Oligoanthranilamides. Non-peptide subunits that show formation of specific secondary structure

Journal of the American Chemical Society

Volumn 118, Issue 32, 1996, Pages 7529-7541

  Hamuro, Yoshitomo ^a   Geib, Steven J ^a   Hamilton, Andrew D ^a  

^a UNIVERSITY OF PITTSBURGH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRANILIC ACID DERIVATIVE; OLIGOMER;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; X RAY CRYSTALLOGRAPHY;

EID: 0029759396     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9539857     Document Type: Article

References (48)

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41. Several helical structures stabilized by metal template effects have been reported: Constable, E. C. Angew. Chem., Int. Ed. Engl. 1991, 30, 1450-1451. Williams, A. F.; Piguet, C.; Bernardinelli, G. Angew. Chem., Int. Ed. Engl. 1991, 30, 1490-1492. Koert, U.; Harding, M. M.; Lehn, J. M. Nature 1990, 346, 339-342. Dietrich-Bucheker, C. O.; Guilhem, J.; Pascard, C.; Sauvage, J. P. Angew. Chem., Int. Ed. Engl. 1990, 29, 1154-1156. Constable, E. C.; Ward, M. D.; Tocher, D. A. J. Chem. Soc., Dalton Trans. 1991, 1675-1683. Evans, D. A.; Woerpel, K. A.; Scott, M. J. Angew. Chem., Int. Ed. Engl. 1992, 31, 430-432.
42. Several helical structures stabilized by metal template effects have been reported: Constable, E. C. Angew. Chem., Int. Ed. Engl. 1991, 30, 1450-1451. Williams, A. F.; Piguet, C.; Bernardinelli, G. Angew. Chem., Int. Ed. Engl. 1991, 30, 1490-1492. Koert, U.; Harding, M. M.; Lehn, J. M. Nature 1990, 346, 339-342. Dietrich-Bucheker, C. O.; Guilhem, J.; Pascard, C.; Sauvage, J. P. Angew. Chem., Int. Ed. Engl. 1990, 29, 1154-1156. Constable, E. C.; Ward, M. D.; Tocher, D. A. J. Chem. Soc., Dalton Trans. 1991, 1675-1683. Evans, D. A.; Woerpel, K. A.; Scott, M. J. Angew. Chem., Int. Ed. Engl. 1992, 31, 430-432.
43. Several helical structures stabilized by metal template effects have been reported: Constable, E. C. Angew. Chem., Int. Ed. Engl. 1991, 30, 1450-1451. Williams, A. F.; Piguet, C.; Bernardinelli, G. Angew. Chem., Int. Ed. Engl. 1991, 30, 1490-1492. Koert, U.; Harding, M. M.; Lehn, J. M. Nature 1990, 346, 339-342. Dietrich-Bucheker, C. O.; Guilhem, J.; Pascard, C.; Sauvage, J. P. Angew. Chem., Int. Ed. Engl. 1990, 29, 1154-1156. Constable, E. C.; Ward, M. D.; Tocher, D. A. J. Chem. Soc., Dalton Trans. 1991, 1675-1683. Evans, D. A.; Woerpel, K. A.; Scott, M. J. Angew. Chem., Int. Ed. Engl. 1992, 31, 430-432.
44. Several helical structures stabilized by metal template effects have been reported: Constable, E. C. Angew. Chem., Int. Ed. Engl. 1991, 30, 1450-1451. Williams, A. F.; Piguet, C.; Bernardinelli, G. Angew. Chem., Int. Ed. Engl. 1991, 30, 1490-1492. Koert, U.; Harding, M. M.; Lehn, J. M. Nature 1990, 346, 339-342. Dietrich-Bucheker, C. O.; Guilhem, J.; Pascard, C.; Sauvage, J. P. Angew. Chem., Int. Ed. Engl. 1990, 29, 1154-1156. Constable, E. C.; Ward, M. D.; Tocher, D. A. J. Chem. Soc., Dalton Trans. 1991, 1675-1683. Evans, D. A.; Woerpel, K. A.; Scott, M. J. Angew. Chem., Int. Ed. Engl. 1992, 31, 430-432.
45. For other examples of helical molecules stabilized by covalent interactions, see: Deshayes, K.; Broene, R. D.; Chao, I.; Knobler, C. B.; Diederich, F. J. Org. Chem. 1991, 56, 6787-6795, and references therein. Fritsch, R.; Hartmann, E.; Andert, D.; Mannschreck, A. Chem. Ber. 1992, 125, 849. Gange, D.; Magnus, P.; Bass, L.; Arnold, E. V.; Clardy, J. J. Am. Chem. Soc. 1980, 102, 2134-2135.
46. For other examples of helical molecules stabilized by covalent interactions, see: Deshayes, K.; Broene, R. D.; Chao, I.; Knobler, C. B.; Diederich, F. J. Org. Chem. 1991, 56, 6787-6795, and references therein. Fritsch, R.; Hartmann, E.; Andert, D.; Mannschreck, A. Chem. Ber. 1992, 125, 849. Gange, D.; Magnus, P.; Bass, L.; Arnold, E. V.; Clardy, J. J. Am. Chem. Soc. 1980, 102, 2134-2135.
47. For other examples of helical molecules stabilized by covalent interactions, see: Deshayes, K.; Broene, R. D.; Chao, I.; Knobler, C. B.; Diederich, F. J. Org. Chem. 1991, 56, 6787-6795, and references therein. Fritsch, R.; Hartmann, E.; Andert, D.; Mannschreck, A. Chem. Ber. 1992, 125, 849. Gange, D.; Magnus, P.; Bass, L.; Arnold, E. V.; Clardy, J. J. Am. Chem. Soc. 1980, 102, 2134-2135.
48. For discussion of helical structures stabilized by intermolecular hydrogen bonding, see: Bishop, R.; Dance, I. G. Top. Curr. Chem. 1988, 149, 137-188.