Carboxylate anion diminishes chloride transport through a synthetic, self-assembled transmembrane pore

Chemistry - A European Journal

Volumn 14, Issue 1, 2008, Pages 382-396

  You, Lei ^a   Ferdani, Riccardo ^b   Li, Ruiqiong ^a   Kramer, Joseph P ^b   Winter, Rudolph Ernst K ^b   Gokel, George W ^a,b  

^a WASHINGTON UNIVERSITY   (United States)

^b UNIVERSITY OF MISSOURI ST LOUIS   (United States)

Author keywords

Anion transport; Membranes; Peptides; Self assembly; Supramolecular chemistry

Indexed keywords

AMPHIPHILES; CELL MEMBRANES; COMPLEXATION; ELECTRON TRANSPORT PROPERTIES; PEPTIDES; SELF ASSEMBLED MONOLAYERS;

ANION TRANSPORT; BENZYL ESTER; GGGPGGE SEQUENCE; PHOSPHOLIPID BILAYERS;

NEGATIVE IONS;

ACID; ANION; CARBOXYLIC ACID; CATION; CHLORIDE; ESTER; LIPOSOME; PEPTIDE; PHOSPHOLIPID;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; MASS SPECTROMETRY; POROSITY;

ACIDS; ANIONS; CARBOXYLIC ACIDS; CATIONS; CHLORIDES; ESTERS; LIPOSOMES; MASS SPECTROMETRY; MOLECULAR STRUCTURE; PEPTIDES; PHOSPHOLIPIDS; POROSITY;

EID: 38049177455     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200701071     Document Type: Article

References (47)

1. A. Bianchi, K. Bowman-James, E. Garcia-España, Supramolecular chemistry of anions, Wiley-VCH: New York, 1997 p. 461.
2. F. P. Schmidtchen, M. Berger, Chem. Rev. 1997, 97, 1609-1648.
3. P. D. Beer, P. A. Gale, Angew. Chem. 2001, 113, 502-532;
4. Angew. Chem. Int. Ed. 2001, 40, 486-516.
5. Anion coordination chemistry II, Vol. 250 (Ed.: P. A. Gale), Elsevier. Amsterdam, 2006;
6. a) K. Bowman-James, Acc. Chem. Res. 2005, 38, 671-678;
7. b) S. O. Kang, R. A. Begum, K. Bowman-James, Angew. Chem. 2006, 118, 8048-8061;
8. Angew. Chem. Int. Ed. 2006, 45, 7882-7894.
9. J. L. Sessler, D. E. Gross, W. S. Cho, V. M. Lynch, F. P. Schmidtchen, G. W. Bates, M. E. Light, P. A. Gale, J. Am. Chem. Soc. 2006, 128, 12281-12288.
10. a) P. A. Gale, Acc. Chem. Res. 2006, 39, 465-475;
11. b) J. L. Sessler, P. A. Gale, W.-S. Cho, Anion Receptor Chemistry, RSC, Cambridge, 2006.
12. A. P. Davis, D. N. Sheppard, B. D. Smith. Chem. Soc. Rev. 2007, 36, 348-357.
13. a) A. Accardi, C. Miller, Nature 2004, 427, 803-807;
14. b) A. Accardi, M. Walden, W. Nguitragool, H. Jayaram, C. Williams, C. Miller, J. Gen. Physiol. 2005, 126, 563-570.
15. C. Miller, Science 2006, 312, 534-535.
16. C. Miller, Nature 2006, 440, 484-489.
17. O. Scheel, A. A. Zdebik, S. Lourdel, T. J. Jentsch, Nature 2005, 436, 424-427.
18. R. Dutzler, E. B. Campbell, M. Cadene, B. T. Chait, R. MacKinnon, Nature 2002, 415, 287-294.
19. a) R. Dutzler, E. B. Campbell, R. MacKinnon, Science 2003, 300, 108-112;
20. b) R. Dutzler, FEBS Lett. 2004, 564, 229-233.
21. a) P. H. Schlesinger, R. Ferdani, R. Pajewski, J. Pajewska, G. W. Gokel, Chem. Commun. 2002, 840-841;
22. b) P. H. Schlesinger, R. Ferdani, J. Liu, J. Pajewska. R. Pajewski, M. Saito, H, Shabany, G. W. Gokel, J. Am. Chem. Soc. 2002, 124, 1848-1849;
23. c) N. Djedovic, R. Ferdani, E. Harder, J. Pajewska, R. Pajewski, P. H. Schlesinger, G. W. Gokel, Chem. Commun. 2003, 2862-2863;
24. d) P. H. Schlesinger, R. Ferdani, J. Pajewska. R. Pajewski, G. W. Gokel, New J. Chem. 2003, 27, 60-67;
25. e) P. H. Schlesinger, N. K. Djedovic, R. Ferdani, J. Pajewska, R. Pajewski, G. W. Gokel. Chem. Commun. 2003, 308-309;
26. f) G. W. Gokel, P. H. Schlesinger, N. K. Djedovic, R. Ferdani, E. C. Harder, J. Hu. W. M. Leevy, J. Pajewska, R. Pajewski, M. E. Weber. Bioorg. Med. Chem. 2004, 12, 1291-1304;
27. g) R. Pajewski, R. Ferdani, P. H. Schlesinger, G. W. Gokel, Chem. Commun. 2004, 160-161;
28. h) N. Djedovic, R. Ferdani, E. Harder, J. Pajewska, R. Pajewski, M. E. Weber, P. H. Schlesinger, G. W. Gokel, New J. Chem. 2005, 29, 291-305;
29. i) R. Ferdani, R. Pajewski, N. Djedovic, J. Pajewska, P. H. Schlesinger, G. W. Gokel, New J. Chem. 2005, 29, 673-680;
30. j) R. Pajewski, R. Ferdani, J. Pajewska, N. Djedovic, P. H. Schlesinger, G. W. Gokel, Org. Biomol. Chem. 2005, 3, 619-625;
31. k) R. Pajewski, R. Ferdani, J. Pajewska. R. Li, G. W. Gokel, J. Am. Chem. Soc. 2005, 127, 18281-18295;
32. l) G. A. Cook, R. Pajewski, M. Aburi, P. E. Smith, O. Prakash, J. M. Tomich, G. W. Gokel, J. Am. Chem. Soc. 2006, 128, 1633-1638;
33. m) R. Pajewski, R. Garcia-Medina, S. L. Brody, P. H. Schlesinger, G. W. Gokel, Chem. Commun. 2006, 329-331;
34. n) L. You, R. Ferdani, G. W. Gokel, Chem. Commun. 2006, 603-605.
35. P. Yeagle. The Structure of Biological Membranes, CRC, Boca Raton, 1992, p. 1227.
36. a) L. Yang, T. A. Harroun, T. M. Weiss, L. Ding, H. W. Huang, Biophys. J. 2001, 81, 1475-1485;
37. b) H.W. Huang, F.-Y. Chen, M.-T. Lee. Phys. Rev. Lett. 2004, 92, 198304.
38. R. Dutzler, Curr. Opin. Struct. Biol. 2006, 16, 439-446.
39. Gaussian03. Revision A. I. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazycv, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenkom, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople. Gaussian, Inc., Wallingford CT, 2004.
40. P. Berndt, G. B. Fields. M. Tirrell, J. Am. Chem. Soc. 1995, 117, 9515-9522.
41. A. F. Chu-Kung, K. N. Bozzelli, N. A. Lockwood, J. R. Haseman, K. H. Mayo, M. V. Tirrell, Bioconjugate Chem. 2004, 15, 530-535.
42. S. Kubik, R. Kirchner, D. Nolting, J. Seidel, J. Am. Chem. Soc. 2002, 124, 12752-12760.
43. R. Ferdani, R. Li, R. Pajewski, J. Pajewska, R. E. K. Winter, G. W. Gokel, Org. Biomol. Chem. 2007, 5, 2423-2432.
44. A. G. Harrison, J. Malat, Int. J. Mass Spectrom. Ion Proc. 1997, 167-168, 213-221.
45. I. Segel, Enzyme Kinetics: Behavior and Analysis of Rapid Equilibrium and Steady-State Enzyme Systems. Wiley. New York, 1993, pp. 371-375.
46. A. D. Becke, J. Chem. Phys. 1993, 95, 5648-5652.
47. C. Lee, W. Yang, R. G. Parr, Phys. Rev. B 1988, 37, 785-789.