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For recent examples of synthetic receptors for amino acid and peptide derivatives, see for example: a) R. J. Pieters, J. Cuntze, M. Bonnet, F. Diederich, J. Chem. Soc., Perkin Trans. 2 1997, 1891; b) W. C. Still, Acc. Chem. Res. 1996, 29, 155; c) D. W. P. M. Löwik, S. J. E. Mulders, Y. Cheng, Y. Shao, R. M. J. Liskamp, Tetrahedron Lett. 1996, 37, 8253; d) M. Asakawa, C. L. Brown, D. Pasini, J. F. Stoddart, P. G. Wyatt, J. Org. Chem. 1996, 61, 7234; e) C. Gennari, H. P. Nestler, B. Salom, W. C. Still, Angew. Chem. 1995, 107, 1894; Angew. Chem. Int. Ed. Engl. 1995, 34, 1765; f) Y. Kuroda, Y. Kato, T. Higashioji, J. Hasegawa, S. Kawanami, M. Takahashi, N. Shiraishi, K. Tanabe, H. Ogoshi, J. Am. Chem. Soc. 1995, 117, 10950; g) S. R. LaBrenz, J. W. Kelly, J. Am. Chem. Soc. 1995, 117, 1655; h) H. J. Schneider, Angew. Chem. 1993, 105, 890; Angew. Chem. Im. Ed. Engl. 1993, 32, 848. See also references [3, 5].
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For recent examples of synthetic receptors for amino acid and peptide derivatives, see for example: a) R. J. Pieters, J. Cuntze, M. Bonnet, F. Diederich, J. Chem. Soc., Perkin Trans. 2 1997, 1891; b) W. C. Still, Acc. Chem. Res. 1996, 29, 155; c) D. W. P. M. Löwik, S. J. E. Mulders, Y. Cheng, Y. Shao, R. M. J. Liskamp, Tetrahedron Lett. 1996, 37, 8253; d) M. Asakawa, C. L. Brown, D. Pasini, J. F. Stoddart, P. G. Wyatt, J. Org. Chem. 1996, 61, 7234; e) C. Gennari, H. P. Nestler, B. Salom, W. C. Still, Angew. Chem. 1995, 107, 1894; Angew. Chem. Int. Ed. Engl. 1995, 34, 1765; f) Y. Kuroda, Y. Kato, T. Higashioji, J. Hasegawa, S. Kawanami, M. Takahashi, N. Shiraishi, K. Tanabe, H. Ogoshi, J. Am. Chem. Soc. 1995, 117, 10950; g) S. R. LaBrenz, J. W. Kelly, J. Am. Chem. Soc. 1995, 117, 1655; h) H. J. Schneider, Angew. Chem. 1993, 105, 890; Angew. Chem. Im. Ed. Engl. 1993, 32, 848. See also references [3, 5].
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For recent examples of synthetic receptors for amino acid and peptide derivatives, see for example: a) R. J. Pieters, J. Cuntze, M. Bonnet, F. Diederich, J. Chem. Soc., Perkin Trans. 2 1997, 1891; b) W. C. Still, Acc. Chem. Res. 1996, 29, 155; c) D. W. P. M. Löwik, S. J. E. Mulders, Y. Cheng, Y. Shao, R. M. J. Liskamp, Tetrahedron Lett. 1996, 37, 8253; d) M. Asakawa, C. L. Brown, D. Pasini, J. F. Stoddart, P. G. Wyatt, J. Org. Chem. 1996, 61, 7234; e) C. Gennari, H. P. Nestler, B. Salom, W. C. Still, Angew. Chem. 1995, 107, 1894; Angew. Chem. Int. Ed. Engl. 1995, 34, 1765; f) Y. Kuroda, Y. Kato, T. Higashioji, J. Hasegawa, S. Kawanami, M. Takahashi, N. Shiraishi, K. Tanabe, H. Ogoshi, J. Am. Chem. Soc. 1995, 117, 10950; g) S. R. LaBrenz, J. W. Kelly, J. Am. Chem. Soc. 1995, 117, 1655; h) H. J. Schneider, Angew. Chem. 1993, 105, 890; Angew. Chem. Im. Ed. Engl. 1993, 32, 848. See also references [3, 5].
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For recent examples of synthetic receptors for amino acid and peptide derivatives, see for example: a) R. J. Pieters, J. Cuntze, M. Bonnet, F. Diederich, J. Chem. Soc., Perkin Trans. 2 1997, 1891; b) W. C. Still, Acc. Chem. Res. 1996, 29, 155; c) D. W. P. M. Löwik, S. J. E. Mulders, Y. Cheng, Y. Shao, R. M. J. Liskamp, Tetrahedron Lett. 1996, 37, 8253; d) M. Asakawa, C. L. Brown, D. Pasini, J. F. Stoddart, P. G. Wyatt, J. Org. Chem. 1996, 61, 7234; e) C. Gennari, H. P. Nestler, B. Salom, W. C. Still, Angew. Chem. 1995, 107, 1894; Angew. Chem. Int. Ed. Engl. 1995, 34, 1765; f) Y. Kuroda, Y. Kato, T. Higashioji, J. Hasegawa, S. Kawanami, M. Takahashi, N. Shiraishi, K. Tanabe, H. Ogoshi, J. Am. Chem. Soc. 1995, 117, 10950; g) S. R. LaBrenz, J. W. Kelly, J. Am. Chem. Soc. 1995, 117, 1655; h) H. J. Schneider, Angew. Chem. 1993, 105, 890; Angew. Chem. Im. Ed. Engl. 1993, 32, 848. See also references [3, 5].
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For recent examples of synthetic receptors for amino acid and peptide derivatives, see for example: a) R. J. Pieters, J. Cuntze, M. Bonnet, F. Diederich, J. Chem. Soc., Perkin Trans. 2 1997, 1891; b) W. C. Still, Acc. Chem. Res. 1996, 29, 155; c) D. W. P. M. Löwik, S. J. E. Mulders, Y. Cheng, Y. Shao, R. M. J. Liskamp, Tetrahedron Lett. 1996, 37, 8253; d) M. Asakawa, C. L. Brown, D. Pasini, J. F. Stoddart, P. G. Wyatt, J. Org. Chem. 1996, 61, 7234; e) C. Gennari, H. P. Nestler, B. Salom, W. C. Still, Angew. Chem. 1995, 107, 1894; Angew. Chem. Int. Ed. Engl. 1995, 34, 1765; f) Y. Kuroda, Y. Kato, T. Higashioji, J. Hasegawa, S. Kawanami, M. Takahashi, N. Shiraishi, K. Tanabe, H. Ogoshi, J. Am. Chem. Soc. 1995, 117, 10950; g) S. R. LaBrenz, J. W. Kelly, J. Am. Chem. Soc. 1995, 117, 1655; h) H. J. Schneider, Angew. Chem. 1993, 105, 890; Angew. Chem. Im. Ed. Engl. 1993, 32, 848. See also references [3, 5].
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For recent examples of synthetic receptors for amino acid and peptide derivatives, see for example: a) R. J. Pieters, J. Cuntze, M. Bonnet, F. Diederich, J. Chem. Soc., Perkin Trans. 2 1997, 1891; b) W. C. Still, Acc. Chem. Res. 1996, 29, 155; c) D. W. P. M. Löwik, S. J. E. Mulders, Y. Cheng, Y. Shao, R. M. J. Liskamp, Tetrahedron Lett. 1996, 37, 8253; d) M. Asakawa, C. L. Brown, D. Pasini, J. F. Stoddart, P. G. Wyatt, J. Org. Chem. 1996, 61, 7234; e) C. Gennari, H. P. Nestler, B. Salom, W. C. Still, Angew. Chem. 1995, 107, 1894; Angew. Chem. Int. Ed. Engl. 1995, 34, 1765; f) Y. Kuroda, Y. Kato, T. Higashioji, J. Hasegawa, S. Kawanami, M. Takahashi, N. Shiraishi, K. Tanabe, H. Ogoshi, J. Am. Chem. Soc. 1995, 117, 10950; g) S. R. LaBrenz, J. W. Kelly, J. Am. Chem. Soc. 1995, 117, 1655; h) H. J. Schneider, Angew. Chem. 1993, 105, 890; Angew. Chem. Im. Ed. Engl. 1993, 32, 848. See also references [3, 5].
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Comparison of binding constants of structurally different carboxylic acids should be treated with some caution since the strength of the interaction with the amidopyridine unit will be influenced by the acidity of the carboxylic acid moiety, although differences in the series of substrates presented here seem unlikely to be larger than the experimental errors in the measured binidng constants.
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