Novel folding patterns in a family of oligoanthranilamides: Non-peptide oligomers that form extended helical secondary structures

Journal of the American Chemical Society

Volumn 119, Issue 44, 1997, Pages 10587-10593

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

^a YALE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINOBENZAMIDE; OLIGOMER;

ARTICLE; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; HYDROGEN BOND; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SOLID STATE; X RAY CRYSTALLOGRAPHY;

EID: 0030838308     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja963449u     Document Type: Article

References (41)

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12. 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, 725, 849. Gange, D.; Magnus, P.; Bass, L.; Arnold, E. V.; Clardy, J. J. Am. Chem. Soc. 1980, 702, 2134-2135.
13. 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, 725, 849. Gange, D.; Magnus, P.; Bass, L.; Arnold, E. V.; Clardy, J. J. Am. Chem. Soc. 1980, 702, 2134-2135.
14. Several metal templated helical structures have been reported: Dietrich-Bucheker, C. O.; Guilhem, J.; Pascard, C.; Sauvage, J. P. Angew. Chem., Int. Ed. Engl. 1990, 29, 1154-1156. Williams, A. F.; Piguet, C.; Bernardinelli, G. Angew. Chem., Int. Ed. Engl. 1991, 30, 1490-1492. 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. Angen: Chem., Int. Ed. Engl. 1992, 31, 430-432. Woods, C. R.; Benaglia, M.; Cozzi, F.; Siegel, J. S. Angen: Chem., Int. Ed. Engl. 1996, 35, 1830-1833. Hasenknopf, B.; Lehn, J. M.; Kneisel, B. O.; Baum, G.; Fenske, D. Angew. Chem., Int. Ed. Engl. 1996, 35, 1838-1840. Hasenknopf, B.; Lehn, J. M.; Baum, G.; Fenske, D. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 1397-1400.
15. Several metal templated helical structures have been reported: Dietrich-Bucheker, C. O.; Guilhem, J.; Pascard, C.; Sauvage, J. P. Angew. Chem., Int. Ed. Engl. 1990, 29, 1154-1156. Williams, A. F.; Piguet, C.; Bernardinelli, G. Angew. Chem., Int. Ed. Engl. 1991, 30, 1490-1492. 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. Angen: Chem., Int. Ed. Engl. 1992, 31, 430-432. Woods, C. R.; Benaglia, M.; Cozzi, F.; Siegel, J. S. Angen: Chem., Int. Ed. Engl. 1996, 35, 1830-1833. Hasenknopf, B.; Lehn, J. M.; Kneisel, B. O.; Baum, G.; Fenske, D. Angew. Chem., Int. Ed. Engl. 1996, 35, 1838-1840. Hasenknopf, B.; Lehn, J. M.; Baum, G.; Fenske, D. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 1397-1400.
16. Several metal templated helical structures have been reported: Dietrich-Bucheker, C. O.; Guilhem, J.; Pascard, C.; Sauvage, J. P. Angew. Chem., Int. Ed. Engl. 1990, 29, 1154-1156. Williams, A. F.; Piguet, C.; Bernardinelli, G. Angew. Chem., Int. Ed. Engl. 1991, 30, 1490-1492. 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. Angen: Chem., Int. Ed. Engl. 1992, 31, 430-432. Woods, C. R.; Benaglia, M.; Cozzi, F.; Siegel, J. S. Angen: Chem., Int. Ed. Engl. 1996, 35, 1830-1833. Hasenknopf, B.; Lehn, J. M.; Kneisel, B. O.; Baum, G.; Fenske, D. Angew. Chem., Int. Ed. Engl. 1996, 35, 1838-1840. Hasenknopf, B.; Lehn, J. M.; Baum, G.; Fenske, D. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 1397-1400.
17. Several metal templated helical structures have been reported: Dietrich-Bucheker, C. O.; Guilhem, J.; Pascard, C.; Sauvage, J. P. Angew. Chem., Int. Ed. Engl. 1990, 29, 1154-1156. Williams, A. F.; Piguet, C.; Bernardinelli, G. Angew. Chem., Int. Ed. Engl. 1991, 30, 1490-1492. 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. Angen: Chem., Int. Ed. Engl. 1992, 31, 430-432. Woods, C. R.; Benaglia, M.; Cozzi, F.; Siegel, J. S. Angen: Chem., Int. Ed. Engl. 1996, 35, 1830-1833. Hasenknopf, B.; Lehn, J. M.; Kneisel, B. O.; Baum, G.; Fenske, D. Angew. Chem., Int. Ed. Engl. 1996, 35, 1838-1840. Hasenknopf, B.; Lehn, J. M.; Baum, G.; Fenske, D. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 1397-1400.
18. Several metal templated helical structures have been reported: Dietrich-Bucheker, C. O.; Guilhem, J.; Pascard, C.; Sauvage, J. P. Angew. Chem., Int. Ed. Engl. 1990, 29, 1154-1156. Williams, A. F.; Piguet, C.; Bernardinelli, G. Angew. Chem., Int. Ed. Engl. 1991, 30, 1490-1492. 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. Angen: Chem., Int. Ed. Engl. 1992, 31, 430-432. Woods, C. R.; Benaglia, M.; Cozzi, F.; Siegel, J. S. Angen: Chem., Int. Ed. Engl. 1996, 35, 1830-1833. Hasenknopf, B.; Lehn, J. M.; Kneisel, B. O.; Baum, G.; Fenske, D. Angew. Chem., Int. Ed. Engl. 1996, 35, 1838-1840. Hasenknopf, B.; Lehn, J. M.; Baum, G.; Fenske, D. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 1397-1400.
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