Literature DB >> 19084825

Deprotonation of beta-cyclodextrin in alkaline solutions.

Ernestas Gaidamauskas1, Eugenijus Norkus, Eugenijus Butkus, Debbie C Crans, Giedre Grinciene.   

Abstract

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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Year:  2008        PMID: 19084825     DOI: 10.1016/j.carres.2008.10.025

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  4 in total

1.  Development of β-Cyclodextrin/Konjac-Based Emulsion Gel for a Pork Backfat Substitute in Emulsion-Type Sausage.

Authors:  Yea-Ji Kim; Dong-Min Shin; Jong-Hyeok Yune; Hyun-Su Jung; Hyuk-Cheol Kwon; Kyung-Woo Lee; Jae-Wook Oh; Beob-Gyun Kim; Sung-Gu Han
Journal:  Gels       Date:  2022-06-11

2.  Formation of Aggregate-Free Gold Nanoparticles in the Cyclodextrin-Tetrachloroaurate System Follows Finke-Watzky Kinetics.

Authors:  Yuri Sergeyevich Pestovsky; Teerapol Srichana
Journal:  Nanomaterials (Basel)       Date:  2022-02-09       Impact factor: 5.076

Review 3.  Solubility of Cyclodextrins and Drug/Cyclodextrin Complexes.

Authors:  Phennapha Saokham; Chutimon Muankaew; Phatsawee Jansook; Thorsteinn Loftsson
Journal:  Molecules       Date:  2018-05-11       Impact factor: 4.411

4.  Determination of Anticancer Zn(II)-Rutin Complex Structures in Solution through Density Functional Theory Calculations of 1H NMR and UV-VIS Spectra.

Authors:  Haroldo C Da Silva; Leonardo A De Souza; Hélio F Dos Santos; Wagner B De Almeida
Journal:  ACS Omega       Date:  2020-02-06
  4 in total

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