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IR Study on Aqueous Solution Behavior of D-Cycloserine
Authors:Ho-Hi Lee  Hisanori Yamaguchi  Hitoshi Senda  Shiro Maeda  Akio Kuwae  Kazuhiko Hanai
Affiliation:1. Department of Chemistry and Chemical Engineering, Faculty of Technology , Kanazawa University , Kanazawa, 920, Japan;2. Department of Applied Chemistry and Biotechnology, Faculty of Engineering , Fukui University , Fukui, 910, Japan;3. Institute of Natural Sciences, Nagoya City University , Nagoya, 467, Japan;4. Gifu Pharmaceutical University , Gifu, 502, Japan
Abstract:IR spectra were measured for an antitubercular agent, D-cycloserine (CS), and the hydrolyzate, β-aminooxy-D-alanine (AOA) and the dimer, cis-3, 6-bis(aminooxymethyl)-2, 5-piperadinedione (CS-dimer) at various pHs in aqueous solutions. Molecular species existing in the ionic equilibria were characterized by the pH dependence of the spectra. Band assignments were carried out by reference to the spectra of D20 solutions and those of related compounds. Spontaneous transformation of CS to CS-dimer was observed by the IR spectra for the neutral aqueous solution. The spectral evidence suggested that the non-ionic form of CS plays a key role in the dimerization process.
Keywords:D-Cycloserine  hydrolysis  dimerization  IR spectra
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