Molecular modeling and X-ray analysis for a structure-taste study of α-arylsulfonylalkanoic acids

Journal of Molecular Structure

Volumn 407, Issue 1, 1997, Pages 71-80

  Polański, Jarosław ^a   Ratajczak, Aleksander ^a   Gasteiger, Johann ^b   Gałdecki, Zdzisław ^c   Gałdecka, Ewa ^c  

^a UNIVERSITY OF SILESIA   (Poland)

^b UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

^c LODZ UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

Arylsulfonylalkanoic acid; Molecular modeling; QSAR; Sweetness; X ray analysis

Indexed keywords

EID: 0343907674     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-2860(96)09703-7     Document Type: Article

References (31)

1. D.J. Cram and A. Ratajczak, US Patent 3 598 868 (1971).
2. A. Ratajczak and J. Polański, Naturwissenschaften, 78 (1991) 69.
3. A. Ratajczak and J. Polański, Phosphorus, Sulfur, and Silicon, 59 (1991) 259.
4. A. Ratajczak and J. Polański, Pol. J. Chem., 65 (1991) 1963.
5. J. Polański and A. Ratajczak, Pol. J. Chem., 65 (1991) 1973.
6. A. Ratajczak and J. Polański, Pol. J. Chem., 65 (1991) 1271.
7. J. Polański and A. Ratajczak, in: Sweet Taste Chemoreception, A structure-taste study of a new class of artificial sweeteners arylsulphonylalkanoic acids, eds. Matlouthi, Kanters and Birch (Elsevier, Crown House, 1993) p. 185.
8. M. Jaworska, J. Polański and A. Ratajczak, J. Mol. Struct. THEOCHEM, 283 (1993) 207.
9. J. Polański and A. Ratajczak, J. Chromatogr., 543 (1993) 195.
10. R. I. Zalewski and J. Jasiczak, J. Chem. Inf. Comput. Sci., 34 (1994) 179.
11. T. Ando, M. Ota, T. Kashiwagi, N. Nogashima, Y. Ariyoshi, R.K. Chadha, T. Yamazaki and M. Goodman, J. Am. Chem. Soc., 115 (1993) 397.
12. F. Formaggio, M. Crisma, G. Valle, C. Toniolo, W.H.J. Boesten, H.E. Schoemaker, J. Kamphuis and P.A. Temussi, J. Chem. Soc. Perkin Trans 2, (1992) 1945.
13. R.J. Woods, W.A. Szarek and V.H. Smith Jr., J. Am. Chem. Soc., 112 (1990) 4732.
14. R.S. Shallenberger and T.E. Acree, Nature, 216 (1967) 480.
15. L. Kier, J. Pharm. Sci., 61 (1972) 1394.
16. F.W. Lichtenthaler and S. Imel, in: Sweet Taste Chemoreception, Sucrose, sucralose and fructose: correlation between hydrophobicity potential profiles and AH-B-X assignment, eds. Matlouthi, Kanters and Birch (Elsevier, Crown House, 1993) p. 21.
17. G.E. DuBois, D.E. Walter and M. Kellog, in: Sweet Taste Chemoreception, The rational design of ultra-high-potency sweeteners, eds. Matlouthi, Kanters and Birch (Elsevier, Crown House, 1993) p. 237.
18. J. Polański and J. Gasteiger, The Comparison of Molecular Surfaces by an Assembly of Self-Organizing Neural Network, Computers in Chemistry 1994, Technical University of Wroclaw, National Institute of Standards and Technology, Gaithersburg, MD, USA; Wroclaw 1994; p. 88, full paper under preparation.
19. T.W. Barlow, J. Mol. Graph., 13 (1995) 24.
20. S. Anzali, G. Barnickel, M. Krug, J. Sadowski, M. Wagener, J. Gasteiger and J. Polański, J. Comput.-Aided Mol. Design, in print.
21. T. Kohonen, Self Organization and Associative Memory (Springer, Berlin, 1988).
22. J. Zupan and J. Gasteiger, Neural Networks for Chemists - An Introduction (VCH, Weinheim, 1993) p. 277.
23. J. Gasteiger, X. Li, Ch. Rudolph, J. Sadowski and J. Zupan, J. Am. Chem. Soc., 116 (1994) 4608.
24. J. Sadowski and J. Gasteiger, Chem. Rev., 93 (1993) 2567.
25. J. Sadowski, J. Gasteiger and G. Klebe, J. Chem. Inf. Comput. Sci., 34 (1994) 1000.
26. J. Polański, J. Chem. Inf. Comput. Sci., 36 (1996) 695.
27. J. Polański, J. Chem. Inf. Comput. Sci., in press.
28. H. Demuth and M. Beale, Neural Network Toolbox for Use with MATLAB, User's Guide, Associative Learning Rules (The Math Works Inc., Natick, 1994) ch. 7.
29. R. Anulewicz, R. Luboradzki, K. Suwińska and A. Zakrzewski, Acta Cryst. C, 46 (1990) 907.
30. F.H. Allen, J.E. Davies, J.J. Galloy, O. Johnson, O. Kennard, C.F. Macrae, E.M. Mitchel, J.M. Smith, D.G. Watson, (eds.), acc.: W.A. Warren, Cambridge Structural Database, Version 5, J. Chem. Inf. Comput. Sci., 31 (1991) 187.
31. G.W. Muller, D.E. Walters and G.E. DuBois, J. Med. Chem., 35 (1992) 740.