Simultaneous Analysis of Reactivity of L-Cysteic Acid or L-Cysteine Having Three Different Kinds of Functional Groups

  • IMAIZUMI Hiroshi
    Department of Chemistry and Chemical Engineering, Faculty of Engineering, Niigata University
  • NAGASAWA Satoshi
    Graduate School of Science and Technology, Niigata University
  • KANO Naoki
    Department of Chemistry and Chemical Engineering, Faculty of Engineering, Niigata University

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Other Title
  • 異なる3種の官能基を持つL‐システイン酸とL‐システインの反応性の同時解析
  • コトナル 3シュ ノ カンノウキ オ モツ L システインサン ト L システイン ノ ハンノウセイ ノ ドウジ カイセキ

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Abstract

In order to clarify both the effect of tritium (3H or T) on the ecosystem and the reactivity of materials having H atoms, the reactivity of L-cysteic acid (or L-cysteine) having three different kinds of functional groups was studied. The hydrogen-isotope exchange reaction between each compound and HTO vapor (T-for-H exchange reaction) was observed at 50-70°C, and the reaction was analyzed with both the A″-McKay plot method and the data obtained from the exchange reaction. The following seven matters have been consequently found in the T-for-H exchange reaction. (1) The reactivity of the functional groups in each compound increases with increasing temperature. (2) As to L-cysteic acid, the reactivity of SO3H group is 2.6 times greater than that of COOH one, and is 5.6 times greater than that of NH2 one. (3) As to L-cysteine, the reactivity of SH group is 1.4 times greater than that of COOH one, and 3.5 times greater than that of NH2 one. (4) The reactivity of NH2 group progressed by the substituent having large electron-attractive effect, however, the reactivity of COOH group does not so progress by such a substituent. (5) Applying the A″-McKay plot method, the reactivity of the three functional groups in each aliphatic compound can be nondestructively and simultaneously clarified under the condition of non-masking reagent. (6) Degree of T-incorporation in a certain material can be nondestructively and quantitatively clarified. (7) The results obtained in this work is useful to prevent T contamination in the environment and to clarify the reactivity of the materials having plural functional groups, and the method used in this work can be also useful as a analytical method to obtain the reactivity of multi-functional groups in a certain compound.

Journal

  • RADIOISOTOPES

    RADIOISOTOPES 55 (12), 709-718, 2006

    Japan Radioisotope Association

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