The effect of the dynamics of revolving gates on the kinetics of molecular encapsulation-The activity/selectivity relationship

Chemistry - A European Journal

Volumn 17, Issue 9, 2011, Pages 2562-2565

  Rieth, Stephen ^a   Badjić, Jovica D ^a  

^a OHIO STATE UNIVERSITY   (United States)

Author keywords

dynamic NMR spectroscopy; encapsulation kinetics; host guest systems; linear free energy relationships; molecular recognition

Indexed keywords

ACTIVITY/SELECTIVITY RELATIONSHIP; DYNAMIC NMR; GUEST MOLECULES; HOST-GUEST SYSTEM; KINETIC MEASUREMENT; LINEAR FREE ENERGY RELATIONSHIPS; MOLECULAR ENCAPSULATION;

FREE ENERGY; MOLECULAR RECOGNITION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

MOLECULAR BIOLOGY;

ION CHANNEL;

ARTICLE; CHEMICAL STRUCTURE; KINETICS; METABOLISM; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; THERMODYNAMICS;

ION CHANNELS; KINETICS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; THERMODYNAMICS;

EID: 79951789604     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201003138     Document Type: Article

References (26)

1. H.-X. Zhou, J. A. McCammon, Trends Biochem. Sci. 2010, 35, 179.
2. F. M. Ho, Photosynth. Res. 2008, 98, 503.
3. E. Park, Y. M. Rho, O.-j. Koh, S. W. Ahn, I. S. Seong, J.-J. Song, O. Bang, J. H. Seol, J. Wang, S. H. Eom, C. H. Chung, J. Biol. Chem. 2005, 280, 22892.
4. M. Zámock, F. Koller, Prog. Biophys. Mol. Biol. 1999, 72, 19.
5. H.-X. Zhou, S. T. Wlodek, J. A. McCammon, Proc. Natl. Acad. Sci. USA 1998, 95, 9280.
6. K. N. Houk, K. Nakamura, C. Sheu, A. E. Keating, Science 1996, 273, 627.
7. X. Wang, K. N. Houk, Org. Lett. 1999, 1, 591.
8. V. Maslak, Z. Yan, S. Xia, J. Gallucci, C. M. Hadad, J. D. Badjic, J. Am. Chem. Soc. 2006, 128, 5887.
9. C. Garcia, D. Humiliere, N. Riva, A. Collet, J.-P. Dutasta, Org. Biomol. Chem. 2003, 1, 2207.
10. B.-Y. Wang, S. Rieth, J. D. Badjic, J. Am. Chem. Soc. 2009, 131, 7250.
11. S. Rieth, H. Keith, B.-Y. Wang, J.D. Badjic, Chem. Soc. Rev. 2010, in press.
12. B.-Y. Wang, X. Bao, Z. Yan, V. Maslak, C. M. Hadad, J. D. Badjic, J. Am. Chem. Soc. 2008, 130, 15127.
13. See the Supporting Information for more details.
14. S. Rieth, X. Bao, B.-Y. Wang, C. M. Hadad, J. D. Badjic, J. Am. Chem. Soc. 2010, 132, 773.
15. B.-Y. Wang, X. Bao, S. Stojanovic, C. M. Hadad, J. D. Badjic, Org. Lett. 2008, 10, 5361.
16. C. L. Perrin, T. J. Dwyer, Chem. Rev. 1990, 90, 935.
17. We were unable to study the kinetic/thermodynamic behaviour of complexes 1 4 and 3 8, as the rate for the in/out guest exchange was outside the EXSY range.
18. C. A. Hunter, Angew. Chem. 2004, 116, 5424
19. Angew. Chem. Int. Ed. 2004, 43, 5310.
20. H. Mayr, A. R. Ofial, Angew. Chem. 2006, 118, 1876
21. Angew. Chem. Int. Ed. 2006, 45, 1844.
22. R. C. Helgeson, A. E. Hayden, K. N. Houk, J. Org. Chem. 2010, 75, 570.
23. B. G. Cox, H. Schneider, Pure Appl. Chem. 1990, 62, 2259.
24. C. L. D. Gibb, A. K. Sundaresan, V. Ramamurthy, B. C. Gibb, J. Am. Chem. Soc. 2008, 130, 4069.
25. C. J. Hastings, M. D. Pluth, R. G. Bergman, K. N. Raymond, J. Am. Chem. Soc. 2010, 132, 6938.
26. M. E. Fox, F. C. Szoka, J. M. J. Frechet, Acc. Chem. Res. 2009, 42, 1141.