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Reactivity of 2,2-Diphenyl-1-picrylhydrazyl Solubilized in Water by beta-Cyclodextrin and Its Methylated Derivative

Title
Reactivity of 2,2-Diphenyl-1-picrylhydrazyl Solubilized in Water by beta-Cyclodextrin and Its Methylated Derivative
Authors
Nakanishi, IkuoOhkubo, KeiKamibayashi, MasatoOgawa, YukihiroOzawa, ToshihikoMatsumoto, Ken-IchiroFukuzumi, Shunichi
Ewha Authors
Shunichi Fukuzumi
SCOPUS Author ID
Shunichi Fukuzumiscopus
Issue Date
2016
Journal Title
CHEMISTRYSELECT
ISSN
2365-6549JCR Link
Citation
vol. 1, no. 12, pp. 3367 - 3370
Keywords
antioxidantscyclodextrinsradicalsradical reactionskinetics
Publisher
WILEY-V C H VERLAG GMBH
Indexed
SCIE WOS
Abstract
A stable radical, 2,2-diphenyl-1-picrylhydrazyl (DPPH center dot), frequently used as a reactivity model of reactive oxygen species, was successfully solubilized in water by forming an inclusion complex with beta-cyclodextrin (beta-CD), but the yield was less than 1%. When beta-CD was replaced with 2,6-di-O-methyl-beta-cyclodextrin (DM-beta-CD), the solubility of DPPH center dot in water improved significantly. However, the reactivity of DM-beta-CD-solubilized DPPH center dot toward water-soluble antioxidants, such as ascorbate, Trolox, and caffeic acid, was significantly lower than that of beta CD-solubilized DPPH center dot due to the steric hindrance of the methyl groups in DM-beta-CD. Therefore, beta-CD-solubilized DPPH center dot is suitable for evaluating the innate activity of water-soluble antioxidants.
DOI
10.1002/slct.201600745
Appears in Collections:
자연과학대학 > 화학·나노과학전공 > Journal papers
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