SPECTROSCOPIC STUDIES ON THE INCLUSION COMPLEXATION OF VALINE ENANTIOMERS WITH β-CYCLODEXTRIN

  • NURUL YANI RAHIM Universiti Sains Malaysia
  • Goh Soen Qeng
  • Nur Qausar Md Saad

Abstract

Since the β-cyclodextrin (β-CD) molecule has a cavity that is hydrophobic, it is conceivable for it to form inclusion complexes with hydrophobic chemicals when the surrounding environment is aqueous. However, the characterization and binding constant for its inclusion complexation with valine enantiomers have not been thoroughly clarified. Hence, FTIR and UV spectroscopy were utilized to investigate the inclusion complexes formed by the enantiomers L-valine and D-valine in aqueous solution with β-CD. According to the FTIR spectra, the differing relative intensities, and characteristic band shifts of the two enantiomers show that they have different interactions when they are complexed with β-CD. Experiments with the FTIR spectrometer indicated a discernible decreasing of the C-O stretching and ring deformation, both of which point to the embedding of valine into the β-CD cavity. When β-CD is present, it is shown that there are significant variances between L- and D-valine at neutral pH.  The Benesi–Hildebrand plot was used to determine the stoichiometry ratio as well as the binding constant of the inclusion complexes. The inclusion complex involving β-CD and the enantiomer of valine had a stoichiometry ratio of 1:1. L-valine has a binding constant that is 4922.47 M-1, which is higher than that of D-valine that is 1010.67 M-1.  Based on these findings, it appeared that β-CD formed inclusion complexes with L-valine more preferentially rather than D-valine. According to the findings, β-CD possesses the potential to act as an effective chiral selector for valine enantiomers.

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Published
2023-10-31
How to Cite
RAHIM, NURUL YANI; QENG, Goh Soen; MD SAAD, Nur Qausar. SPECTROSCOPIC STUDIES ON THE INCLUSION COMPLEXATION OF VALINE ENANTIOMERS WITH β-CYCLODEXTRIN. Journal of Academia, [S.l.], v. 11, n. 2, p. 127-137, oct. 2023. ISSN 2289-6368. Available at: <https://myjms.mohe.gov.my/index.php/joa/article/view/23200>. Date accessed: 17 apr. 2024.
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