Remarkably strong, uncharged hydrogen-bonding interactions of polypyridine-macrocyclic receptors for deoxyribofuranosides

Journal of the American Chemical Society

Volumn 121, Issue 2, 1999, Pages 341-345

  Inouye, Masahiko ^a   Takahashi, Kunihide ^a   Nakazumi, Hiroyuki ^a  

^a JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ARABINOSE; DEOXYRIBOSE; FRUCTOSE; GALACTOSE; GLUCOSE; HEXOSE; MACROCYCLIC COMPOUND; MANNOSE; PENTOSE; PYRIDINE; RECEPTOR; RIBOSE; XYLOSE;

ARTICLE; BINDING AFFINITY; HYDROGEN BOND; MOLECULAR INTERACTION; RECEPTOR AFFINITY; RECEPTOR BINDING;

EID: 0033585613     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja983539u     Document Type: Article

References (39)

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7. Hamilton, A. D. In Advances in Supramolecular Chemistry; Gokel, G. W., Ed.; JAI: Greenwich, 1990; Vol. 1, pp 1-64. Aoyama, A. In Advances in Supramolecular Chemistry; Gokel, G. W., Ed.; JAI: Greenwich, 1992; Vol. 2, pp 65-92. van Doom, A. R.; Verboom, W.; Reinhoudt, D. N. In Advances in Supramolecular Chemistry; Gokel, G. W., Ed.; JAI: Greenwich, 1993; Vol. 3, pp 159-206. Bell, D. A.; Anslyn, E. V. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 2, pp 439-475. Sessler, J. L.; Wang, B.; Springs, S. L.; Brown, C. T. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 4, pp 311-336. Simanek, E. E.; Li, X.; Choi, I. S.; Whitesides, G. M. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 9, pp 595-621.
8. Hamilton, A. D. In Advances in Supramolecular Chemistry; Gokel, G. W., Ed.; JAI: Greenwich, 1990; Vol. 1, pp 1-64. Aoyama, A. In Advances in Supramolecular Chemistry; Gokel, G. W., Ed.; JAI: Greenwich, 1992; Vol. 2, pp 65-92. van Doom, A. R.; Verboom, W.; Reinhoudt, D. N. In Advances in Supramolecular Chemistry; Gokel, G. W., Ed.; JAI: Greenwich, 1993; Vol. 3, pp 159-206. Bell, D. A.; Anslyn, E. V. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 2, pp 439-475. Sessler, J. L.; Wang, B.; Springs, S. L.; Brown, C. T. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 4, pp 311-336. Simanek, E. E.; Li, X.; Choi, I. S.; Whitesides, G. M. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 9, pp 595-621.
9. Hamilton, A. D. In Advances in Supramolecular Chemistry; Gokel, G. W., Ed.; JAI: Greenwich, 1990; Vol. 1, pp 1-64. Aoyama, A. In Advances in Supramolecular Chemistry; Gokel, G. W., Ed.; JAI: Greenwich, 1992; Vol. 2, pp 65-92. van Doom, A. R.; Verboom, W.; Reinhoudt, D. N. In Advances in Supramolecular Chemistry; Gokel, G. W., Ed.; JAI: Greenwich, 1993; Vol. 3, pp 159-206. Bell, D. A.; Anslyn, E. V. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 2, pp 439-475. Sessler, J. L.; Wang, B.; Springs, S. L.; Brown, C. T. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 4, pp 311-336. Simanek, E. E.; Li, X.; Choi, I. S.; Whitesides, G. M. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 9, pp 595-621.
10. Hamilton, A. D. In Advances in Supramolecular Chemistry; Gokel, G. W., Ed.; JAI: Greenwich, 1990; Vol. 1, pp 1-64. Aoyama, A. In Advances in Supramolecular Chemistry; Gokel, G. W., Ed.; JAI: Greenwich, 1992; Vol. 2, pp 65-92. van Doom, A. R.; Verboom, W.; Reinhoudt, D. N. In Advances in Supramolecular Chemistry; Gokel, G. W., Ed.; JAI: Greenwich, 1993; Vol. 3, pp 159-206. Bell, D. A.; Anslyn, E. V. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 2, pp 439-475. Sessler, J. L.; Wang, B.; Springs, S. L.; Brown, C. T. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 4, pp 311-336. Simanek, E. E.; Li, X.; Choi, I. S.; Whitesides, G. M. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 9, pp 595-621.
11. Schneider, H.-J.; Mohammad-Ali, A. K. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 2, pp 89-95.
12. Fredericks, J. R.; Hamilton, A. D. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 9, pp 565-594.
13. A review: Aoyama, Y. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Oxford, 1996; Vol. 2, pp 279-307.
14. Representative examples: Aoyama, Y.; Tanaka, Y.; Sugahara, S. J. Am. Chem. Soc. 1989, 111, 5397-5404. Kikuchi, Y.; Kato, Y.; Tanaka, Y.; Toi, H.; Aoyama, Y. J. Am. Chem. Soc. 1991, 113, 1349-1354. Bhattarai, K. M.; Bonar-Law, R. P.; Davis, A. P.; Murray, B. A. J. Chem. Soc., Chem. Commun. 1992, 752-754. Bhattarai, K. M.; Davis, A. P.; Perry, J. J.; Walter, C. J. J. Org. Chem. 1997, 62, 8463-8473. Coterón, J. M.; Vicent, C.; Bosso, C.; Penadés, S. J. Am. Chem. Soc. 1993, 115, 10066- 10076. Liu, R.; Still, W. C. Tetrahedron Lett. 1993, 34, 2573-2576. Savage, P. B.; Holmgren, S. K.; Desper, J. M.; Gellman, S. H. Pure Appl. Chem. 1993, 65, 461-466. Eliseev, A. V.; Schneider, H.-J. J. Am. Chem. Soc. 1994, 116, 6081-6088. Das, G.; Hamilton, A. D. J. Am. Chem. Soc. 1994, 116, 11139-11140. Bonar-Law, R. P.; Sanders, J. K. M. J. Am. Chem. Soc. 1995, 117, 259-271. Anderson, S.; Neidlein, U.; Gramlich, V.; Diederich, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 1596-1600.
15. Representative examples: Aoyama, Y.; Tanaka, Y.; Sugahara, S. J. Am. Chem. Soc. 1989, 111, 5397-5404. Kikuchi, Y.; Kato, Y.; Tanaka, Y.; Toi, H.; Aoyama, Y. J. Am. Chem. Soc. 1991, 113, 1349-1354. Bhattarai, K. M.; Bonar-Law, R. P.; Davis, A. P.; Murray, B. A. J. Chem. Soc., Chem. Commun. 1992, 752-754. Bhattarai, K. M.; Davis, A. P.; Perry, J. J.; Walter, C. J. J. Org. Chem. 1997, 62, 8463-8473. Coterón, J. M.; Vicent, C.; Bosso, C.; Penadés, S. J. Am. Chem. Soc. 1993, 115, 10066- 10076. Liu, R.; Still, W. C. Tetrahedron Lett. 1993, 34, 2573-2576. Savage, P. B.; Holmgren, S. K.; Desper, J. M.; Gellman, S. H. Pure Appl. Chem. 1993, 65, 461-466. Eliseev, A. V.; Schneider, H.-J. J. Am. Chem. Soc. 1994, 116, 6081-6088. Das, G.; Hamilton, A. D. J. Am. Chem. Soc. 1994, 116, 11139-11140. Bonar-Law, R. P.; Sanders, J. K. M. J. Am. Chem. Soc. 1995, 117, 259-271. Anderson, S.; Neidlein, U.; Gramlich, V.; Diederich, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 1596-1600.
16. Representative examples: Aoyama, Y.; Tanaka, Y.; Sugahara, S. J. Am. Chem. Soc. 1989, 111, 5397-5404. Kikuchi, Y.; Kato, Y.; Tanaka, Y.; Toi, H.; Aoyama, Y. J. Am. Chem. Soc. 1991, 113, 1349-1354. Bhattarai, K. M.; Bonar-Law, R. P.; Davis, A. P.; Murray, B. A. J. Chem. Soc., Chem. Commun. 1992, 752-754. Bhattarai, K. M.; Davis, A. P.; Perry, J. J.; Walter, C. J. J. Org. Chem. 1997, 62, 8463-8473. Coterón, J. M.; Vicent, C.; Bosso, C.; Penadés, S. J. Am. Chem. Soc. 1993, 115, 10066- 10076. Liu, R.; Still, W. C. Tetrahedron Lett. 1993, 34, 2573-2576. Savage, P. B.; Holmgren, S. K.; Desper, J. M.; Gellman, S. H. Pure Appl. Chem. 1993, 65, 461-466. Eliseev, A. V.; Schneider, H.-J. J. Am. Chem. Soc. 1994, 116, 6081-6088. Das, G.; Hamilton, A. D. J. Am. Chem. Soc. 1994, 116, 11139-11140. Bonar-Law, R. P.; Sanders, J. K. M. J. Am. Chem. Soc. 1995, 117, 259-271. Anderson, S.; Neidlein, U.; Gramlich, V.; Diederich, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 1596-1600.
17. Representative examples: Aoyama, Y.; Tanaka, Y.; Sugahara, S. J. Am. Chem. Soc. 1989, 111, 5397-5404. Kikuchi, Y.; Kato, Y.; Tanaka, Y.; Toi, H.; Aoyama, Y. J. Am. Chem. Soc. 1991, 113, 1349-1354. Bhattarai, K. M.; Bonar-Law, R. P.; Davis, A. P.; Murray, B. A. J. Chem. Soc., Chem. Commun. 1992, 752-754. Bhattarai, K. M.; Davis, A. P.; Perry, J. J.; Walter, C. J. J. Org. Chem. 1997, 62, 8463-8473. Coterón, J. M.; Vicent, C.; Bosso, C.; Penadés, S. J. Am. Chem. Soc. 1993, 115, 10066- 10076. Liu, R.; Still, W. C. Tetrahedron Lett. 1993, 34, 2573-2576. Savage, P. B.; Holmgren, S. K.; Desper, J. M.; Gellman, S. H. Pure Appl. Chem. 1993, 65, 461-466. Eliseev, A. V.; Schneider, H.-J. J. Am. Chem. Soc. 1994, 116, 6081-6088. Das, G.; Hamilton, A. D. J. Am. Chem. Soc. 1994, 116, 11139-11140. Bonar-Law, R. P.; Sanders, J. K. M. J. Am. Chem. Soc. 1995, 117, 259-271. Anderson, S.; Neidlein, U.; Gramlich, V.; Diederich, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 1596-1600.
18. Representative examples: Aoyama, Y.; Tanaka, Y.; Sugahara, S. J. Am. Chem. Soc. 1989, 111, 5397-5404. Kikuchi, Y.; Kato, Y.; Tanaka, Y.; Toi, H.; Aoyama, Y. J. Am. Chem. Soc. 1991, 113, 1349-1354. Bhattarai, K. M.; Bonar-Law, R. P.; Davis, A. P.; Murray, B. A. J. Chem. Soc., Chem. Commun. 1992, 752-754. Bhattarai, K. M.; Davis, A. P.; Perry, J. J.; Walter, C. J. J. Org. Chem. 1997, 62, 8463-8473. Coterón, J. M.; Vicent, C.; Bosso, C.; Penadés, S. J. Am. Chem. Soc. 1993, 115, 10066-10076. Liu, R.; Still, W. C. Tetrahedron Lett. 1993, 34, 2573-2576. Savage, P. B.; Holmgren, S. K.; Desper, J. M.; Gellman, S. H. Pure Appl. Chem. 1993, 65, 461-466. Eliseev, A. V.; Schneider, H.-J. J. Am. Chem. Soc. 1994, 116, 6081-6088. Das, G.; Hamilton, A. D. J. Am. Chem. Soc. 1994, 116, 11139-11140. Bonar-Law, R. P.; Sanders, J. K. M. J. Am. Chem. Soc. 1995, 117, 259-271. Anderson, S.; Neidlein, U.; Gramlich, V.; Diederich, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 1596-1600.
19. Representative examples: Aoyama, Y.; Tanaka, Y.; Sugahara, S. J. Am. Chem. Soc. 1989, 111, 5397-5404. Kikuchi, Y.; Kato, Y.; Tanaka, Y.; Toi, H.; Aoyama, Y. J. Am. Chem. Soc. 1991, 113, 1349-1354. Bhattarai, K. M.; Bonar-Law, R. P.; Davis, A. P.; Murray, B. A. J. Chem. Soc., Chem. Commun. 1992, 752-754. Bhattarai, K. M.; Davis, A. P.; Perry, J. J.; Walter, C. J. J. Org. Chem. 1997, 62, 8463-8473. Coterón, J. M.; Vicent, C.; Bosso, C.; Penadés, S. J. Am. Chem. Soc. 1993, 115, 10066- 10076. Liu, R.; Still, W. C. Tetrahedron Lett. 1993, 34, 2573-2576. Savage, P. B.; Holmgren, S. K.; Desper, J. M.; Gellman, S. H. Pure Appl. Chem. 1993, 65, 461-466. Eliseev, A. V.; Schneider, H.-J. J. Am. Chem. Soc. 1994, 116, 6081-6088. Das, G.; Hamilton, A. D. J. Am. Chem. Soc. 1994, 116, 11139-11140. Bonar-Law, R. P.; Sanders, J. K. M. J. Am. Chem. Soc. 1995, 117, 259-271. Anderson, S.; Neidlein, U.; Gramlich, V.; Diederich, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 1596-1600.
20. Representative examples: Aoyama, Y.; Tanaka, Y.; Sugahara, S. J. Am. Chem. Soc. 1989, 111, 5397-5404. Kikuchi, Y.; Kato, Y.; Tanaka, Y.; Toi, H.; Aoyama, Y. J. Am. Chem. Soc. 1991, 113, 1349-1354. Bhattarai, K. M.; Bonar-Law, R. P.; Davis, A. P.; Murray, B. A. J. Chem. Soc., Chem. Commun. 1992, 752-754. Bhattarai, K. M.; Davis, A. P.; Perry, J. J.; Walter, C. J. J. Org. Chem. 1997, 62, 8463-8473. Coterón, J. M.; Vicent, C.; Bosso, C.; Penadés, S. J. Am. Chem. Soc. 1993, 115, 10066- 10076. Liu, R.; Still, W. C. Tetrahedron Lett. 1993, 34, 2573-2576. Savage, P. B.; Holmgren, S. K.; Desper, J. M.; Gellman, S. H. Pure Appl. Chem. 1993, 65, 461-466. Eliseev, A. V.; Schneider, H.-J. J. Am. Chem. Soc. 1994, 116, 6081-6088. Das, G.; Hamilton, A. D. J. Am. Chem. Soc. 1994, 116, 11139-11140. Bonar-Law, R. P.; Sanders, J. K. M. J. Am. Chem. Soc. 1995, 117, 259-271. Anderson, S.; Neidlein, U.; Gramlich, V.; Diederich, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 1596-1600.
21. Representative examples: Aoyama, Y.; Tanaka, Y.; Sugahara, S. J. Am. Chem. Soc. 1989, 111, 5397-5404. Kikuchi, Y.; Kato, Y.; Tanaka, Y.; Toi, H.; Aoyama, Y. J. Am. Chem. Soc. 1991, 113, 1349-1354. Bhattarai, K. M.; Bonar-Law, R. P.; Davis, A. P.; Murray, B. A. J. Chem. Soc., Chem. Commun. 1992, 752-754. Bhattarai, K. M.; Davis, A. P.; Perry, J. J.; Walter, C. J. J. Org. Chem. 1997, 62, 8463-8473. Coterón, J. M.; Vicent, C.; Bosso, C.; Penadés, S. J. Am. Chem. Soc. 1993, 115, 10066- 10076. Liu, R.; Still, W. C. Tetrahedron Lett. 1993, 34, 2573-2576. Savage, P. B.; Holmgren, S. K.; Desper, J. M.; Gellman, S. H. Pure Appl. Chem. 1993, 65, 461-466. Eliseev, A. V.; Schneider, H.-J. J. Am. Chem. Soc. 1994, 116, 6081-6088. Das, G.; Hamilton, A. D. J. Am. Chem. Soc. 1994, 116, 11139-11140. Bonar-Law, R. P.; Sanders, J. K. M. J. Am. Chem. Soc. 1995, 117, 259-271. Anderson, S.; Neidlein, U.; Gramlich, V.; Diederich, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 1596-1600.
22. Representative examples: Aoyama, Y.; Tanaka, Y.; Sugahara, S. J. Am. Chem. Soc. 1989, 111, 5397-5404. Kikuchi, Y.; Kato, Y.; Tanaka, Y.; Toi, H.; Aoyama, Y. J. Am. Chem. Soc. 1991, 113, 1349-1354. Bhattarai, K. M.; Bonar-Law, R. P.; Davis, A. P.; Murray, B. A. J. Chem. Soc., Chem. Commun. 1992, 752-754. Bhattarai, K. M.; Davis, A. P.; Perry, J. J.; Walter, C. J. J. Org. Chem. 1997, 62, 8463-8473. Coterón, J. M.; Vicent, C.; Bosso, C.; Penadés, S. J. Am. Chem. Soc. 1993, 115, 10066- 10076. Liu, R.; Still, W. C. Tetrahedron Lett. 1993, 34, 2573-2576. Savage, P. B.; Holmgren, S. K.; Desper, J. M.; Gellman, S. H. Pure Appl. Chem. 1993, 65, 461-466. Eliseev, A. V.; Schneider, H.-J. J. Am. Chem. Soc. 1994, 116, 6081-6088. Das, G.; Hamilton, A. D. J. Am. Chem. Soc. 1994, 116, 11139-11140. Bonar-Law, R. P.; Sanders, J. K. M. J. Am. Chem. Soc. 1995, 117, 259-271. Anderson, S.; Neidlein, U.; Gramlich, V.; Diederich, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 1596-1600.
23. Representative examples: Aoyama, Y.; Tanaka, Y.; Sugahara, S. J. Am. Chem. Soc. 1989, 111, 5397-5404. Kikuchi, Y.; Kato, Y.; Tanaka, Y.; Toi, H.; Aoyama, Y. J. Am. Chem. Soc. 1991, 113, 1349-1354. Bhattarai, K. M.; Bonar-Law, R. P.; Davis, A. P.; Murray, B. A. J. Chem. Soc., Chem. Commun. 1992, 752-754. Bhattarai, K. M.; Davis, A. P.; Perry, J. J.; Walter, C. J. J. Org. Chem. 1997, 62, 8463-8473. Coterón, J. M.; Vicent, C.; Bosso, C.; Penadés, S. J. Am. Chem. Soc. 1993, 115, 10066- 10076. Liu, R.; Still, W. C. Tetrahedron Lett. 1993, 34, 2573-2576. Savage, P. B.; Holmgren, S. K.; Desper, J. M.; Gellman, S. H. Pure Appl. Chem. 1993, 65, 461-466. Eliseev, A. V.; Schneider, H.-J. J. Am. Chem. Soc. 1994, 116, 6081-6088. Das, G.; Hamilton, A. D. J. Am. Chem. Soc. 1994, 116, 11139-11140. Bonar-Law, R. P.; Sanders, J. K. M. J. Am. Chem. Soc. 1995, 117, 259-271. Anderson, S.; Neidlein, U.; Gramlich, V.; Diederich, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 1596-1600.
24. Representative examples: Aoyama, Y.; Tanaka, Y.; Sugahara, S. J. Am. Chem. Soc. 1989, 111, 5397-5404. Kikuchi, Y.; Kato, Y.; Tanaka, Y.; Toi, H.; Aoyama, Y. J. Am. Chem. Soc. 1991, 113, 1349-1354. Bhattarai, K. M.; Bonar-Law, R. P.; Davis, A. P.; Murray, B. A. J. Chem. Soc., Chem. Commun. 1992, 752-754. Bhattarai, K. M.; Davis, A. P.; Perry, J. J.; Walter, C. J. J. Org. Chem. 1997, 62, 8463-8473. Coterón, J. M.; Vicent, C.; Bosso, C.; Penadés, S. J. Am. Chem. Soc. 1993, 115, 10066- 10076. Liu, R.; Still, W. C. Tetrahedron Lett. 1993, 34, 2573-2576. Savage, P. B.; Holmgren, S. K.; Desper, J. M.; Gellman, S. H. Pure Appl. Chem. 1993, 65, 461-466. Eliseev, A. V.; Schneider, H.-J. J. Am. Chem. Soc. 1994, 116, 6081-6088. Das, G.; Hamilton, A. D. J. Am. Chem. Soc. 1994, 116, 11139-11140. Bonar-Law, R. P.; Sanders, J. K. M. J. Am. Chem. Soc. 1995, 117, 259-271. Anderson, S.; Neidlein, U.; Gramlich, V.; Diederich, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 1596-1600.
25. Huang, C.-Y.; Cabell, L. A.; Anslyn, E. V. J. Am. Chem. Soc. 1994, 116, 2778-2792. Coterón, J. M.; Hacket, F.; Schneider, H.-J. J. Org. Chem. 1996, 61, 1429-1435.
26. Huang, C.-Y.; Cabell, L. A.; Anslyn, E. V. J. Am. Chem. Soc. 1994, 116, 2778-2792. Coterón, J. M.; Hacket, F.; Schneider, H.-J. J. Org. Chem. 1996, 61, 1429-1435.
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28. 3 was determined to be 21.7 kJ/mol, so that the nucleobase residues of 1 were judged to make little contribution to the binding.
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