Thiamine Derivatives of Disulfide Type. XV. The Ring Opening-closing Reactions of 4-Methylthiazolium Salts
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概要
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The ring opening-closing reaction of the thiazolium moiety of thiamine was studied by the pH-stat method at 20° and 30°. The reaction could be represented by the following equations. thiazolium salt [chemical formula] pseudo-base [chemical formula] thiol form ; k_1=k_1' (OH^-) ; k_4=k_4'(H^+) Between pH 7 and pH 11,the rate constant k_2 was nearly equal to k_3 but it was considerably larger than k_1 and k_4 in magnitude. The negative dependency of k_1 and k_4 on the ionic strength was observed. The rate constants, k_1' and k_4', were also obtained in the analogous reactions of 3-benzyl-4-methylthiazolium chloride, 4-methyl-3-phenyl-ethylthiazolium bromide and 3,4-dimethylthiazolium iodide. Reference was made to the mechanism of the thiol exchange reactions between thiamine derivatives of disulfide type (IV) and thiols, and it was confirmed that the rapid ring closing reaction to the thiazolium salt hindered the formation of IV from thiol form of thiamine below neutral pH.
- 公益社団法人日本薬学会の論文
- 1973-04-25
著者
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長谷川 淳
Faculty Of Pharmaceutical Sciences University Of Tokyo
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力久 忠昭
Faculty Of Pharmaceutical Sciences University Of Chiba
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野上 寿
Faculty of Pharmaceutical Sciences, University of Tokyo
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力久 忠昭
Faculty Of Pharmaceutical Sciences University Of Tokyo
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野上 寿
Faculty Of Pharmaceutical Sciences University Of Tokyo
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