Deprotonation of beta-cyclodextrin in alkaline solutions.

نویسندگان

  • Ernestas Gaidamauskas
  • Eugenijus Norkus
  • Eugenijus Butkus
  • Debbie C Crans
  • Giedre Grinciene
چکیده

Variable pH (13)C NMR and (1)H NMR spectroscopic studies of the beta-cyclodextrin (beta-CD) in alkaline aqueous solutions revealed that beta-CD does not deprotonate at pH<12.0. Further increase in solution pH results in the deprotonation of OH-groups adjacent to C-2 and C-3 carbon atoms of beta-CD glucopyranose units, whereas the deprotonation of OH-groups adjacent to C-6 carbon atoms is expressed less markedly. The pK(a) values for beta-CD OH-groups adjacent to C-2 and C-3 carbon atoms are rather close, pK(a1,2) being 13.5+/-0.2 (22.5 degrees C).

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عنوان ژورنال:
  • Carbohydrate research

دوره 344 2  شماره 

صفحات  -

تاریخ انتشار 2009