Nuclear Magnetic Resonance Spectroscopy of Amino-sugars. III. Substitutional and Configurational Effects of Amino Group and Related Functions on the Chemical Shift and Coupling Constant in Deuterium Oxide
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概要
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The nuclear magnetic resonance spectra of methyl amino-hexopyranosides in the forms of free base, hydrochloride and N-acetate were measured in deuterium oxide and, in part, in pyridine. The spectrum of the free base showed a multiplet at higher field than 7 p.p.m., caused by weakly deshielding of an amino group. The analysis of this signal was shown to offer information in the vicinity of an amino group. The spectrum of the hydrochloride showed long-range deshielding of an anomeric proton along with other ring protons, possibly induced by the electric field of an ammonium cation. The long-range deshielding due to an acetamido group was weaker than an ammonium group. It was observed in a variety of the derivatives that H_2 of α-glucopyranoses resonated at lower field with greater J_<1,2> values than those of α-mannopyranoses. The differences presented ready distinction between the two isomers.
- 公益社団法人日本薬学会の論文
- 1966-11-25
著者
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井上 重治
Central Research Laboratories, Meiji Seika Kaisha, Ltd.
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井上 重治
Central Research Laboratories Meiji Seika Kaisha Ltd.
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