A voltage-gated ion channel based on a bis-macrocyclic bolaamphiphile

Journal of the American Chemical Society

Volumn 120, Issue 13, 1998, Pages 2997-3003

  Fyles, T M ^a   Loock, D ^a   Zhou, X ^a  

^a UNIVERSITY OF VICTORIA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

AMPHOPHILE; BARIUM ION; ION; ION CHANNEL; MACROCYCLIC COMPOUND; PROTON;

ARTICLE; CELL MEMBRANE POTENTIAL; CHANNEL GATING; ION CONDUCTANCE; MEMBRANE VESICLE; MOLECULAR STABILITY; PROTON TRANSPORT; SYNTHESIS;

EID: 0032495786     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja972648q     Document Type: Article

References (28)

1. (1)The literature to late 1995 has been extensively reviewed: Gokel, G. W.; Murillo, O. Acc. Chem. Res. 1996, 29, 425-432. Fyles, T. M.; van Straaten-Nijenhuis, W. F. in Comprehensive Supramolecular Chemistry; Reinhoudt, D. N., Ed.; Elsevier Science Ltd.: Oxford, 1996; Vol. 10, pp 53-77. Voyer, N. Top. Curr. Chem. 1996, 184, 1-37.
2. (1)The literature to late 1995 has been extensively reviewed: Gokel, G. W.; Murillo, O. Acc. Chem. Res. 1996, 29, 425-432. Fyles, T. M.; van Straaten-Nijenhuis, W. F. in Comprehensive Supramolecular Chemistry; Reinhoudt, D. N., Ed.; Elsevier Science Ltd.: Oxford, 1996; Vol. 10, pp 53-77. Voyer, N. Top. Curr. Chem. 1996, 184, 1-37.
3. (1)The literature to late 1995 has been extensively reviewed: Gokel, G. W.; Murillo, O. Acc. Chem. Res. 1996, 29, 425-432. Fyles, T. M.; van Straaten-Nijenhuis, W. F. in Comprehensive Supramolecular Chemistry; Reinhoudt, D. N., Ed.; Elsevier Science Ltd.: Oxford, 1996; Vol. 10, pp 53-77. Voyer, N. Top. Curr. Chem. 1996, 184, 1-37.
4. (2) More recent examples reported: Wagner, H.; Harms, K.; Koert, U.; Meder, S.; Boheim, G. Angew. Chem., Int. Ed. Engl. 1996, 35, 2643-2646. Lein, L.; Jaikaran, D. C. J.; Zhang, Z.; Woolley, G. A. J. Am. Chem. Soc. 1996, 118, 12222-12223. Murillo, O.; Abel, E.; Maguire, G. E. M.; Gokel, G. W. Chem. Commun. 1996, 2147-2148. Murillo, O.; Suzuki, I.; Abel, E.; Gokel, G. W. J. Am. Chem. Soc. 1996, 118, 7628-7629. Murillo, O.; Suzuki, I.; Abel, E.; Murray, C. L.; Meadows, E. S.; Jin, T.; Gokel, G. W. J. Am. Chem. Soc. 1997, 119, 5540-5549.
5. More recent examples reported: Wagner, H.; Harms, K.; Koert, U.; Meder, S.; Boheim, G. Angew. Chem., Int. Ed. Engl. 1996, 35, 2643-2646. Lein, L.; Jaikaran, D. C. J.; Zhang, Z.; Woolley, G. A. J. Am. Chem. Soc. 1996, 118, 12222-12223. Murillo, O.; Abel, E.; Maguire, G. E. M.; Gokel, G. W. Chem. Commun. 1996, 2147-2148. Murillo, O.; Suzuki, I.; Abel, E.; Gokel, G. W. J. Am. Chem. Soc. 1996, 118, 7628-7629. Murillo, O.; Suzuki, I.; Abel, E.; Murray, C. L.; Meadows, E. S.; Jin, T.; Gokel, G. W. J. Am. Chem. Soc. 1997, 119, 5540-5549.
6. More recent examples reported: Wagner, H.; Harms, K.; Koert, U.; Meder, S.; Boheim, G. Angew. Chem., Int. Ed. Engl. 1996, 35, 2643-2646. Lein, L.; Jaikaran, D. C. J.; Zhang, Z.; Woolley, G. A. J. Am. Chem. Soc. 1996, 118, 12222-12223. Murillo, O.; Abel, E.; Maguire, G. E. M.; Gokel, G. W. Chem. Commun. 1996, 2147-2148. Murillo, O.; Suzuki, I.; Abel, E.; Gokel, G. W. J. Am. Chem. Soc. 1996, 118, 7628-7629. Murillo, O.; Suzuki, I.; Abel, E.; Murray, C. L.; Meadows, E. S.; Jin, T.; Gokel, G. W. J. Am. Chem. Soc. 1997, 119, 5540-5549.
7. More recent examples reported: Wagner, H.; Harms, K.; Koert, U.; Meder, S.; Boheim, G. Angew. Chem., Int. Ed. Engl. 1996, 35, 2643-2646. Lein, L.; Jaikaran, D. C. J.; Zhang, Z.; Woolley, G. A. J. Am. Chem. Soc. 1996, 118, 12222-12223. Murillo, O.; Abel, E.; Maguire, G. E. M.; Gokel, G. W. Chem. Commun. 1996, 2147-2148. Murillo, O.; Suzuki, I.; Abel, E.; Gokel, G. W. J. Am. Chem. Soc. 1996, 118, 7628-7629. Murillo, O.; Suzuki, I.; Abel, E.; Murray, C. L.; Meadows, E. S.; Jin, T.; Gokel, G. W. J. Am. Chem. Soc. 1997, 119, 5540-5549.
8. More recent examples reported: Wagner, H.; Harms, K.; Koert, U.; Meder, S.; Boheim, G. Angew. Chem., Int. Ed. Engl. 1996, 35, 2643-2646. Lein, L.; Jaikaran, D. C. J.; Zhang, Z.; Woolley, G. A. J. Am. Chem. Soc. 1996, 118, 12222-12223. Murillo, O.; Abel, E.; Maguire, G. E. M.; Gokel, G. W. Chem. Commun. 1996, 2147-2148. Murillo, O.; Suzuki, I.; Abel, E.; Gokel, G. W. J. Am. Chem. Soc. 1996, 118, 7628-7629. Murillo, O.; Suzuki, I.; Abel, E.; Murray, C. L.; Meadows, E. S.; Jin, T.; Gokel, G. W. J. Am. Chem. Soc. 1997, 119, 5540-5549.
9. Lear, J. D.; Schneider, J. P.; Kienker, P. K.; DeGrado, W. F. J. Am. Chem. Soc. 1997, 119, 3212-3217 and previous references to this peptide cited therein.
10. Seebach, D.; Brunner, A.; Bürger, H. M.; Reusch, R. N.; Bramble, L. L. Helv. Chim. Acta 1996, 79, 507-517.
11. Stein, W. Carriers, Channels, and Pumps: An Introduction to Membrane Transport; Academic Press: San Diego, 1990.
12. Hille, B. Ionic Channels of Excitable Membranes; Sinauer Associates: Sunderland, 1984.
13. (7) Sansom, M. S. P. Prog. Biophys. Mol. Biol. 1991, 55, 139-235. Woolley, G. A.; Wallace, B. A. J. Membr. Biol. 1992, 129, 109-136. Cafiso, D. S. Annu. Rev. Biophys. Biomol. Struct. 1994, 23, 141-165.
14. Sansom, M. S. P. Prog. Biophys. Mol. Biol. 1991, 55, 139-235. Woolley, G. A.; Wallace, B. A. J. Membr. Biol. 1992, 129, 109-136. Cafiso, D. S. Annu. Rev. Biophys. Biomol. Struct. 1994, 23, 141-165.
15. Sansom, M. S. P. Prog. Biophys. Mol. Biol. 1991, 55, 139-235. Woolley, G. A.; Wallace, B. A. J. Membr. Biol. 1992, 129, 109-136. Cafiso, D. S. Annu. Rev. Biophys. Biomol. Struct. 1994, 23, 141-165.
16. Wooley, G. A.; Biggin, P. C.; Schultz, A.; Lien, L.; Jaikaran, D. C. J.; Breed, J.; Crowhurst, K.; Sansom, M. S. P. Biophys. J. 1997, 73, 770-778.
17. Boheim, G.; Hanke, W.; Jung, G. Biophys. Struct. Mech. 1983, 9, 181-191.
18. (10) Woolley, G. A.; Epand, R. M.; Kerr, I. D.; Sansom, M. S. P.; Wallace, B. A. Biochemistry 1994, 33, 6850-6858. Matsubara, A.; Asami, A.; Akagi, A.; Nishino, A. J. Chem. Soc., Chem. Commun. 1996, 2069-2070.
19. Woolley, G. A.; Epand, R. M.; Kerr, I. D.; Sansom, M. S. P.; Wallace, B. A. Biochemistry 1994, 33, 6850-6858. Matsubara, A.; Asami, A.; Akagi, A.; Nishino, A. J. Chem. Soc., Chem. Commun. 1996, 2069-2070.
20. Kobuke, Y.; Ueda, K.; Sokabe, M. Chem. Lett. 1995, 435-436.
21. Fyles, T. M.; Loock, D.; van Straaten-Nijenhuis, W. F.; Zhou, X. J. Org. Chem. 1996, 61, 8866-8874.
22. Lehn, J.-L. Angew. Chem., Int. Ed. Engl. 1990, 29, 1304-1319.
23. a2 = 5.6.
24. Eisenmann, G.; Horn, R. J. Membr. Biol. 1983, 197-225.
25. Zhou, X. Ph.D. Thesis, University of Victoria, Victoria, BC, 1997.
26. (17) Fyles, T. M.; Kaye, K. C.; Pryhitka, A.; Tweddell, J.; Zojaji, M. Supramol. Chem. 1994, 3, 197-209. Fyles, T. M.; James, T. D.; Kaye, K. C. J. Am. Chem. Soc. 1993, 115, 12315-12321.
27. Fyles, T. M.; Kaye, K. C.; Pryhitka, A.; Tweddell, J.; Zojaji, M. Supramol. Chem. 1994, 3, 197-209. Fyles, T. M.; James, T. D.; Kaye, K. C. J. Am. Chem. Soc. 1993, 115, 12315-12321.
28. Bechinger, B. J. Membr. Biol. 1997, 156, 197-211.