Folded and unfolded conformations of the ω-3 polyunsaturated fatty acid family: CH3CH2[CH=CHCH2] B[CH2]MCOOH. First principles study

Journal of Physical Chemistry A

Volumn 110, Issue 18, 2006, Pages 6100-6111

  Law, Jacqueline M S ^a,b   Szori, Milan ^b   Izsak, Robert ^b   Penke, Botond ^b   Csizmadia, Imre G ^a,b   Viskolcz, Bela ^b  

^a UNIVERSITY OF TORONTO   (Canada)

^b UNIVERSITY OF SZEGED   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACIDS; ISOMERIZATION; MATHEMATICAL MODELS; POLYMERIC MEMBRANES; THERMODYNAMIC PROPERTIES;

CHAIN FRAGMENT MODELS; POLYUNSATURATED FATTY ACIDS (PUFA); THERMODYNAMIC FUNCTION;

FATTY ACIDS;

OMEGA 3 FATTY ACID;

ARTICLE; BIOLOGICAL MODEL; CHEMICAL STRUCTURE; CHEMISTRY; CLASSIFICATION; COMPUTER SIMULATION; CONFORMATION; THERMODYNAMICS;

COMPUTER SIMULATION; FATTY ACIDS, OMEGA-3; MODELS, BIOLOGICAL; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; THERMODYNAMICS;

EID: 33744830022     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp058215o     Document Type: Article

References (29)

1. German J. B.; Roberts M. A.; Watkins S. M. J. Nutr. 2003, 133, 4260-4266.
2. Fitzgerald D. A. Scientist 2002, 16, 42-42.
3. Law J. M. S.; Setiadi, D. H.; Chass, A. G.; Csizmadia, I. G.; Viskolcz B. J. Phys. Chem. A. 2005, 109, 520-533.
4. Fu, M.; Koulman, A.; van Rijssel, M.; Lutzen, A.; de Boer, M. K.; Tyl, M. R.; Liebezit, G. Toxicon 2004, 43, 355-363.
5. Sacchi, R.; Medina, I.; Paolillo, L.; Addeo, F. Chem. Phys. Lipids 1994, 69, 65-73.
6. Aursand, M.; Grasdalen, H. Chem. Phys. Lipids 1992, 62, 239-251.
7. Gunstone, F. D.; Seth, S.; Wolff, R. L. Chem. Phys. Lipids 1995, 78, 89-96.
8. Gunstone, F. D.; Seth, S. Chem. Phys. Lipids 1994, 72, 119-126.
9. Paddy, M. R.; Dahlquist, F. W. Biochemistry 1985, 24, 5988-5995.
10. Applegate, K. R.; Glomset, J. A. J. Lipid Res. 1991, 32, 1635-1644.
11. Applegate, K. R.; Glomset, J. A. J. Lipid Res. 1991, 32, 1645-1655.
12. Law J.; Chass, G. A.; Torday, L. L.; Varro, A. Papp, J. Gy. THEOCHEM 2002, 619, 1-20.
13. Scott, A. P.; Radom, L., J. Phys. Chem. 1996, 100, 16502-16513.
14. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, I.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, revision A.1; Gaussian, Inc.: Pittsburgh, PA, 2003.
15. Mitchell, D. C.; Gawrisch, K.; Litman, B. J.; Salem, N., Jr. Mol. Struct. Phospholipids Regul. Cell Funct. 1998, 26, 365-370.
16. Acar, N.; Chardigny, J.; Bonhomme, B.; Almanza, S.; Doly, M.; Sébédio, J. J. Nutr. 2002, 132, 3151-3154.
17. Alexander-North, L. S. North, J. A.; Kiminyo, K. P.; Buettner, G. R.; Spector, A. A., J. Lipid Res. 1994, 35, 1773-1785.
18. Rabinovich, A. L.; Ripatti, P. O. Biophys. Biochim. Acta 1991, 1085, 53-62.
19. Feller, S. E.; Gawrisch, K.; MacKerell, A. D. J. Am. Chem. Soc. 2002, 124, 318-326.
20. Olbrich, K.; Rawicz, W.; Needham, D.; Evans, E.; Biophys. J. 2000, 79, 321-327.
21. Applegate, K. R.; Glomset, J. A. J. Lipid Res. 1986, 27, 658-680.
22. Shimanouchi, T.; Abe, Y.; Alaki Y. Bull. Chem. Soc. Jpn. 1971, 48, 3557-3560.
23. Schurinck, W. T.; de Jong, S. Chem. Phys. Lipids 1977, 19, 313-322.
24. Albrand, M.; Pageaux, J.; Lagarde, M.; Dolmazon, R. Chem. Phys. Lipids 1994, 72, 7-17.
25. van Hemelrijk, D.; van den Enden L.; Geise, H. J. J. Mol. Struct. 1981, 74, 123-135.
26. Benson, S. W. Thermochemical Kinetics; John Wiley and Sons: New York, 1976.
27. Marsi, I.; Viskolcz, B.; Seres, L. J. Phys. Chem. A. 2000, 104, 4497-4504.
28. Topol, I. A.; Burt, S. K.; Deretey, E.; Tang, T.-H.; Perczel, A.; Rashin, A.; Csizmadia, I. G. J. Am. Chem. Soc. 2001, 123, 6054-6060.
29. Tang, T.-H.; Deretey, E.; Knak Jensen, S. J.; Csizmadia, I. G. Eur. Phys. J. D 2005 [e2005-00317-0].