13C-NMR study of the solvent effect of the N-acetyl-L-alanine methyl ester.
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概要
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The <SUP>13</SUP>C-NMR spectra of the <I>N</I>-acetyl-L-alanine methyl ester in solution were observed in order to clarity the solvent effect. The assignment of the two kinds of carbonyl groups was carried out on the basis of the difference in the long-range <SUP>1</SUP>H–<SUP>13</SUP>C coupling patterns and the spectral change through the hydrolysis of the ester group in a D<SUB>2</SUB>O solution. The internal rotational angle around the N–C<SUP>α</SUP> bond was estimated as −94° from the observed value of <SUP>3</SUP><I>J</I><SUB>C<U>′</U>−N−C″−H</SUB>, using Bystrov equation. In a trifiuoroacetic acid solution, the formation of strong hydrogen bonds accompanying partial protonation between the <I>N</I>-acetyl-L-alanine methyl ester and the solvent was suggested. Moreover, the acetyl C=O group tends to interact with trifiuoroacetic acid more strongly than the alanyl C=O group.
- 公益社団法人 日本化学会の論文
著者
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Asakura Tetsuo
Department Of Biochemistry And Life Sciences Faculty Of Technology Tokyo University Of Agriculture A
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Nishioka Atsuo
Department of Polymer Chemistry, Faculty of Engineering, Tokyo Institute of Technology
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