Oil/water transfer is partly driven by molecular shape, not just size

Journal of the American Chemical Society

Volumn 132, Issue 1, 2010, Pages 234-240

  Fennell, Christopher J ^a   Kehoe, Charlie ^a   Dill, Ken A ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ASSEMBLY APPROACH; COMPUTER MODELING; EXPLICIT SOLVENTS; FORCE FIELDS; HOT SPOT; LENNARD JONES; MOLECULAR SHAPES; NEW APPROACHES; NON-POLAR; OIL-IN-WATER; OIL/WATER; PARAMETER FITTING; POLYAROMATIC HYDROCARBONS; PRECOMPUTE; SOLUTE MOLECULES; SOLVATION FREE ENERGIES; SOLVATION PROPERTIES; THERMAL PROPERTIES; WATER PROPERTIES;

ACETYLENE; FREE ENERGY; MODELS; MOLECULES; PARAFFINS; SOLVATION;

ORGANIC COMPOUNDS;

ALKANE DERIVATIVE; ALKYNE DERIVATIVE; HYDROCARBON; OIL; POLYCYCLIC AROMATIC HYDROCARBON; WATER;

ACCURACY; ARTICLE; CHEMICAL STRUCTURE; COMPUTER MODEL; CONTROLLED STUDY; ENERGY; MOLECULAR DYNAMICS; MOLECULE; PREDICTION; SEMI EXPLICIT ASSEMBLY; SIMULATION; SOLUTE; SOLVATION; THERMAL ANALYSIS;

HYDROCARBONS, AROMATIC; OILS; SOLVENTS; WATER;

EID: 74849120001     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja906399e     Document Type: Article

References (50)

1. Nozaki, Y.; Tanford, C. J. Biol. Chem. 1971, 246, 2211-2217.
2. Wolfenden, R. V.; Cullis, P. M.; Southgate, C. C. B. Science 1979, 206, 575-577.
3. Wolfenden, R.; Andersson, L.; Cullis, P. M.; Southgate, C. C. B. Biochem. 1981, 20, 849-855.
4. Kyte, J.; Doolittle, R. F. J. Mol. Biol. 1982, 157, 105-132.
5. Cornette, J.; Cease, K. B.; Margalit, H.; Spouge, J. L.; Berzofsky, J. A.; DeLisi, C. J. Mol. Biol. 1987, 195, 659-685.
6. Sharp, K. A.; Nicholls, A.; Friedman, R.; Honig, B. Biochem. 1991, 30, 9686-9697.
7. Biswas, K. M.; DeVido, D. R.; Dorsey, J. G. J. Chromatogr. A 2003, 1000, 637-655.
8. Cabani, S.; Gianni, P.; Mollica, V.; Lepori, L. J. Solution Chem. 1981, 10, 563-595.
9. Ben-Naim, A.; Marcus, Y. J. Chem. Phys. 1984, 81, 2016-2027.
10. Sitkoff, D.; Sharp, K. A.; Honig, B. J. Phys. Chem. 1994, 98, 1978-1988.
11. Stillinger, F. H. J. Solution Chem. 1973, 2, 141-158.
12. Sharp, K.; Nicholls, A.; Fine, R.; Honig, B. Science 1991, 252, 106-109.
13. Wallqvist, A.; Berne, B. J. J. Phys. Chem. 1995, 99, 2885-2892.
14. Southall, N. T.; Dill, K. A. J. Phys. Chem. B 2000, 104, 1326-1331.
15. Huang, D. M.; Geissler, P. L.; Chandler, D. J. Phys. Chem. B 2001, 105, 6704-6709.
16. Chandler, D. Nature 2005, 437, 640-647.
17. Chorny, I.; Dill, K. A.; Jacobson, M. P. J. Phys. Chem. B 2005, 109, 24056-24060.
18. Rizzo, R. C.; Aynechi, T.; Case, D. A.; Kuntz, I. D. J. Chem. Theory Comput. 2006, 2, 128-139.
19. Chen, J.; Brooks III, C. L. Phys. Chem. Chem. Phys. 2008, 10, 471-481.
20. Helfand, E.; Reiss, H.; Frisch, H. L.; Lebowitz, J. L. J. Chem. Phys. 1960, 33, 1379-1385.
21. Pierotti, R. A. J. Phys. Chem. 1963, 67, 1840-1845.
22. Pitera, J. W.; van Gunsteren, W. F. J. Am. Chem. Soc. 2001, 123, 3163-3164.
23. Floris, F.; Tomasi, J. J. Comput. Chem. 1989, 10, 616-627.
24. Levy, R. M.; Zhang, L. Y.; Gallicchio, E.; Felts, A. K. J. Am. Chem. Soc. 2003, 125, 9523-9530.
25. Wagoner, J. A.; Baker, N. A. Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 8331-8336.
26. Tan, C.; Tan, Y.-H.; Luo, R. J. Phys. Chem. B 2007, 111, 12263-12274.
27. Tanford, C. J. Am. Chem. Soc. 1962, 84, 4240-4247.
28. Radzicka, A.; Wolfenden, R. Biochemistry 1988, 27, 1664-1670.
29. Mark, A. E.; van Gunsteren, W. F. J. Mol. Biol. 1994, 240, 167-176.
30. Dill, K. A. J. Biol. Chem. 1997, 272, 701-704.
31. Eisenberg, D.; McLachlan, A. D. Nature 1986, 319, 199-203.
32. Ooi, T.; Oobatake, M.; Nemethy, G.; Scheraga, H. A. Proc. Natl. Acad. Sci. U.S.A. 1987, 84, 3086-3090.
33. Cramer, C. J.; Truhlar, D. G. Science 1992, 256, 213-217.
34. Gallicchio, E.; Zhang, L. Y.; Levy, R. M. J. Comput. Chem. 2002, 23, 517-529.
35. Shirts, M. R.; Pitera, J. W.; Swope, W. C.; Pande, V. S. J. Chem. Phys. 2003, 119, 5740-5761.
36. Mobley, D. L.; Bayly, C. I.; Cooper, M. D.; Shirts, M. R.; Dill, K. A. J. Chem. Theory Comput. 2009, 5, 350-358.
37. j).
38. Jorgensen, W. L.; Chandrasekhar, J.; Madura, J. D.; Impey, R. W.; Klein, M. L. J. Chem. Phys. 1983, 79, 926-935.
39. Hummer, G.; Garde, S.; García, A. E.; Pohorille, A.; Pratt, L. R. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 8951-8955.
40. Lee, B.; Richards, R. M. J. Mol. Biol. 1971, 55, 379-400.
41. surf is the volume of a molecular structure composed only of the surface atoms.
42. Hess, B.; Kutzner, C.; van der Spoel, D.; Lindahl, E. J. Chem. Theory Comput. 2008, 4, 435-447.
43. Straatsma, T. P.; Berendsen, H. J. C.; Postma, J. P. M. J. Chem. Phys. 1986, 85, 6720-6727.
44. Kollman, P. Chem. Rev. 1993, 93, 2395-2417.
45. Frenkel, D.; Smit, B. Understanding Molecular Simulation: From Algorithms to Applications; Academic Press: New York, 1996.
46. Steinbrecher, T.; Mobley, D. L.; Case, D. A. J. Chem. Phys. 2007, 127, 214108.
47. Mobley, D. L.; Dumont, E.; Chodera, J. D.; Dill, K. A. J. Phys. Chem. B 2007, 111, 2242-2254.
48. Hess, B. J. Chem. Phys. 2002, 116, 209-217.
49. Wang, J.; Wolf, R. M.; Caldwell, J. W.; Kollman, P. A.; Case, D. A. J. Comput. Chem. 2004, 25, 1157-1174.
50. Ben-Naim, A. Solvation Thermodynamics; Plenum Press: New York, 1987.