Investigation of the self-organization of lutein and lutein diacetate by electronic absorption, circular dichroism spectroscopy, and atomic force microscopy

Journal of Physical Chemistry B

Volumn 105, Issue 39, 2001, Pages 9413-9421

  Zsila, Ferenc ^a   Bikádi, Zsolt ^a   Keresztes, Zsófia ^a   Deli, József ^b   Simonyi, Miklós ^a  

^a CHEMICAL RESEARCH CENTER   (Hungary)

^b UNIVERSITY OF PÉCS   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

CIRCULAR DICHROISM SPECTROSCOPY;

ATOMIC FORCE MICROSCOPY; EXCITONS; NEMATIC LIQUID CRYSTALS; SELF ASSEMBLY; SOLUTIONS; SPECTROSCOPIC ANALYSIS; STEREOCHEMISTRY;

PIGMENTS;

EID: 0035807637     PISSN: 10895647     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp011626u     Document Type: Article

References (68)

1. (a) Britton, G. FASEB J. 1995, 15, 1551.
2. (b) Olson, J.A.; Krinsky, N.I. FASEB J. 1995, 9, 1547.
3. Hinds, T.S.; West, W.L.; Knight, E.M. J. Clin. Pharm. 1997, 37, 551.
4. Fraden, S.; Kamien, R.D. Biophys. J. 2000, 78, 2189.
5. (a) Buchwald, M.; Jencks, P. Biochemistry 1968, 7, 834.
6. (b) Ke, B.; Green, M.; Vernon, L.P.; Garcia, A.F. Biochim. Biophys. Acta 1968, 162, 467.
7. (a) Kasha, M.; Rawls, H.R.; El-Bayoumi, M.A. Pure Appl. Chem. 1965, 11, 371.
8. (b) Gudipati, M.S. J. Phys. Chem. 1994, 98, 9750.
9. (a) Barwicz, J.; Gruszecki, W.I.; Gruda, I. J. Colloid Interface Sci. 1993, 158, 71.
10. (b) Horng, M.L.; Quitevis, E.L. J. Chem. Educ. 2000, 77, 637.
11. (c) Rubires, R.; Farrera, J.A.; Ribó, J.M. Chem. Eur. J. 2001, 7, 436.
12. (a) Yassar, A.; Horowitz, G.; Valat, P.; Wintgens, V.; Hmyene, M.; Deloffre, F.; Srivastava, P.; Lang, P.; Gamier, F. J. Phys. Chem. 1995, 99, 9155.
13. (b) Taniike, K.; Matsumoto, T.; Sato, T.; Ozaki, Y. J. Phys. Chem. 1996, 100, 15508.
14. (c) Imamura, T.; Watanabe, K.; Tsuboi, Y.; Miyasaka, H.; Itaya, A. Thin Solid Films 1999, 338, 243.
15. Bradley, D.F.; Tinoco, I.; Woody, R.W. Biopolymers 1963, 1, 239.
16. Packard, B.Z.; Toptygin, D.D.; Komoriya, A.; Brand, L. J. Phys. Chem. B 1998, 102, 752.
17. (a) Hager, A. Planta 1970, 91, 38.
18. (b) Ruban, A.V.; Horton, P.; Young, A.J. J. Photochem. Photobiol., B 1993, 21, 229.
19. (c) Dutta, A.K.; Pal, P.; Misra, T.N.; Pal, A.J. J. Photochem. Photobiol., A 1994, 78, 253.
20. (d) Mori, Y.; Yamano, K.; Hashimoto, H. Chem. Phys. Lett. 1996, 254, 84.
21. (e) Ray, K.; Misra, T.N. J. Photochem. Photobiol., A 1997, 107, 201.
22. Sujak, A.; Okulski, W.; Gruszecki, W.I. Biochim. Biophys. Acta 2000, 1509, 255.
23. Gruszecki, W.I.; Zelent, B.; Leblanc, R.M. Chem. Phys. Lett. 1990, 171, 563.
24. (a) Salares, V.R.; Young, N.M.; Carey, P.R.; Bernstein, H.J. J. Raman Spectrosc. 1977, 6, 282.
25. (b) Okamoto, H.; Hamaguchi, H.O.; Tasumi, M. J. Raman Spectrosc. 1989, 20, 751.
26. (c) Agalidis, I.; Mattioli, T.; Reiss-Husson, F. Photosynth. Res. 1999, 62, 31.
27. (a) Takagi, S.; Yamagami, T.; Takeda, K.; Takagi, T. Agric. Biol. Chem. 1987, 51, 1567 and references therein.
28. (b) Baumeister, B.; Matile, S. Chem. Eur. J. 2000, 6, 1739.
29. (a) Lematre, J.; Maudinas, B.; Ernst, C. Photochem. Photobiol. 1980, 31, 201.
30. (b) Noack, K.; Thomson, A.J. Helv. Chim. Acta 1981, 64, 2383.
31. Kuhlbrandt, W.; Wang, D.N.; Fujiyoshi, Y. Nature 1994, 367, 614.
32. (a) Bernstein, P.S.; Khachik, F.; Carvalho, L.S.; Muir, G.J.; Zhao, D.Y.; Katz, N.B. Exp. Eye Res. 2001, 72, 215.
33. (b) Landrum, J.T.; Bone, R.A. Arch. Biochem. Biophys. 2001, 385, 28.
34. (a) Eugster, C.H. In Carotenoids: Isolation and Analysis; Britton, G., Liaaen-Jensen, S., Pfander, H., Eds.; Birkhäuser: Basel, 1995; Vol. 1A, p 71.
35. (b) Deli, J.; Molnár, P.; Matus, Z.; Tóth, G. J. Agric. Food Chem. 2001, 49, 1517.
36. Suzuki, H. Electronic Absorption Spectra and Geometry of Organic Molecules; Academic Press: New York-London, 1967; p 58.
37. Harada, N.; Takuma, Y.; Uda, H. J. Am. Chem. Soc. 1978, 100, 4029.
38. Kohler, B.E. In Carotenoids: Spectroscopy; Britton, G., Liaaen-Jensen, S., Pfander, H., Eds.; Birkhäuser: Basel, 1995; Vol. 1B, p 1.
39. (a) Orlandi, G.; Zerbetto, F.; Zgierski, M.Z. Chem. Rev. 1991, 91, 867.
40. (b) Bettermann, H.; Bienioschek, M.; Ippendorf, H.; Martin, H.D. J. Lumin. 1993, 55, 63.
41. Sturzenegger, V.; Buchecker, R.; Wagniere, G. Helv. Chim. Acta 1980, 63, 1074.
42. (a) McRae, E.G.; Kasha, M. In Physical Processes in Radiation Biology; Augenstein, L., Mason, R., Rosenberg, B., Eds.; Academic Press: New York, 1964; p 23.
43. (b) McRae, E.G.; Kasha, M. J. Chem. Phys. 1958, 28, 721.
44. Gruszecki, W.I. J. Biol. Phys. 1991, 18, 99.
45. Simpson, W.T.; Peterson, D.L. J. Chem. Phys. 1957, 26, 588.
46. Kasha, M. Radiat. Res. 1963, 20, 55.
47. Zsila, F.; Bikádi, Z.; Deli, J.; Simonyi, M. Tetrahedron Lett. 2001, 42, 2561.
48. Berova, N.; Gargiulo, D.; Derguini, F.; Nakanishi, K.; Harada, N. J. Am. Chem. Soc. 1993, 115, 4769.
49. (a) Harada, N.; Nakanishi, K. Acc. Chem. Res. 1972, 5, 257.
50. (b) Harada, N.; Nakanishi, K. Circular Dichroic Spectroscopy: Exciton Coupling in Organic Stereochemistry; University Science Books: Mill Valley, 1983.
51. (c) Lightner, D.A.; Gurst, J.E. Organic Conformational Analysis and Stereochemistry from Circular; Dichroism Spectroscopy: John Wiley: New York, 2000; Chapter 14.
52. Harada, N.; Lai Chen, S.; Nakanishi, K. J. Am. Chem. Soc. 1975, 97, 5345.
53. Zsila, F.; Bikádi, Z.; Deli, J.; Simonyi, M. Chirality 2001, 13, 446.
54. Rinnert, H.; Thirion, C.; Dupont, G.; Lematre, J. Biopolymers 1977, 16, 2419.
55. (a) Langeveld-Voss, B.M.W.; Christiaans, P.T.; Janssen, R.A.J.; Meijer, E.W. Macromolecules 1998, 31, 6702.
56. (b) Goto, H.; Yashima, E.; Okamoto, Y. Chirality 2000, 12, 396.
57. (a) Andersson, P.O.; Gillbro, T.; Ferguson, L.; Cogdell, R.J. Photochem. Photobiol. 1991, 54, 353.
58. (b) Kuki, M.; Nagae, H.; Cogdell, R.J.; Shimada, K.; Koyama, Y. Photochem. Photobiol. 1994, 59, 116.
59. (c) Frank, H.A.; Bautista, J.A.; Josue, J.; Pendon, Z.; Hiller, R.G.; Sharples, F.P.; Gosztola, D.; Wasielewski, M.R. J. Phys. Chem. B 2000, 104, 4569.
60. Hashimoto, H.; Kiyohara, D.; Kamo, Y.; Komuta, H.; Mod, Y. Jpn. J. Appl. Phys., Part 1 1996, 35, 281.
61. Sheves, M.; Kohne, B.; Friedman, N.; Mazur, Y. J. Am. Chem. Soc. 1984, 106, 5000.
62. Langeveld-Voss, B.M.W.; Janssen, R.A.J.; Meijer, E.W. J. Mol. Struct. 2000, 521, 285.
63. Ringsdorf, H.; Schlarb, B.; Venzmer, J. Angew. Chem., Int. Ed. Engl. 1988, 27, 114.
64. Sitte, P. In Cytomorphogenesis in Plants; Kiermayer, O. Eds.; Springer: New York, 1981; p 401.
65. (a) Jelley, E.E. Nature 1937, 139, 631.
66. (b) Harrison, W.J.; Mateer, D.L; Gordon, J.T. J. Phys. Chem. 1996, 100, 2310.
67. (c) Berlepsch, H.; Böttcher, C.; Dähne, L. J. Phys. Chem. B 2000, 104, 8792.
68. Herzfeld, J. Acc. Chem. Res. 1996, 29, 31.