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Binary and Ternary Complexes Between Lauryl Hexaoxyethylene, Benzoate and Cyclodextrin. Part II. β-CD

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Abstract

The characterization of binary and ternary complexes of benzoate, lauryl hexaoxyethylene (C12E6) and β-CD is presented. The complexation equilibrium was characterized by UV-Vis spectrophotometry, titration microcalorimetry, capillary electrophoresis, and 2D ROESY 1H-NMR. Results suggested that β-CD forms one complex with C12E6in the stoichiometric ratio of β-CD : C12E61.5 : 1, with a stability constant 1.3 × 105 M-1.5. The 2-D ROESY 1H-NMR spectrum indicated that C12E6is included inside the β-CD cavity. The primary binding site of C12E6 is on the lauryl subunit of this molecule. Analogous to a previously reported study of α-CD, the combination of β-CD and C12E6precipitated from the solution. Addition of benzoate seemed to dissolve the precipitate and nearly doubled the apparent stability constant of the complex. Results from the various techniques supported formation of ternary complexes between β-CD, C12E6, and benzoate.

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References

  1. T. Cserhati and J. Szejtli: Carbohydr. Res. 224, 165 (1992).

    Google Scholar 

  2. P. Hodul, P. Talaba, I. Srokova, A. Marcincin, and M. Peterova: Tenside Surf. Det. 34, 169 (1997).

    Google Scholar 

  3. V. Turco Liveri, G. Cavallaro, G. Giammona, G. Pitarresi, G. Puglisi, and C. Ventura: Thermochim. Acta 199, 125 (1992).

    Google Scholar 

  4. I. Topchieva and K. Karezin; J. Colloid Interface Sci. 213, 29 (1999).

    Google Scholar 

  5. Y. Saito, H. Ueda, M. Abe, T. Sato, and S.D. Christian: Colloids and Surfaces A Physicochem. Eng. Aspects 135, 103 (1998).

    Google Scholar 

  6. V.K. Smith, T.T. Ndou, and I.M. Warner: Appl. Spectrosc. 46, 659 (1992).

    Google Scholar 

  7. V.K. Smith, T.T. Ndou, A.P. Munoz, and I.A. Warner: J. Incl. Phenom. Mol. Recog. Chem. 10, 471 (1991).

    Google Scholar 

  8. E. Schneiderman and A.M. Stalcup: J. Incl. Phenom. Mol. Recog. Chem, under review.

  9. J. Lin, F. Djedaini-Pilard, P. Guenot, and B. Perly: Supramol. Chem. 7, 175 (1996).

    Google Scholar 

  10. R. Lu, J. Hao, H. Wang, and L. Tong: J. Incl. Phenom. Mol. Recog. Chem. 28, 213 (1997).

    Google Scholar 

  11. T. Wiseman, S. Williston, J.F. Brandts, and L.-N. Lin: Anal. Biochem. 179, 131 (1989).

    Google Scholar 

  12. Y. Matsui and S. Tokunaga: Bull. Chem. Soc. Jpn. 69, 2477 (1996).

    Google Scholar 

  13. D. Salvatierra, C. Jaime, A. Virgili, and F. Sanchez-Ferrando: J. Org. Chem. 61, 9578 (1996).

    Google Scholar 

  14. Manual for Omega-ITC Calorimeter (1989) and references herein.

  15. I.N. Topchieva, E.I. Popova, I.G. Kalashnikov, I.G. Panova, V.G. Avakyan, A.L. Ksenofontov, and V.I. Gerasimov: Dokl. Chem. 357, 306 (1997).

    Google Scholar 

  16. A. Nardi, S. Fanali, and F. Foret: Electrophoresis 11, 774 (1990).

    Google Scholar 

  17. T.L. Hwang and A.J. Shaka: J. Magn. Reson. 102, 155 (1993).

    Google Scholar 

  18. H.J. Schneider, F. Hacket, and V. Rüdiger: Chem. Rev. 98, 1755 (1998).

    Google Scholar 

  19. P.G. Nilsson, H. Wennerstrom, and B. Lindman: J. Phys. Chem. 87, 1377 (1983).

    Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, University of Cincinnati, Cincinnati, OH, 45221-0172, USA

    Eva Schneiderman, Elwood Brooks & Apryll M. Stalcup

  2. DRECAM/SCM, CEA Saclay, F-91191, Gif sur Yvette, France

    Bruno Perly

Authors
  1. Eva Schneiderman
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  2. Bruno Perly
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  3. Elwood Brooks
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  4. Apryll M. Stalcup
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Schneiderman, E., Perly, B., Brooks, E. et al. Binary and Ternary Complexes Between Lauryl Hexaoxyethylene, Benzoate and Cyclodextrin. Part II. β-CD. Journal of Inclusion Phenomena 43, 43–50 (2002). https://doi.org/10.1023/A:1020411511591

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