Coenzyme models. IX. Micellar catalysis of isoalloxazine (flavin) oxidation of dithiol.
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概要
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The influence of micelles on the reaction of isoalloxazines and 1,4-butanedithiol(BDT) was studied. The p<I>K</I><SUB>a</SUB> of BDT was lowered by 0.3 p<I>K</I> unit in the presence of the hexadecyltrimethylammonium bromide(CTAB) micelle, indicating the formation of "hydrophobic ion pairs." The apparent second-order rate constant for the reaction of 3-methyl-10-ethylisoalloxazine and BDT increased by 18-fold on addition of CTAB(3 mM). The UV-visible spectrum of 3-hexadecyl-10-butylisoalloxazine in the presence of the CTAB micelle was similar to that in organic solvents, the rate being enhanced by more than 400-fold as compared with that in a nonmicellar system. Anionic(SDS) and nonionic(Brij-35) micelles suppressed the reaction. The results show that the flavin oxidation of dithiol is facilitated by the environments of the CTAB micelle.
- 公益社団法人 日本化学会の論文
著者
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Kunitake Toyoki
Department Of Chemical Engineering & Technology Faculty Of Engineering Kyushu University
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Shinkai Seiji
Department Of Applied Chemistry Faculty Of Engineering Kyushu University
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