Thiamine Derivatives of Disulfide Type. V. Kinetic Studies of the Reaction between Thiamine Propyl Disulfide or Homologes and L-Cysteine
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概要
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The Kinetics between thiamine propyl disulfide or its homologes and L-cysteine were studied under the experimental conditions determined in the preceding paper. The effects of alkyl substitution of TPD on kinetic parameter were also studied, using thiamine benzyl disulfide, thiamine allyl disulfide, and thiamine hydroxyethyl disulfide. The following conclusions were drawn from the results presented. 1) From an analysis of the pH-rate profile of the reaction which followed a second order kinetics throughout the pH range of 3.5 to 13.2,the reaction was revealed as the combination of the following elementary reactions. [numerical formula] where HG_1-SS-Pr is the protonated form of TPD, NH_3^+-Cy-S^- is protonated cysteine anion, and k_1,k_2 and k_3 are specific rate constants of individual elementary reactions. The values determined were 1.82,0.261 and 1.10 in 10^4L. mole^<-1> min. ^<-1>for k_1,k_2 and k_3,respectively. 2) No detectable effect of ionic strength and buffer concentration on the rate constant was observed at pH 4.0 on Reaction (I). 3) The activation energy obtained from an Arrhenius type plot was 12.3 and 10.9 kcal./mole for Reaction (I) and (II) after correction for ionic dissociation of thiol and amino groups in cysteine. 4) From the kinetic data tabulated on TPD derivatives, the order of the reactivity was TBD>TAD-TOED>TPD. The activation energies of Reaction (I) were about 10 to 12 kcal./mole.
- 公益社団法人日本薬学会の論文
- 1967-05-25
著者
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長谷川 淳
Faculty Of Pharmaceutical Sciences University Of Tokyo
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野上 寿
東京大学薬学部
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野上 寿
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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五十里 紀子
グレラン製薬株式会社研究部
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五十里 紀子
Faculty of Pharmaceutical Science, University of Tokyo
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