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Electronic Circular Dichroism Spectroscopy in Structural Analysis of Biomolecular Systems

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Optical Spectroscopy and Computational Methods in Biology and Medicine

Part of the book series: Challenges and Advances in Computational Chemistry and Physics ((COCH,volume 14))

Abstract

In this chapter, the use of electronic circular dichroism (CD) in structural analysis of biological molecular systems is discussed. The quantum chemical theory of the phenomenon is briefly presented, and the applications of the CD spectroscopy in determination of spatial structure of proteins and nucleic acids, and of absolute configuration of small molecules of pharmacological significance are summarized. Some attention is also paid to the emerging technique related to CD—circularly polarized luminscence (CPL).

(Dated: 1 February 2013)

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References

  1. 1. Biot JB (1817) Mem Acad Roy Sci Inst France 2:41

    Google Scholar 

  2. 2. Djerassi C (1960) Optical Rotatory Dispersion. McGraw-Hill, New York

    Google Scholar 

  3. Snatzke G (1968) Angew Chem Internat Edit 7:14

    Google Scholar 

  4. Haidinger W (1847) Poggendorfs Annalen 70, 531

    Google Scholar 

  5. Cotton AM (1896) Ann Chim Physique 8:347

    Google Scholar 

  6. Laur P (2012) Comprehensive chiroptical spectroscopy: Volume 1—instrumentation, methodologies, and theoretical simulations. Wiley, Hoboken. (Chap. The first decades after the discovery of CD and ORD by Aime Cotton in 1895)

    Google Scholar 

  7. Sreerama N, Woody RW (2000) Circular dichroism: Principles and applications. Wiley, New York, pp 601–620 (Chap. Circular Dichroism of Peptides and Proteins)

    Google Scholar 

  8. Cantor C, Schimmel P (1980) Biophysical Chemistry, Part 2: Techniques for the Study of Biological Structure and Function. W.H. Freeman and Company, New York

    Google Scholar 

  9. Rodger A, Norden B (1997) Circular Dichroism and Linear Dichroism. Oxford University Press, Oxford. (Oxford Chemistry Masters)

    Google Scholar 

  10. Woody RW (2012) Comprehensive chiroptical spectroscopy: Volume 2—applications in stere- ochemical analysis of synthetic compounds, natural products, and biomolecules. Wiley, Hoboken. (Chap. Electronic Circular Dichroism of Proteins)

    Google Scholar 

  11. Toniolo C, Formaggio F, Woody RW (2012) Comprehensive chiroptical spectroscopy: Volume 2—applications in stereochemical analysis of synthetic compounds, natural products, and biomolecules. Wiley, Hoboken. (Chap. Electronic Circular Dichroism of Peptides)

    Google Scholar 

  12. Kypr J, Kejnovska I, Bednarova K, Vorlickova M (2012) “Comprehensive chiroptical spectroscopy: Volume 1—applications in stereochemical analysis of synthetic compounds, natural products, and biomolecules. Wiley, Hoboken. (Chap. Electronic Circular Dichroism Spectroscopy of Nucleic Acids)

    Google Scholar 

  13. Gray DM (2012) Comprehensive chiroptical spectroscopy: Volume 2—applications in stere- ochemical analysis of synthetic compounds, natural products, and biomolecules. Wiley, Hoboken. (Chap. Circular Dichroism of Protein-Nucleic Acid Interactions)

    Google Scholar 

  14. Ellestad GA (2012) Comprehensive chiroptical spectroscopy: Volume 2—applications in stereochemical analysis of synthetic compounds, natural products, and biomolecules. Wiley, Hoboken. (Chap. Drug and Natural Product Binding to Nucleic Acids Analyzed by Electronic Circular Dichroism)

    Google Scholar 

  15. Bertucci C, Pistolozzi M (2012) Comprehensive chiroptical spectroscopy: Volume 2—applications in stereochemical analysis of synthetic compounds, natural products, and biomolecules. Wiley, Hoboken. (Chap. Electronic Circular Dichro- ism in Drug Discovery)

    Google Scholar 

  16. Kelly S, Price N (1997) BBA-Protein Struct M 1338:161

    Google Scholar 

  17. Bulheller B, Rodger A, Hirst J (2007) Phys Chem Chem Phys 9:2020

    Google Scholar 

  18. Kelly S, Jess T, Price N (2005) BBA-Proteins Proteom 1751:119

    Google Scholar 

  19. Miles A, Wallace B (2006) Chem Soc Rev 35:39

    Google Scholar 

  20. Karabencheva T, Christov C (2010) In: Donev R (ed) in Advances in Protein Chemistry and Structural Biology, Advances in Protein Chemistry and Structural Biology, vol 80, pp 85–115

    Google Scholar 

  21. Rosenfeld L (1928) Z Phys 52:161

    Google Scholar 

  22. Ruud K, Helgaker T (2002) Chem Phys Lett 352:533

    Google Scholar 

  23. Cheeseman JR, Frisch MJ, Devlin FJ, Stephens PJ (2000) J Phys Chem A 104:1039

    Google Scholar 

  24. Grimme S (1996) Chem. Phys. Lett. 259, 128

    Google Scholar 

  25. Grimme S, Waletzke M (1999) J. Chem. Phys. 111, 5645

    Google Scholar 

  26. Autschbach J, Ziegler T (2002) J Chem Phys 116:891

    Google Scholar 

  27. Yabana K, Bertsch GF (1999) Phys Rev A 60:1271

    Google Scholar 

  28. Pecul M, Ruud K, Rizzo A, Helgaker T (2004) J Phys Chem A 108:4269

    Google Scholar 

  29. Skomorowski W, Pecul M, Salek P, Helgaker T (2007) J Chem Phys 127:085102

    Google Scholar 

  30. Sebek J, Gyurcsik B, Sebestik J, Kejik Z, Bednarova L, Bour P (2007) J Phys Chem A 111:2750

    Google Scholar 

  31. Kaminsky J, Kubelka J, Bour P (2011) J Phys Chem A 115:1734

    Google Scholar 

  32. Brkljaca Z, Condic-Jurkic K, Smith A-S, Smith DM J Comp Theor Comp

    Google Scholar 

  33. Shcherbin D, Ruud K (2008) Chem Phys 349:234

    Google Scholar 

  34. Pecul M, Ruud K, Helgaker T (2004) Chem Phys Lett 388:110

    Google Scholar 

  35. Hirst JD (1998) J Chem Phys 109:782

    Google Scholar 

  36. Woody RW, Sreerama N (1999) J Chem Phys 111:2844

    Google Scholar 

  37. Applequist J, Sundberg KR, Olson ML, Weiss LC (1979) J Chem Phys 70:1240

    Google Scholar 

  38. Woody RW (1968) J Chem Phys 49:4797

    Google Scholar 

  39. Bayley P, Nielsen E, Schellman J (1969) J Phys Chem 73:228

    Google Scholar 

  40. Liu HW, Nakanishi K (1981) J Am Chem Soc 103:5591

    Google Scholar 

  41. Liu HW, Nakanishi K (1982) J Am Chem Soc 104:1178

    Google Scholar 

  42. Harada N, Nakanishi K (1983) Circular Dichroic Spectroscopy – Exciton Coupling in Organic Stereochemistry. University Science Books, Mill Valley

    Google Scholar 

  43. Hirst JD, Hirst DM, Brooks CL (1997) J Phys Chem A 101:4821

    Google Scholar 

  44. Besley NA, Hirst JD (1998) J Phys Chem A 102:10791

    Google Scholar 

  45. Sebek J, Kejik Z, Bour P (2006) J Phys Chem A 110:4702

    Google Scholar 

  46. Rogers D, Hirst J (2004) Chirality 16:234

    Google Scholar 

  47. Grishina I, Woody R, (1994) Faraday Discussion 99:245

    Google Scholar 

  48. Roy A, Bour P, Keiderling TA (2009) Chirality 21:E163

    Google Scholar 

  49. Malon P, Bednarova L, Straka M, Krejci L, Kumprecht L, Kraus T, Kubanova M, Baumruk V (2010) Chirality 22:E47

    Google Scholar 

  50. Bednarova L, Bour P, Malon P (2010) Chirality 22:514

    Google Scholar 

  51. Robin M (1975) Higher Excited States of Polyatomic Molecules. Academic Press, New York

    Google Scholar 

  52. Bulheller B, Miles A, Wallace B, Hirst J (2008) J Phys Chem B 112:1866

    Google Scholar 

  53. Bulheller B, Miles A, Wallace B, Hirst J (2008) J Phys Chem B 112:1866

    Google Scholar 

  54. Woody R (2010) Chirality 22:E22

    Google Scholar 

  55. Zako T, Sakono M, Hashimoto N, Ihara M, Maeda M (2009) Biophys J 96:3331

    Google Scholar 

  56. Pedersen J, Andersen C, Otzen D (2010) FEBS J 277:4591

    Google Scholar 

  57. Giiler G, Drafic E, Vorobev M, Vogel V, Mantele W (2011) Spectrochim Acta A 79:104

    Google Scholar 

  58. Vass E, Majer Z, Kohalmy K, Hollosi M (2010) Chirality 22:762

    Google Scholar 

  59. Greenfield N, Fasman G (1969) Biochem 10:41084116

    Google Scholar 

  60. Whitmore L, Wallace B (2004) Nucleic Acids Res 32:W668

    Google Scholar 

  61. Johnson W (1999) Proteins 35:307

    Google Scholar 

  62. Sreerama N, Woody R (2000) Anal Biochem 287:252

    Google Scholar 

  63. Louis-Jeune C, Andrade-Navarro M, Perez-Iratxeta C (2012) Proteins 80:374

    Google Scholar 

  64. Whitmore L, Wallace B (2008) Biopolym 89:392

    Google Scholar 

  65. Abdul-Gader A, Miles A, Wallace B (2011) Bioinforma 27:1630

    Google Scholar 

  66. Janes R, Miles A, Woollett B, Klose D, Wallace B (2012) Chirality 24:751

    Google Scholar 

  67. Rogers D, Hirst J (2004) Biochem 43:11092

    Google Scholar 

  68. Lala A, Kaul P (1992) J Biol Chem 267:19914

    Google Scholar 

  69. Dael HV (1993) Biochem 32:11886

    Google Scholar 

  70. Demarest S, Boice J, Fairman R, Raleigh D (1999) J Mol Biol 294:213

    Google Scholar 

  71. Gawronski J, Grajewski J (2003) Org Lett 5:3301

    Google Scholar 

  72. Zsila F (2003) FEBS Lett 539:85

    Google Scholar 

  73. Zsila F, Bikadi Z, Simonyi M (2003) Biochem Pharmacol 64:1651

    Google Scholar 

  74. Dzwolak W, Pecul M (2005) FEBS Letters 104:6601

    Google Scholar 

  75. Dzwolak W, Loksztejn A, Galinska-Rakoczy A, Adachi R, GotoY, Rupnicki L (2007) J Amer Chem Soc 129:7517

    Google Scholar 

  76. Loksztejn A, Dzwolak W (2008) J Mol Biol 379:9

    Google Scholar 

  77. Loksztejn A, Dzwolak W (2010) J Mol Biol 395:643

    Google Scholar 

  78. Babenko V, Harada T, Yagi H, Goto Y, Kuroda R, Dzwolak W (2011) Chirality 23:638

    Google Scholar 

  79. Johnson W (2000) Circular dichroism: Principles and applications. Wiley, New York, pp 703–718. (Chap. Circular Dichroism of Peptides and Proteins)

    Google Scholar 

  80. Maurizot J (2000) Circular dichroism: Principles and applications. Wiley, New York, pp 719–739. (Chap. Circular Dichroism of Peptides and Proteins)

    Google Scholar 

  81. Gray D (2000) Circular dichroism: Principles and applications. Wiley, New York, pp 769–796. (Chap. Circular Dichroism: Principles and Applications)

    Google Scholar 

  82. Kypr J, Kejnovska I, Renciuk D, Vorlickova M (2009) Nucleic Acids Res 37:1713

    Google Scholar 

  83. Riazance J, Baase W, Johnson W Jr, Hall K, Cruz P, Tinoco I (1985) Nucleic Acids Res 13:4983

    Google Scholar 

  84. Kwit M, Rozwadowska MD, Gawromiski J, Grajewska A (2009) J Org Chem 74:8051, pMID:19817355, http://pubs.acs.org/doi/pdf/10.1021/jo901175s

  85. Berova N, Ellestad G, Harada N Comprehensive Natural Products II Chemistry and Biology, (Elsevier) Chap.Modern Methods in Natural Product Chemistry: Characterization by Circular Dichroism Spectroscopy, pp 91–147

    Google Scholar 

  86. Berova N, Bari LD, Pescitelli G (2007) Chem Soc Rev 36:914

    Google Scholar 

  87. Stephens PJ, Devlin FJ, Pan J-J (2008) Chirality 20:643

    Google Scholar 

  88. He Y ,Wang B, Dukor RK, Nafie LA (2011) Appl Spectrosc 65:699

    Google Scholar 

  89. Riehl JP, Richardson FS (1977) Chem Rev 77:773

    Google Scholar 

  90. Riehl JP, Richardson FS (1986) Chem Rev 86:1

    Google Scholar 

  91. Gafni A (1978) Biochemistry 17, 1301

    Google Scholar 

  92. Gafni A (1981) J Biol Chem 256:8875

    Google Scholar 

  93. Steinberg N, Wachtel EJ, Gafni A (1982) Biochem 21:2573

    Google Scholar 

  94. Tran CD, Drake AF (1981) Biochem Biophys Res Commun 101:76

    Google Scholar 

  95. Tran C, Beddard GS (1981) Biochem Biophys Acta 678:293

    Google Scholar 

  96. Tran C, Beddard GS (1982) J Am Chem Soc 104:6741

    Google Scholar 

  97. Brittain HM (1996) Chirality 8:357

    Google Scholar 

  98. Goto H, Sawada I, Nomura N (2010) Int J Pol Mat 59:786

    Google Scholar 

  99. Montgomery CP, Murray BS, New EJ, Pal R, Parker D (2009) Accounts of Chemical Research 42:925

    Google Scholar 

  100. Gussakovsky E (2010) Reviews in fluorescence 2008. Springer Science + Business Media, Mill Valley, pp 425–459 (Chap. Circularly Polarized Luminescence (CPL) of Proteins and Protein Complexes)

    Google Scholar 

  101. Riehl J, Muller G (2012) Comprehensive chiroptical spectroscopy: Volume 1—instrumentation, methodologies, and theoretical simulations. Wiley, Hoboken. (Chap. Circularly Polarized Luminscence Spectroscopy and Emission-Detected Circular Dichroism)

    Google Scholar 

  102. Pritchard B, Autschbach J (2010) Chem Phys Chem 11:2409

    Google Scholar 

  103. Pecul M, Ruud K (2011) Phys Chem Chem Phys 11:643

    Google Scholar 

  104. Nesgaard L, Hoffmann S, Andersen C, Malmendal A, Otzen D (2008) Biopolymers 89:779

    Google Scholar 

  105. Sreerama N, Manning M, Powers M, Zhang J, Goldenberg D, Woody R (1999) Biochemistry 38:10814

    Google Scholar 

  106. Crescitelli F, Mommaerts W, Shaw T (1966) P Natl Acad Sci USA 56:1729

    Google Scholar 

  107. Zsila F, Bikadi Z, Simonyi M (2003) Biochem Pharmacol 65:447

    Google Scholar 

  108. Nishii FTI, Kataoka M, Goto Y (1994) Biochemistry 33:4903

    Google Scholar 

  109. Babenko V, Dzwolak W (2011) Chem Commun 47:10686

    Google Scholar 

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Correspondence to Magdalena Pecul .

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Pecul, M., Dzwolak, W. (2014). Electronic Circular Dichroism Spectroscopy in Structural Analysis of Biomolecular Systems. In: Baranska, M. (eds) Optical Spectroscopy and Computational Methods in Biology and Medicine. Challenges and Advances in Computational Chemistry and Physics, vol 14. Springer, Dordrecht. https://doi.org/10.1007/978-94-007-7832-0_6

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