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Volumn 15, Issue 8, 2003, Pages 680-698

Supramolecular exciton chirality of carotenoid aggregates

Author keywords

Circular dichroism; Exciton signals; Induced chirality; Overlay angles; Structured aggregates

Indexed keywords

CAROTENOID;

EID: 0141790327     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/chir.10282     Document Type: Review
Times cited : (112)

References (59)
  • 2
    • 0033605064 scopus 로고    scopus 로고
    • Optical activity and stereochemistry of linear oligopyrroles and bile pigments
    • Boiadijev SE, Lightner DA. Optical activity and stereochemistry of linear oligopyrroles and bile pigments. Tetrahedron Asymmetry 1999;10:607-655.
    • (1999) Tetrahedron Asymmetry , vol.10 , pp. 607-655
    • Boiadijev, S.E.1    Lightner, D.A.2
  • 3
    • 0015531014 scopus 로고
    • Optical properties of bilirubin-serum albumin complexes in aqueous solution. I. Dependence on pH
    • Blauer G, Harmatz D, Snir J. Optical properties of bilirubin-serum albumin complexes in aqueous solution. I. Dependence on pH. Biochim Biophys Acta 1972;278:68-88.
    • (1972) Biochim Biophys Acta , vol.278 , pp. 68-88
    • Blauer, G.1    Harmatz, D.2    Snir, J.3
  • 4
    • 0030863196 scopus 로고    scopus 로고
    • The concept of chiral conformers and its significance in molecular pharmacology
    • Testa B, Meyer UA, editors. London: Academic Press
    • Simonyi M. The concept of chiral conformers and its significance in molecular pharmacology. In: Testa B, Meyer UA, editors. Advances in drug research, vol. 30. London: Academic Press; 1997. p 73-110.
    • (1997) Advances in Drug Research , vol.30 , pp. 73-110
    • Simonyi, M.1
  • 5
    • 84986806177 scopus 로고
    • Excited-state (exciton) interactions in polyene aggregates. Resonance Raman and absorption spectroscopic evidence
    • Salares VR, Young NM, Carey PR, Bernstein HJ. Excited-state (exciton) interactions in polyene aggregates. Resonance Raman and absorption spectroscopic evidence. J Raman Spectr 1977;6:282-288.
    • (1977) J Raman Spectr , vol.6 , pp. 282-288
    • Salares, V.R.1    Young, N.M.2    Carey, P.R.3    Bernstein, H.J.4
  • 6
    • 0000223689 scopus 로고
    • Spectral absorption and fluorescence of dyes in the molecular state
    • Jelley EE. Spectral absorption and fluorescence of dyes in the molecular state. Nature 1936;1009-1010.
    • (1936) Nature , pp. 1009-1010
    • Jelley, E.E.1
  • 7
    • 75449145408 scopus 로고
    • Energy-transfer mechanisms and the molecular exciton model for molecular aggregates
    • Kasha M. Energy-transfer mechanisms and the molecular exciton model for molecular aggregates. Radiat Res 1963;20:55-71.
    • (1963) Radiat Res , vol.20 , pp. 55-71
    • Kasha, M.1
  • 9
    • 0003466983 scopus 로고
    • Translated by Kasha M, Oppenheimer M Jr. New York: McGraw Hill
    • Davydov AS. Theory of molecular excitons. Translated by Kasha M, Oppenheimer M Jr. New York: McGraw Hill; 1962.
    • (1962) Theory of Molecular Excitons
    • Davydov, A.S.1
  • 10
    • 0000671245 scopus 로고
    • A method for determining the chiralities of optically active glycols
    • Harada N, Nakanishi K. A method for determining the chiralities of optically active glycols. J Am Chem Soc 1969;91:3989-3991.
    • (1969) J Am Chem Soc , vol.91 , pp. 3989-3991
    • Harada, N.1    Nakanishi, K.2
  • 11
    • 0008731726 scopus 로고
    • The exciton chirality method
    • Harada N, Nakanishi K. The exciton chirality method. Acc Chem Res 1972;5:257-263.
    • (1972) Acc Chem Res , vol.5 , pp. 257-263
    • Harada, N.1    Nakanishi, K.2
  • 13
    • 0002550270 scopus 로고    scopus 로고
    • Exciton chirality method: Principles and application
    • Berova N, Nakanishi K, Woody RW, editors. New York: John Wiley & Sons
    • Berova N, Nakanishi K. Exciton chirality method: principles and application. In: Berova N, Nakanishi K, Woody RW, editors. Circular dichroism. Principles and applications. New York: John Wiley & Sons; 2000. p 337-382.
    • (2000) Circular Dichroism. Principles and Applications , pp. 337-382
    • Berova, N.1    Nakanishi, K.2
  • 14
    • 33847802888 scopus 로고
    • Quantitative definition of exciton chirality and the distant effect in the exciton chirality method
    • Harada N, Chen SL, Nakanishi K. Quantitative definition of exciton chirality and the distant effect in the exciton chirality method. J Am Chem Soc 1975;97:5345-5352.
    • (1975) J Am Chem Soc , vol.97 , pp. 5345-5352
    • Harada, N.1    Chen, S.L.2    Nakanishi, K.3
  • 15
    • 0003512176 scopus 로고
    • Dependence of exciton circular dichroism amplitudes on oscillator strength
    • Heyn MP. Dependence of exciton circular dichroism amplitudes on oscillator strength. J Phys Chem 1975;79:2424-2426.
    • (1975) J Phys Chem , vol.79 , pp. 2424-2426
    • Heyn, M.P.1
  • 16
    • 0001644732 scopus 로고
    • Evidences of the self-association of anthocyanins. I. Circular dichroism of cyanine anhydrobase
    • Hoshino T, Matsumoto U, Goto T. Evidences of the self-association of anthocyanins. I. Circular dichroism of cyanine anhydrobase. Tetrahedron Lett 1980;21:1751-1754.
    • (1980) Tetrahedron Lett , vol.21 , pp. 1751-1754
    • Hoshino, T.1    Matsumoto, U.2    Goto, T.3
  • 17
    • 0001407026 scopus 로고
    • Chiral exciton coupled stacking of anthocyanins: Interpretation of the origin of anomalous CD induced by anthocyanin association
    • Hoshino T, Matsumoto U, Harada N, Goto T. Chiral exciton coupled stacking of anthocyanins: interpretation of the origin of anomalous CD induced by anthocyanin association. Tetrahedron Lett 1981;22:3621-3624.
    • (1981) Tetrahedron Lett , vol.22 , pp. 3621-3624
    • Hoshino, T.1    Matsumoto, U.2    Harada, N.3    Goto, T.4
  • 18
    • 0014250083 scopus 로고
    • Optical properties of astaxanthin solutions and aggregates
    • Buchwald M, Jencks WP. Optical properties of astaxanthin solutions and aggregates. Biochemistry 1968;7:834-843.
    • (1968) Biochemistry , vol.7 , pp. 834-843
    • Buchwald, M.1    Jencks, W.P.2
  • 19
    • 0037064152 scopus 로고    scopus 로고
    • Nanometer resolution and coherent optical dipole coupling of two individual molecules
    • Hettich C, Schmitt C, Zitzmann J, Kühn S, Gerhardt I, Sandoghdar V. Nanometer resolution and coherent optical dipole coupling of two individual molecules. Science 2002;298:385-389.
    • (2002) Science , vol.298 , pp. 385-389
    • Hettich, C.1    Schmitt, C.2    Zitzmann, J.3    Kühn, S.4    Gerhardt, I.5    Sandoghdar, V.6
  • 20
    • 0000915841 scopus 로고
    • Description of steric relationships across single bonds
    • Klyne W, Prelog V. Description of steric relationships across single bonds. Experientia 1960;16:521-523.
    • (1960) Experientia , vol.16 , pp. 521-523
    • Klyne, W.1    Prelog, V.2
  • 21
    • 0030310393 scopus 로고    scopus 로고
    • Recognition of chiral conformations of the achiral neurotransmitter, gamma-aminobutyric acid
    • Simonyi M. Recognition of chiral conformations of the achiral neurotransmitter, gamma-aminobutyric acid. Enantiomer 1996;1:403-414.
    • (1996) Enantiomer , vol.1 , pp. 403-414
    • Simonyi, M.1
  • 22
    • 0011034289 scopus 로고
    • Hydrophobic cluster formation is necessary for dibenzofuran-based amino acids to function as β-sheet nucleators
    • Tsang KY, Diaz H, Graciani N, Kelly JW. Hydrophobic cluster formation is necessary for dibenzofuran-based amino acids to function as β-sheet nucleators. J Am Chem Soc 1994;116:3988-4005.
    • (1994) J Am Chem Soc , vol.116 , pp. 3988-4005
    • Tsang, K.Y.1    Diaz, H.2    Graciani, N.3    Kelly, J.W.4
  • 24
    • 0035969719 scopus 로고    scopus 로고
    • Quasi-chemical theory for the statistical thermodynamics of the hard-sphere fluid
    • Pratt LR, LaViolette RA, Gomez MA, Gentile ME. Quasi-chemical theory for the statistical thermodynamics of the hard-sphere fluid. J Phys Chem B 2001;105:11662-11668.
    • (2001) J Phys Chem B , vol.105 , pp. 11662-11668
    • Pratt, L.R.1    LaViolette, R.A.2    Gomez, M.A.3    Gentile, M.E.4
  • 25
    • 0036423588 scopus 로고    scopus 로고
    • Molecular theory of hydrophobic effects: "She is too mean to have her name repeated."
    • Pratt LR. Molecular theory of hydrophobic effects: "She is too mean to have her name repeated." Annu Rev Phys Chem 2002;53:409-436.
    • (2002) Annu Rev Phys Chem , vol.53 , pp. 409-436
    • Pratt, L.R.1
  • 26
    • 0037171737 scopus 로고    scopus 로고
    • Molecular segregation observed in a concentrated alcohol-water solution
    • Dixit S, Crain J, Poon WCK, Finney JL, Soper AK. Molecular segregation observed in a concentrated alcohol-water solution. Nature 2002;416:829-832.
    • (2002) Nature , vol.416 , pp. 829-832
    • Dixit, S.1    Crain, J.2    Poon, W.C.K.3    Finney, J.L.4    Soper, A.K.5
  • 27
    • 0000453294 scopus 로고
    • A study of solvent effect on the optical rotation of chiral biaryls
    • Gottarelli G, Osipov MA, Spada GP. A study of solvent effect on the optical rotation of chiral biaryls. J Phys Chem 1991;95:3879-3884.
    • (1991) J Phys Chem , vol.95 , pp. 3879-3884
    • Gottarelli, G.1    Osipov, M.A.2    Spada, G.P.3
  • 28
    • 37049089828 scopus 로고
    • Chiral dimers of a chiral pentamethine cyanine dye and of an achiral pentamethine cyanine dye in γ-cyclodextrin as chiral host
    • Buss V, Reichardt C. Chiral dimers of a chiral pentamethine cyanine dye and of an achiral pentamethine cyanine dye in γ-cyclodextrin as chiral host. J Chem Soc Chem Commun 1992;1636-1638.
    • (1992) J Chem Soc Chem Commun , pp. 1636-1638
    • Buss, V.1    Reichardt, C.2
  • 30
    • 0343390428 scopus 로고    scopus 로고
    • Proof of chiralitys of J-aggregates spontaneously and enantioselectively generated from achiral dyes
    • Spitz C, Dahne S, Ouart A, Abraham HW. Proof of chiralitys of J-aggregates spontaneously and enantioselectively generated from achiral dyes. J Phys Chem B 2000;104:8664-8669.
    • (2000) J Phys Chem B , vol.104 , pp. 8664-8669
    • Spitz, C.1    Dahne, S.2    Ouart, A.3    Abraham, H.W.4
  • 32
    • 0034605928 scopus 로고    scopus 로고
    • Remote enantioselection transmitted by an achiral peptide nucleic acid backbone
    • Kozlov IA, Orgel LE, Nielsen PE. Remote enantioselection transmitted by an achiral peptide nucleic acid backbone. Angew Chem Int Ed 2000;39:4292-4295.
    • (2000) Angew Chem Int Ed , vol.39 , pp. 4292-4295
    • Kozlov, I.A.1    Orgel, L.E.2    Nielsen, P.E.3
  • 35
    • 0036839120 scopus 로고    scopus 로고
    • Paprika carotenoids: Analysis, isolation, structure elucidation
    • Deli J, Molnár P. Paprika carotenoids: analysis, isolation, structure elucidation. Curr Org Chem 2002;6:1197-1219.
    • (2002) Curr Org Chem , vol.6 , pp. 1197-1219
    • Deli, J.1    Molnár, P.2
  • 37
    • 0035115861 scopus 로고    scopus 로고
    • Stereoselective reduction of "capsanthol-3-ones" by complex hydrides
    • Deli J, Osz E, Visy J, Zsila F, Simonyi M, Tóth G. Stereoselective reduction of "capsanthol-3-ones" by complex hydrides. Helv Chim Acta 2001;84:263-270.
    • (2001) Helv Chim Acta , vol.84 , pp. 263-270
    • Deli, J.1    Osz, E.2    Visy, J.3    Zsila, F.4    Simonyi, M.5    Tóth, G.6
  • 39
    • 0036490289 scopus 로고    scopus 로고
    • The supramolecular structure of self-assembly formed by capsanthin derivatives
    • Bikádi Z, Zsila F, Deli J, Mády G, Simonyi M. The supramolecular structure of self-assembly formed by capsanthin derivatives. Enantiomer 2002;7:67-76.
    • (2002) Enantiomer , vol.7 , pp. 67-76
    • Bikádi, Z.1    Zsila, F.2    Deli, J.3    Mády, G.4    Simonyi, M.5
  • 40
    • 0035953039 scopus 로고    scopus 로고
    • Configuration of a single center determines chirality of supramolecular carotenoid self-assembly
    • Zsila F, Bikádi Z, Deli J, Simonyi M. Configuration of a single center determines chirality of supramolecular carotenoid self-assembly. Tetrahedron Lett 2001;42:2561-2563.
    • (2001) Tetrahedron Lett , vol.42 , pp. 2561-2563
    • Zsila, F.1    Bikádi, Z.2    Deli, J.3    Simonyi, M.4
  • 41
    • 0002286474 scopus 로고
    • Circular dichroism
    • Britton G, Liaanen-Jensen S, Pfander H, editors. Basel: Birkhäuser
    • Bucherer R, Noack K. Circular dichroism. In: Britton G, Liaanen-Jensen S, Pfander H, editors. Carotenoids, vol. 1B. Spectroscopy. Basel: Birkhäuser; 1995.
    • (1995) Carotenoids, Vol. 1B. Spectroscopy , vol.1 B
    • Bucherer, R.1    Noack, K.2
  • 42
    • 84957289476 scopus 로고
    • Organization of carotenoid-phospholipid bilayer systems
    • Milon A, Wolff G, Ourisson G, Nakatani Y. Organization of carotenoid-phospholipid bilayer systems. Helv Chim Acta 1986;69:12-24.
    • (1986) Helv Chim Acta , vol.69 , pp. 12-24
    • Milon, A.1    Wolff, G.2    Ourisson, G.3    Nakatani, Y.4
  • 43
    • 0001255839 scopus 로고
    • Porphyrins: Powerful chromophores for structural studies by exciton coupled circular dichroism
    • Matile S, Berova N, Nakanishi K, Novkova S, Philipova I, Blagoev B. Porphyrins: powerful chromophores for structural studies by exciton coupled circular dichroism. J Am Chem Soc 1995;117:7021-7022.
    • (1995) J Am Chem Soc , vol.117 , pp. 7021-7022
    • Matile, S.1    Berova, N.2    Nakanishi, K.3    Novkova, S.4    Philipova, I.5    Blagoev, B.6
  • 44
    • 0029999237 scopus 로고    scopus 로고
    • Structural studies by exciton coupled circular dichroism over a large distance: Porphyrin derivatives of steroids, dimeric steroids and brevetoxin B
    • Matile S, Berova N, Nakanishi K, Fleischhauer J, Woody RW. Structural studies by exciton coupled circular dichroism over a large distance: porphyrin derivatives of steroids, dimeric steroids and brevetoxin B. J Am Chem Soc 1996;118:5198-5206.
    • (1996) J Am Chem Soc , vol.118 , pp. 5198-5206
    • Matile, S.1    Berova, N.2    Nakanishi, K.3    Fleischhauer, J.4    Woody, R.W.5
  • 45
    • 22044435724 scopus 로고    scopus 로고
    • Association and self-assembly of carotenoids: Structure and stability of cartenoid aggregates
    • Mosquera MIM, Galan MJ, Mendez DH, editors. Sevilla: Dep Legal
    • Auweter H, Benade J, Betterman H, Beutner S, Köpsel C, Lüddecke E, Martin HD, Mayer B. Association and self-assembly of carotenoids: structure and stability of cartenoid aggregates. In: Mosquera MIM, Galan MJ, Mendez DH, editors. Pigments in food technology. Sevilla: Dep Legal; 1999. p 197-201.
    • (1999) Pigments in Food Technology , pp. 197-201
    • Auweter, H.1    Benade, J.2    Betterman, H.3    Beutner, S.4    Köpsel, C.5    Lüddecke, E.6    Martin, H.D.7    Mayer, B.8
  • 46
    • 0038164760 scopus 로고
    • Modified carotenoids: Spectroscopy and conformation of capsorubin and related end group isomers
    • Martin HD, Werner T. Modified carotenoids: spectroscopy and conformation of capsorubin and related end group isomers. J Mol Structure 1992;266:91-96.
    • (1992) J Mol Structure , vol.266 , pp. 91-96
    • Martin, H.D.1    Werner, T.2
  • 47
    • 0034899239 scopus 로고    scopus 로고
    • Chiral detection of carotenoid assemblies
    • Zsila F, Bikádi Z, Deli J, Simonyi M. Chiral detection of carotenoid assemblies. Chirality 2001;13:446-453.
    • (2001) Chirality , vol.13 , pp. 446-453
    • Zsila, F.1    Bikádi, Z.2    Deli, J.3    Simonyi, M.4
  • 48
  • 49
    • 0035807637 scopus 로고    scopus 로고
    • Investigation of the self-organization of lutein and lutein diacetate by electronic absorption, circular dichroism spectroscopy and atomic force microscopy
    • Zsila F, Bikádi Z, Keresztes Z, Deli J, Simonyi M. Investigation of the self-organization of lutein and lutein diacetate by electronic absorption, circular dichroism spectroscopy and atomic force microscopy. J Phys Chem B 2001;105:9413-9421.
    • (2001) J Phys Chem B , vol.105 , pp. 9413-9421
    • Zsila, F.1    Bikádi, Z.2    Keresztes, Z.3    Deli, J.4    Simonyi, M.5
  • 51
    • 0037058975 scopus 로고    scopus 로고
    • In vitro reconstitution of the activated zeaxanthin state associated with energy dissipation in plants
    • Aspinall-O'Dea M, Wentworth M, Pascal A, Robert B, Ruban A, Horton P. In vitro reconstitution of the activated zeaxanthin state associated with energy dissipation in plants. Proc Natl Acad Sci USA 2002;99:16331-16355.
    • (2002) Proc Natl Acad Sci USA , vol.99 , pp. 16331-16355
    • Aspinall-O'Dea, M.1    Wentworth, M.2    Pascal, A.3    Robert, B.4    Ruban, A.5    Horton, P.6
  • 52
    • 0037040876 scopus 로고    scopus 로고
    • Activation of zeaxanthin is a key event in the regulation of light harvesting
    • Ruban AV, Pascal AA, Robert B, Horton P. Activation of zeaxanthin is a key event in the regulation of light harvesting. J Biol Chem 2002;277:7785-7789.
    • (2002) J Biol Chem , vol.277 , pp. 7785-7789
    • Ruban, A.V.1    Pascal, A.A.2    Robert, B.3    Horton, P.4
  • 53
    • 0027141310 scopus 로고
    • Aggregation of higher plant xanthophylls: Differences in absorption spectra and in the dependency on solvent polarity
    • Ruban AV, Horton P, Young AJ. Aggregation of higher plant xanthophylls: differences in absorption spectra and in the dependency on solvent polarity. J Photochem Photobiol B 1993;21:229-234.
    • (1993) J Photochem Photobiol B , vol.21 , pp. 229-234
    • Ruban, A.V.1    Horton, P.2    Young, A.J.3
  • 55
    • 0034776643 scopus 로고    scopus 로고
    • Color and chirality: Carotenoid self-assemblies in flower petals
    • Zsila F, Deli J, Simonyi M. Color and chirality: carotenoid self-assemblies in flower petals. Planta 2001;213:937-942.
    • (2001) Planta , vol.213 , pp. 937-942
    • Zsila, F.1    Deli, J.2    Simonyi, M.3
  • 56
    • 0035842881 scopus 로고    scopus 로고
    • Induced chirality of crocetin binding to human serum albumin: Origin and nature
    • Zsila F, Bikádi Z, Simonyi M. Induced chirality of crocetin binding to human serum albumin: origin and nature. Tetrahedron Asymmetry 2001;12:3125-3137.
    • (2001) Tetrahedron Asymmetry , vol.12 , pp. 3125-3137
    • Zsila, F.1    Bikádi, Z.2    Simonyi, M.3
  • 57
    • 0034634370 scopus 로고    scopus 로고
    • Crystallographic analysis reveals common modes of binding of medium and long-chain fatty acids to human serum albumin
    • Bhattacharya AA, Grune T, Curry S. Crystallographic analysis reveals common modes of binding of medium and long-chain fatty acids to human serum albumin. J Mol Biol 2000;303:721-732.
    • (2000) J Mol Biol , vol.303 , pp. 721-732
    • Bhattacharya, A.A.1    Grune, T.2    Curry, S.3
  • 59
    • 0037066151 scopus 로고    scopus 로고
    • Further insight into the molecular basis of carotenoid-albumin interactions: Circular dichroism and electronic absorption study on different crocetin-albumin complexes
    • Zsila F, Bikádi Z, Simonyi M. Further insight into the molecular basis of carotenoid-albumin interactions: circular dichroism and electronic absorption study on different crocetin-albumin complexes. Tetrahedron Asymmetry 2002;13:273-283.
    • (2002) Tetrahedron Asymmetry , vol.13 , pp. 273-283
    • Zsila, F.1    Bikádi, Z.2    Simonyi, M.3


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