A chemical sensor for the liquid-ordered phase

Journal of the American Chemical Society

Volumn 127, Issue 24, 2005, Pages 8813-8816

  Cao, Honghua ^a   Zhang, Jianbing ^a   Jing, Bingwen ^a   Regen, Steven L ^a  

^a LEHIGH UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; CHOLESTEROL; DERIVATIVES; MIXING; PHOSPHOLIPIDS;

BILAYERS; LIQUID-ORDER PHASE; PHOSPHOCHOLINE;

CHEMICAL SENSORS;

CHOLESTEROL; DIMER; DIPALMITOYLPHOSPHATIDYLCHOLINE; DIPALMITOYLPHOSPHATIDYLETHANOLAMINE; DISTEAROYLPHOSPHATIDYLCHOLINE; DISTEAROYLPHOSPHATIDYLETHANOLAMINE; PHOSPHATIDYLETHANOLAMINE; PHOSPHOLIPID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; LIPID BILAYER; LIQUID; PHYSICAL PHASE; PROTON NUCLEAR MAGNETIC RESONANCE; SENSOR;

1,2-DIPALMITOYLPHOSPHATIDYLCHOLINE; CHOLESTEROL; KINETICS; LIPID BILAYERS; MEMBRANE LIPIDS; PHOSPHATIDYLCHOLINES; PHOSPHATIDYLETHANOLAMINES;

EID: 20944451776     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0513988     Document Type: Article

References (25)

1. Brown, D. A.; London, E. J. Biol. Chem. 2000, 275, 17221-17224.
2. Dietrich, C.; Volovyk, Z. N.; Levi, M.; Thompson, M. L.; Jacobson, K. Proc. Natl. Acad. Sci. U.S.A. 2001, 98, 10642-10647.
3. Veatch, S. L.; Keller, S. L. Phys. Rev. Lett. 2002, 89, 268101/1-268101/ 4.
4. Sugahara, M.; Uragami, M.; Yan, X.; Regen, S. L. J. Am. Chem. Soc. 2001, 123, 7939-7940.
5. Ipsen, J. H.; Karlstrom, G.; Mouritsen, O. G.; Wennerstrom, H.; Zuckermann, M. J. Biochim. Biophys. Acta 1987, 905, 162-172.
6. Vist, M. R.; Davis, J. H. Biochemistry 1990, 29, 451-464.
7. McConnell, H. M.; Radhakrishnan, A. Biochim. Biophys. Acta 2003, 1610, 159-173.
8. Edidin, M. Annu. Rev. Biomol. Struct. 2003, 32, 257-283.
9. Simons, K.; Vaz, W. L. C. Annu. Rev. Biophys. Biomol. Struct. 2004, 33, 269-295.
10. Jensen, M. O.; Mouritsen, O. G. Biochim. Biophys. Acta 2004, 1666, 205-226.
11. (a) For a review of the NNR method, see: Davidson, S. K. M.; Regen, S. L. Chem. Rev. 1997, 97, 1269-1280.
12. (b) Cao, H.; Tokutake, N.; Regen, S. L. J. Am. Chem. Soc. 2003, 125, 16182-16183.
13. (c) Sugahara, M.; Urasami, M.; Regen, S. L. J. Am. Chem. Soc. 2002, 124, 4253-4256.
14. (d) Sugahara, M.; Uragami, M.; Regen, S. L. J. Am. Chem. Soc. 2003, 125, 13040-13041.
15. Sugahara, M.; Uragami, M.; Yan, X.; Regen, S. L. J. Am. Chem. Soc. 2001, 123, 7939-7940.
16. 2H NMR spectroscopy, and spin-label ESR spectroscopy, along with statistical thermodynamic considerations: Sankaram, M. B.; Thompson, T. E. Proc. Natl. Acad. Sci. U.S.A. 1991, 88, 8686-8690.
17. Previous high-sensitivity differential scanning calorimetry measurements have shown that the melting properties of homodimers of 1 closely match those of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine and 1,2-dipalmitoyl-sn-glycero-3- phosphatidylglyerol: Krisovitch, S. M.; Regen, S. L. J. Am. Chem. Soc. 1992, 114, 9828-9835.
18. Trandum, C.; Westh, P.; Jorgensen, K.; Mouritsen, O. G. Biophys. J. 2000, 78, 2486-2492.
19. Campagna, J. A.; Miller, K. W.; Forman, S. A. New. Engl. J. Med. 2003, 348, 2110-2124.
20. Cantor, R. S. Biochemistry 1997, 36, 2339-2344.
21. Joergensen, K.; Ipsen, J. H.; Mouritsen, O. G.; Zuckermann, M. M. Chem. Phys. Lipids 1993, 65, 205-216.
22. Almeida, P. F. F.; Vaz, W. C. C.; Thompson, T. E. Biophys. J. 1993, 64, 399-412.
23. An improved synthesis of related phospholipid heterodimers has recently been reported elsewhere: Zhang, J.; Jing, B.; Tokutake, N.; Regen, S. L. Biochemistry 2005, 44, 3598-3603.
24. 3-(Aminoethyldithio)propanoic acid was synthesized using established methods: Marchand-Brynaert, J.; Bouehet, M.; Touillauxc, R.; Beauve, C.; Fastrez, J. Tetrahedron 1996, 52, 5591-5606.
25. Harris, J. S.; Epps, D. E.; Davio, S. R.; Kezdy, F. J. Biochemistry 1995, 34, 3851-3857.