Synthesis of organoselenium-modified β-cyclodextrins possessing a 1,2-benzisoselenazol-3(2H)-one moiety and their enzyme-mimic study

Document Type

Article

Publication Date

2-23-2002

Abstract

Six novel H2O-soluble β-cyclodextrin derivatives containing a 1,2-benzisoselenazol-3(2H)-one moiety were synthesized by a convenient method in 25-60% yield and characterized by MS, elemental analysis, IR, 1H-NMR, and UV/VIS spectroscopy. The conformations of these β-cyclodextrin derivatives 1-6 were analyzed by circular dichroism and fluorescence-lifetime experiments. The superoxide dismutase (SOD) activities of 1-6 were determined by auto-oxidation of pyrogallol at 25.0° in buffer solution (pH 8.2), giving relatively high SOD activities of up to 121-330 U/mg. Also, the glutathione peroxidase (GPX) activities of hosts 1-6, determined by the method of Wilson at 37° in buffer solution (pH 7.0), show good GPX activities in the range of 0.34-0.86 U/μmol. The mimicking results of the bifunctional artificial enzyme models 1-6 were globally compared with regard to their structural and conformational difference.

Publication Source (Journal or Book title)

Helvetica Chimica Acta

First Page

9

Last Page

18

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