Y.C., Bures, M.G. and Willett, P., In Lipkowitz, B. and Boyd, D.B., Reviews in Computational Chemistry, VCH, Weinheim, 1990, pp. 265–294.

    Google Scholar 

  3. Kubinyi, H. (Ed.) 3D QSAR in Drug Design. Theory, Methods and Applications. ESCOM, Leiden, 1993.

    Google Scholar 

  4. Golender, V.E. and Vorpagel., E.R., In Kubinyi, H. (Ed.) 3D QSAR in Drug Design. Theory, Methods and Applications. ESCOM, Leiden, 1993, pp. 137–149.

    Google Scholar 

  5. Wermuth, C.-G. and Langer, T., In Kubinyi, H. (Ed.) 3D QSAR in Drug Design. Theory, Methods and Applications. ESCOM, Leiden, 1993, pp. 117–136.

    Google Scholar 

  6. Kabsch, W., Acta Crystallogr., A32 (1976) 922.

    Google Scholar 

  7. Redington, P.K., Comput. Chem., 16 (1992) 217.

    Google Scholar 

  8. Hurst, T., J. Chem. Inf. Comput. Sci., 34 (1994) 190.

    Google Scholar 

  9. Carbó, R., Leyda, L. and Arnau, M., Int. J. Quant. Chem., 17 (1980) 1185.

    Google Scholar 

  10. Hodgkin, E.E. and Richards, G., Int. J. Quant. Chem., Quantum Biol. Symp., 14 (1987) 105.

    Google Scholar 

  11. Lamdan, Y. and Wolfson, H.J., IEEE International Conference on Computer Vision, Tampa, FL, 1988, pp. 238–249.

  12. Nussinov, R. and Wolfson, H.J., Proc. Natl. Acad. Sci. USA, 88 (1991) 10495.

    PubMed  Google Scholar 

  13. Martin, Y.C., Bures, M.G., Danaher, E.A., DeLazzer, J., Lico, I. and Pavlik, P.A., J. Comput.-Aided Mol. Design, 7 (1992) 83.

    Google Scholar 

  14. Bron, C. and Kerbosch, J., Communications of the ACM, 16 (1973) 575.

    Google Scholar 

  15. Crippen, G.M. and Havel, T.F., Distance Geometry and Molecular Conformation. Research Studies Press, Taunton, 1988.

    Google Scholar 

  16. Devillers, J. (Ed.) Genetic Algorithms in Molecular Modelling. Academic Press, London, 1996.

    Google Scholar 

  17. Kearsley, S.K. and Smith, G.M., Tetrahedron Comput. Methodol., 3 (1990) 615.

    Google Scholar 

  18. Johnson, M.A. and Maggiora, G.M. (Eds) Concepts and Applications of Molecular Similarity. John Wiley & Sons, New York, NY, 1990.

    Google Scholar 

  19. Dean, P.M., In Dean, P.M. (Ed.) Molecular Similarity in Drug Design. Blackie Academic & Professional, London, 1995, pp. 1–23.

    Google Scholar 

  20. Good, A.C., In Dean, P.M. (Ed.) Molecular Similarity in Drug Design. Blackie Academic & Professional, London, 1995, pp. 24–56.

    Google Scholar 

  21. Rouvray, D.H., In Sen, K. (Ed.) Molecular Similarity I. Topics in Current Chemistry, Vol. 173, Springer-Verlag, Heidelberg, 1995, pp. 1–30.

    Google Scholar 

  22. Klopman, G., J. Am. Chem. Soc., 106 (1984) 7315.

    Google Scholar 

  23. Klopman, G., Quant. Struct.-Act. Relat., 11 (1992) 176.

    Google Scholar 

  24. Petke, J.D., J. Comput. Chem., 14 (1993) 928.

    Google Scholar 

  25. Crippen, G.M., J. Comput. Chem., 16 (1995) 486.

    Google Scholar 

  26. Ghose, A.K. and Crippen, C.M., In Ramsden, C. (Ed.) Comprehensive Medicinal Chemistry: the Rational Design, Mechastic Study, and Therapeutic Application of Chemical Compounds. Vol. 4. Pergamon Press, Oxford, 1990, pp. 715–753.

    Google Scholar 

  27. Crippen, G.M., J. Comput. Chem., 8 (1987) 943.

    Google Scholar 

  28. Gasteiger, J. and Li, X., Angew. Chem. Int. Ed. Engl., 33 (1994) 643.

    Google Scholar 

  29. Gasteiger, J. and Zupan, J., Biol. Cybern., 70 (1993) 189.

    Google Scholar 

  30. Polański, J., Gasteiger, J., Wagener, M. and Sadowski, J., Quant. Struct.-Act. Relat., 17 (1998) 27.

    Google Scholar 

  31. Apaya, R.P., Luchese, B., Price, S.L. and Vinter, J.G., J. Comput.-Aided Mol. Design, 9 (1995) 33.

    Google Scholar 

  32. Blanley, F.E., Edge, C. and Phippen, R.W., J. Mol. Graph., 13 (1995) 165.

    PubMed  Google Scholar 

  33. Robinson, D.D., Lyne, P.D. and Richards, W.G., J. Chem. Inf. Comput. Sci., 39 (1999) 594.

    Google Scholar 

  34. Mezey, P.G., In Dean, P.M. (Ed.) Molecular Similarity in Drug Design. Blackie Academic & Professional, London, 1995, pp. 241–268.

    Google Scholar 

  35. Matter, H. and Rarey, M., In Jung, G. (Ed.) Combinatorial Organic Chemistry. John Wiley & Sons, New York, NY, 1999.

    Google Scholar 

  36. Humblet, C. and Dunbar Jr., J.B., In Venuti, M.C. (Ed.) Annual Reports in Medicinal Chemistry. Vol. 28, Chapter VI. Topics in Drug Design and Discovery. Academic Press, London, 1993, pp. 275–284.

    Google Scholar 

  37. Willett, P., J. Mol. Recognition, 8 (1995) 290.

    Google Scholar 

  38. Brown, R.D. and Martin, Y.C., J. Chem. Inf. Comput. Sci., 36 (1996) 572.

    Google Scholar 

  39. Lauri, G. and Bartlett, P.A., J. Comput.-Aided Mol. Design, 8 (1993) 51.

    Google Scholar 

  40. Bartlett, P.A., Shea, G.T., Telfer, S.J. and Waterman, S., In Roberts, S.M. (Ed.) Molecular Recognition: Chemical and Biological Problems. Royal Society of Chemistry, Cambridge, 1989, pp. 182–196.

    Google Scholar 

  41. Moock, T.E., Henry, D.R., Ozkabak, A.G. and Alamgir, M., J. Chem. Inf. Comput. Sci., 34 (1994) 184.

    Google Scholar 

  42. Thorner, D.A., Wild, D.J., Willett, P. and Wright, P.M., J. Chem. Inf. Comput. Sci., 36 (1996) 900.

    Google Scholar 

  43. Thorner, D.A., Willett, P., Wright, P.M. and Taylor, R., J. Comput.-Aided Mol. Design, 11 (1997) 163.

    Google Scholar 

  44. Wild, D.J. and Willett, P., J. Chem. Inf. Comput. Sci., 36 (1996) 159.

    Google Scholar 

  45. Hahn, M., J. Chem. Inf. Comput. Sci., 37 (1997) 80.

    Google Scholar 

  46. Hahn, M., J. Med. Chem., 38 (1995) 2080.

    PubMed  Google Scholar 

  47. Wang, T. and Zhou, J., J. Chem. Inf. Comput. Sci., 38 (1998) 71.

    PubMed  Google Scholar 

  48. Xu, J., J. Chem. Inf. Comput. Sci., 36 (1996) 25.

    Google Scholar 

  49. Rarey, M. and Dixon, J.S., J. Comput.-Aided Mol. Design, 12 (1998) 471.

    Google Scholar 

  50. Orengo, C., Curr. Opin. Struct. Biol., 4 (1994) 429.

    Google Scholar 

  51. Holm, L. and Sander, C., Proteins, 19 (1994) 165.

    PubMed  Google Scholar 

  52. Godzik, A., Protein Sci., 5 (1996) 1325.

    PubMed  Google Scholar 

  53. Lattman, E.E. (Ed.) Critical Assessment of Techniques for Protein Structure Prediction (CASP2). Supplement 1 to Proteins: Structure, Function, and Genetics, 1997. See also http://PredictionCenter.llnl.gov/casp3/Casp3.html.

  54. Gibrat, J.-F., Madej, T. and Bryant, S.H., Curr. Opin. Struct. Biol., 6 (1996) 377.

    PubMed  Google Scholar 

  55. Holm, L. and Sander, C., J. Mol. Biol., 233 (1994) 123.

    Google Scholar 

  56. Taylor, W.R. and Orengo, C.A., J. Mol. Biol., 208 (1989) 1.

    PubMed  Google Scholar 

  57. Fischer, D., Wolfson, H., Lin, S.L. and Nussinov, R., Protein Sci., 3 (1994) 769.

    PubMed  Google Scholar 

  58. Alesker, V., Nussinov, R. and Wolfson, H.J., Protein Eng., 9 (1996) 1103.

    PubMed  Google Scholar 

  59. Norel, R., Lin, S.L., Wolfson, H.L. and Nussinov, R., J. Mol. Biol., 252 (1995) 263.

    PubMed  Google Scholar 

  60. Sandak, B., Nussinov, R. and Wolfson, H.J., Comput. Appl. Biosci., 11 (1995) 87.

    PubMed  Google Scholar 

  61. Rarey, M., Wefing, S. and Lengauer, T., J. Comput.-Aided Mol. Design, 10 (1996) 41.

    Google Scholar 

  62. Rarey, M., Kramer, B., Lengauer, T. and Klebe, G., J. Mol. Biol., 261 (1996) 470.

    PubMed  Google Scholar 

  63. Diederichs, K., Proteins, 23 (1995) 187.

    PubMed  Google Scholar 

  64. Katchalski-Katzir, E., Shariv, I., Eisenstein, M., Friesem, A.A., Aflalo, C. and Vakser, I.A., Proc. Natl. Acad. Sci. USA, 89 (1992) 2195.

    PubMed  Google Scholar 

  65. Lattman, E.E., Acta Crystallogr., B28 (1972) 1065.

    Google Scholar 

  66. May, A.C.W. and Johnson, M.S., Protein Eng., 8 (1995) 873.

    PubMed  Google Scholar 

  67. May, A.C.W. and Johnson, M.S., Protein Eng., 7 (1994) 475.

    PubMed  Google Scholar 

  68. Fredman, M.L., Bull. Math. Biol., 46 (1984) 553.

    Google Scholar 

  69. Poirrette, A.R., Artymiuk, P.J., Rice, D.W. and Willett, P., J. Comput.-Aided Mol. Design, 11 (1997) 557.

    Google Scholar 

  70. Connolly, M.L., J. Appl. Crystallogr., 16 (1983) 548.

    Google Scholar 

  71. Wallace, A.C., Borkakoti, N. and Thornton, J.M., Protein Sci., 6 (1997) 2308.

    PubMed  Google Scholar 

  72. Escalier, V., Pothier, J., Soldano, H. and Viari, A., J. Comput. Biol., 5 (1998) 41.

    PubMed  Google Scholar 

  73. Klebe, G., In Kubinyi, H. (Ed.) 3D QSAR in Drug Design. Theory, Methods and Applications. ESCOM, Leiden, 1993, pp. 173–199.

    Google Scholar 

  74. Bures, M.G., In Charifson, P.S. (Ed.) Practical Application of Computer-Aided Drug Design. Marcel Dekker, New York, NY, 1997, pp. 39–72.

    Google Scholar 

  75. Good, A.C., Hodgkin, E.E. and Richards, W.G., J. Chem. Inf. Comput. Sci., 32 (1992) 188.

    Google Scholar 

  76. Good, A.C., J. Mol. Graph., 10 (1992) 144.

    PubMed  Google Scholar 

  77. Feuilleaubois, E., Fabart, V. and Douchet, P., SAR QSAR Env. Res., 1 (1993) 97.

    Google Scholar 

  78. Petitjean, M., J. Comput. Chem., 16 (1995) 80.

    Google Scholar 

  79. Grant, J.A., Gallardo, M.A. and Pickup, B.T., J. Comput. Chem., 17 (1996) 1653.

    Google Scholar 

  80. Grant, J.A. and Pickup, B.T., J. Phys. Chem., 99 (1995) 3503.

    Google Scholar 

  81. Cossé-Barbi, A. and Raji, M., J. Comput. Chem., 18 (1997) 1875.

    Google Scholar 

  82. McMahon, A.J. and King, P.M., J. Comput. Chem., 18 (1997) 151.

    Google Scholar 

  83. Nissink, J.W.M., Verdonk, M.L., Kroon, J., Mietzner, T. and Klebe, G., J. Comput. Chem., 18 (1997) 638.

    Google Scholar 

  84. Crowther, R.A., In Rossmann, M.G. (Ed.) The Molecular Replacement Method. Gordon & Breach, New York, NY, 1972, pp. 174–178.

    Google Scholar 

  85. Parretti, M.F., Kroemer, R.T., Rothman, J.H. and Richards, W.G., J. Comput. Chem., 18 (1997) 1344.

    Google Scholar 

  86. Lemmen, C., Hiller, C. and Lengauer, T., J. Comput.-Aided Mol. Design, 12 (1998) 491.

    Google Scholar 

  87. Klebe, G., Mietzner, T. and Weber, F., J. Comput.-Aided Mol. Design, 8 (1994) 751.

    Google Scholar 

  88. Lemmen, C. and Lengauer, T., J. Comput.-Aided Mol. Design, 11 (1997) 357.

    Google Scholar 

  89. Martin, Y.C., Tetrahedron Comput. Methodol., 3 (1990) 15.

    Google Scholar 

  90. Takahashi, Y., Maeda, S. and Sasaki, S.-I., Ann. Chimica Acta, 200 (1987) 363.

    Google Scholar 

  91. Masek, B.B., Merchant, A. and Matthew, J.B., J. Med. Chem., 36 (1993) 1230.

    PubMed  Google Scholar 

  92. Sanz, F., Manaut, F., Rodríguez, J., Lozoya, E. and López-de-Briñas, E., J. Comput.-Aided Mol. Design, 7 (1993) 337.

    Google Scholar 

  93. Sanz, F., Manaut, F., Sanchez, J.A. and Lozoya, E., J. Mol. Struct., 230 (1991) 437.

    Google Scholar 

  94. Jain, A.N., Dietterich, T.G., Laterop, R.H., Chapman, D., Critchlow, R.E., Bauer, B.E., Webster, T.A. and Lonzano-Perez, T., J. Comput.-Aided Mol. Design, 8 (1994) 427.

    Google Scholar 

  95. Jain, A.N., Koile, K. and Chapman, D., J. Med. Chem., 37 (1994) 2315.

    PubMed  Google Scholar 

  96. Ghuloum, A.M., Sage, C.R. and Jain, A.J., J. Med. Chem., 42 (1999) 1739.

    PubMed  Google Scholar 

  97. Ruppert, J., Welch, W. and Jain, A.N., Protein Sci., 6 (1997) 524.

    PubMed  Google Scholar 

  98. Welch, W., Ruppert, J. and Jain, A.N., Chem. Biol., 3 (1996) 449.

    PubMed  Google Scholar 

  99. Jain, A.N., J. Comput.-Aided Mol. Design, 10 (1996) 635.

    Google Scholar 

  100. Gerber, P.R. and Müller, K., Acta Crystallogr., A43 (1987) 426.

    Google Scholar 

  101. Klebe, G., Mietzner, T. and Weber, F., J. Comput.-Aided Mol. Design, 13 (1999), 35.

    Google Scholar 

  102. Waszkowycz, B., Clark, D.E., Frenkel, D., Li, J., Murray, C.W., Robson, B. and Westhead, D.R., J. Med. Chem., 37 (1994) 3994.

    PubMed  Google Scholar 

  103. Cramer, R.D., Patterson, D.E. and Bunce, J.D., J. Am. Chem. Soc., 110 (1988) 5959.

    Google Scholar 

  104. Clark, D.E., Frenkel, D., Levy, S.A., Li, J., Murray, C.W., Robson, B., Waszkowycz, B. and Westhead, D.R., J. Comput.-Aided Mol. Design, 9 (1995) 13.

    Google Scholar 

  105. Perkins, T.D.J., Mills, J.E.J. and Dean, P.M., J. Comput.-Aided Mol. Design, 9 (1995) 479.

    Google Scholar 

  106. Barakat, M.T. and Dean, P.M., J. Comput.-Aided Mol. Design, 5 (1991) 107.

    Google Scholar 

  107. Danziger, D.J. and Dean, P.M., J. Theor. Biol., 116 (1985) 215.

    PubMed  Google Scholar 

  108. Perkins, T.D.J. and Dean, P.M., J. Comput.-Aided Mol. Design, 7 (1993) 155.

    Google Scholar 

  109. Barnum, D., Greene, J., Smellie, A. and Sprague, P., J. Chem. Inf. Comput. Sci., 36 (1996) 563.

    PubMed  Google Scholar 

  110. Smellie, A., Teig, S.L. and Towbin, P., J. Comput. Chem., 16 (1995) 171.

    Google Scholar 

  111. Ferro, D.R. and Hermans, J., Acta Crystallogr., A33 (1977) 345.

    Google Scholar 

  112. Sprague, P.W., Perspect. Drug Discov. Design, 3 (1995) 21.

    Google Scholar 

  113. Finn, P.W., Kavraki, L., Latombe, J.-C., Motwani, R., Shelton, C., Venkatasubramanian, S. and Yao, A., Proceedings of the 13th Annual Symposium on Computational Geometry, ACM Press, New York, NY, 1997.

    Google Scholar 

  114. Finn, P.W., Halperin, D., Kavraki, L., Latombe, J.-C., Motwani, R., Shelton, C. and Venkatasubramanian, S., In Lin, M. and Manocha, D. (Eds) 1996 ACM Workshop on Applied Computational Geometry, LNCS, Springer-Verlag, Heidelberg, 1996.

    Google Scholar 

  115. Mestres, J., Rohrer, D.C. and Maggiora, G.M., J. Mol. Graphics Mod., 15 (1997) 114.

    Google Scholar 

  116. Mestres, J., Rohrer, D.C. and Maggiora, G.M., J. Comput. Chem., 18 (1997) 934.

    Google Scholar 

  117. Miller, M.D., Sheridan, R.P. and Kearsley, S.K., J. Med. Chem., 42 (1999) 1505.

    PubMed  Google Scholar 

  118. Sheridan, R.P., Miller, M.D., Underwood, D.J. and Kearsley, S.K., J. Chem. Inf. Comput. Sci., 36 (1996) 128.

    Google Scholar 

  119. Kearsley, S.K., Smith, G.M., Sallamack, S., Fluder, E.M., Andose, J.D., Mosley, R.T. and Sheridan, R.P., J. Chem. Inf. Comput. Sci., 36 (1996) 118.

    Google Scholar 

  120. Kearsley, S.K., Underwood, D.J., Sheridan, R.P. and Miller, M.D., J. Comput.-Aided Mol. Design, 8 (1994) 565.

    Google Scholar 

  121. Sheridan, R.P., Nilakantan, R., Dixon, J.S. and Venkataraghavan, R., J. Med. Chem., 29 (1986) 899.

    PubMed  Google Scholar 

  122. Crippen, G.M., J. Med. Chem., 22 (1979) 988.

    PubMed  Google Scholar 

  123. Crippen, G.M., J. Med. Chem., 23 (1980) 599.

    PubMed  Google Scholar 

  124. Crippen, G.M., J. Med. Chem., 24 (1981) 198.

    PubMed  Google Scholar 

  125. Crippen, G.M., Smellie, A.S. and Richardson, W.W., J. Comput. Chem., 13 (1992) 1262.

    Google Scholar 

  126. Billeter, M., Havel, T.F. and Kuntz, I.D., Biopolymers, 26 (1987) 777.

    PubMed  Google Scholar 

  127. Clark, D.E., Willett, P. and Kenny, P.W., J. Mol. Graph., 11 (1993) 146.

    PubMed  Google Scholar 

  128. Sheridan, R.P. and Venkataraghavan, R., J. Comput.-Aided Mol. Design, 1 (1987) 243.

    Google Scholar 

  129. Sheridan, R.P., Rusinko III, A., Nilakantan, R. and Venkataraghavan, R., Proc. Natl. Acad. Sci. USA, 86 (1989) 8125.

    Google Scholar 

  130. Itai, A., Tomioka, N., Yamada, M., Inoue, A. and Kato, Y., In Kubinyi, H. (Ed.) 3D QSAR in Drug Design. Theory, Methods and Applications. ESCOM, Leiden, 1993, pp. 173–199.

    Google Scholar 

  131. Dammkoehler, R.A., Karasek, S.F., Shands, E.F.B. and Marshall, G.R., J. Comput.-Aided Mol. Design, 9 (1995) 491.

    Google Scholar 

  132. Marshall, G.R., Barry, C.D., Bosshard, H.D., Dammkoehler, R.D. and Dunn, D.A., In Olson, E.C. and Christoffersen, R.E. (Eds) Computer-Assisted Drug Design. Vol. 112. American Chemical Society, Washington, DC, 1979, pp. 205–222.

    Google Scholar 

  133. Ghose, A.K., Logan, M.E., Treasuywala, A.M., Wang, H., Wahl, R.C., Tomczuk, B.E., Gowravaram, M.R., Jaeger, E.P. and Wendoloski, J.J., J. Am. Chem. Soc., 117 (1995) 4671.

    Google Scholar 

  134. McMartin, C. and Bohacek, R.S., J. Comput.-Aided Mol. Design, 9 (1995) 237.

    Google Scholar 

  135. Chang, G., Guida, W.C. and Still, W.C., J. Am. Chem. Soc., 111 (1989) 4379.

    Google Scholar 

  136. Jones, G., Willett, P. and Glen, R.C., J. Comput.-Aided Mol. Design, 9 (1995) 532.

    Google Scholar 

  137. Jones, G., Willett, P. and Glen, R.C., J. Mol. Biol., 245 (1995) 43.

    PubMed  Google Scholar 

  138. Payne, A.W.R. and Glen, R.C., J. Mol. Graph., 11 (1993) 74.

    PubMed  Google Scholar 

  139. Pepperrell, C.A. and Willett, P., J. Comput.-Aided Mol. Design, 5 (1991) 455.

    Google Scholar 

  140. Lemmen, C., Lengauer, T. and Klebe, G., J. Med. Chem., 41 (1998) 4502.

    PubMed  Google Scholar 

  141. Handschuh, S., Wagener, M. and Gasteiger, J., J. Chem. Inf. Comput. Sci., 38 (1998) 220.

    PubMed  Google Scholar 

  142. Kato, Y., Inoue, A., Yamada, M., Tomioka, N. and Itai, A., J. Comput.-Aided Mol. Design, 6 (1992) 475.

    Google Scholar 

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Lemmen, C., Lengauer, T. Computational methods for the structural alignment of molecules. J Comput Aided Mol Des 14, 215–232 (2000). https://doi.org/10.1023/A:1008194019144

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