Photoproduction of proton gradients with π-stacked fluorophore scaffolds in lipid bilayers

Science

Volumn 313, Issue 5783, 2006, Pages 84-86

  Bhosale, Sheshanath ^a   Sisson, Adam L ^a   Talukdar, Pinaki ^a   Fürstanberg, Alexandre ^a   Banetji, Natalie ^a   Vauthey, Eric ^a   Bollot, Guillaume ^a   Mareda, Jiri ^a   Röger, Cornelia ^b   Würthner, Frank ^b   Sakai, Naomi ^a   Matile, Stefan ^a  

^a UNIVERSITY OF GENEVA   (Switzerland)

^b UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ABSORPTION SPECTROSCOPY; AROMATIC COMPOUNDS; CHROMOPHORES; FLUORESCENCE; KETONES; PHOTOSYNTHESIS; PROTONS; REDUCTION; SCAFFOLDS; ULTRAFAST PHENOMENA;

FLUOROPHORE SCAFFOLDS; LIPID BILAYERS; PHOTOPRODUCTION; PROTON GRADIENTS;

LIPIDS;

BENZENE DERIVATIVE; BIPHENYL; EDETIC ACID; IMIDE; ION CHANNEL; NAPHTHALENE DERIVATIVE; NAPHTHALENE DIIMIDE; PROTON; QUINONE DERIVATIVE; UNCLASSIFIED DRUG;

ATOMIC ABSORPTION SPECTROSCOPY; FLUORESCENCE; LIGAND; LIPID; MEMBRANE; PHOTOSYNTHESIS;

ABSORPTION SPECTROSCOPY; ARTICLE; CHROMATOPHORE; ELECTRON TRANSPORT; EXCITATION; LIGHT; LIPID BILAYER; LIPID VESICLE; PHOTOACTIVATION; PHOTOSYNTHESIS; PRIORITY JOURNAL; QUANTITATIVE ANALYSIS; REDUCTION;

BENZENE DERIVATIVES; BENZOQUINONES; EDETIC ACID; ELECTRONS; LIGANDS; LIGHT; LIPID BILAYERS; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; PHENANTHROLINES; PHOTOCHEMISTRY; PROTONS; TEMPERATURE; THERMODYNAMICS;

EID: 33745896824     PISSN: 00368075     EISSN: 10959203     Source Type: Journal    
DOI: 10.1126/science.1126524     Document Type: Article

References (27)

1. J. Deisenhofer, H. Michel, Science 245, 1463 (1989).
2. P. Jordan et al., Nature 411, 909 (2001).
3. N. Nelson, A. Ben-Shem, Nat. Rev. Mol. Cell Biol. 5, 971 (2004).
4. G. Steinberg-Yfrach et al., Nature 385, 239 (1997).
5. J. J. Grimaldi, S. Boileau, J.-M. Lehn, Nature 265, 229 (1977).
6. J. N. Robinson, D. J. Cole-Hamilton, Chem. Soc. Rev. 20, 49 (1991).
7. L. Zhu, R. F. Khairutdinov, J. L. Cape, J. K. Hurst, J. Am. Chem. Soc. 128, 825 (2006).
8. J. M. Giaimo, A. V. Gusev, M. R. Wasielewski, J. Am. Chem. Soc. 124, 8530 (2002).
9. M. J. Ahrens et al., J. Am. Chem. Soc. 126, 8284 (2004).
10. L. L. Miller, K. R. Mann, Acc. Chem. Res. 29, 417 (1996).
11. H. E. Katz et al., Nature 404, 478 (2000).
12. J. M. Warman et al., Chem. Mater. 16, 4600 (2004).
13. F. J. M. Hoeben, P. Jonkheijm, E. W. Meijer, A. P. H. J. Schenning, Chem. Rev. 105, 1491 (2005).
14. V. Balzani, M. Venturi, A. Credi, Molecular Devices and Machines (Wiley, Weinheim, Germany, 2003), chap. 6.
15. L. Schmidt-Mende et al., Science 293, 1119 (2001).
16. R. S. Lokey, B. L. Iverson, Nature 375, 303 (1995).
17. F. Würthner, Ed., Supramolecular Dye Chemistry (Topics in Current Chemistry Series 258, Springer, Berlin, 2005).
18. C. Wan, T. Fiebig, O. Schiemann, J. K. Barton, A. H. Zewail, Proc. Natl. Acad. Sci. U.S.A. 97, 14052 (2000).
19. S. Matile, A. Som, N. Sordé, Tetrahedron 60, 6405 (2004).
20. P. Talukdar, G. Bollot, J. Mareda, N. Sakai, S. Matile, J. Am. Chem. Soc. 127, 6528 (2005).
21. P. Talukdar, G. Bollot, J. Mareda, N. Sakai, S. Matile, Chem. Eur. J. 11, 6525 (2005).
22. F. Würthner, S. Ahmed, C. Thalacker, T. Debaerdemaeker, Chem. Eur. J. 8, 4742 (2002).
23. See supporting material on Science Online.
24. To confirm the validity of this result on the structural level, a CD method for the determination of meaningful Hill coefficients for exergonic self-assembly under denaturating conditions was introduced (26).
25. J. M. Kerckhoffs et al., J. Am. Chem. Soc. 127, 12697 (2005).
26. S. Bhosale, S. Matile, Chirality, in press.
27. We thank D. Jeannerat, A. Pinto, and S. Grass for nuclear magnetic resonance measurements; P. Perrottet and the group of F. Gülaçar for mass spectrometry; and the Swiss National Science Foundation for financial support (to S.M. and E.V.). CR. thanks the Degussa Foundation for a Ph.D. scholarship, and S.S. is a fellow of the Roche Research Foundation.