Cyclodextrin-dialdehyde prepared by periodate oxidation.

• KOBAYASHI Mikihiko

  Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University

• URAYAMA Tadanori

  Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University

• SUZAWA Itsuko

  Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University

• TAKAGI Shiro

  Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University

• MATSUDA Kazuo

  Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University Present address: Iwaki-Meisei University

• ICHISHIMA Eiji

  Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University

抄録

Dialdehyde derivative of cyclodextrin (dial-CD) was prepared by oxidation with sodium metaperiodate, because the oxidative cleavage with periodate would theoretically provide 2', 3'-dialdehyde derivatives of the α-1, 4-linked glucans. The α-CD oxidized with equimolar periodate (dial-α-CD I) was separated from the unoxidized native α-CD by column chromatography on Sephadex G-15, where the peak of dial-α-CD I was eluted faster than the native α-CD and corresponded to the reducing power. Since the hydrated forms of dial-CD gave no characteristic spectral pattern of the dialdehyde groups, the structure of the dial-CD was deduced by IR and ¹³C-NMR spectral analysis for a dicarboxylate derivative of the dial-α-CD. The dial-α-CD I has an average of 3.5 glucose residues oxidized into the dialdehyde structure. Among the possible 13 isomers of the dial:α-CD, isomers IA, IIAB, IIAC, IIIABC, and IIIABD were the predominant forms, which were identified by the measurement of maltooligosaccharides derived from the dial-α-CD I by NaBH₄ reduction and acid treatment. Moreover, the reactivity of the dial-α-CD I was demonstrated by adduct formation with lysine and glycine, which was analyzed by gel filtration patterns on a Sephadex G-15 column.

収録刊行物

• Agricultural and Biological Chemistry

  Agricultural and Biological Chemistry 52 (11), 2695-2702, 1988

  公益社団法人 日本農芸化学会

キーワード

• General Agricultural and Biological Sciences
• General Biochemistry, Genetics and Molecular Biology

詳細情報

• CRID: 1390282681441256832
• NII論文ID: 110006323527
• NII書誌ID: AA00515312
• DOI: 10.1271/bbb1961.52.2695
• COI: 1:CAS:528:DyaL1MXnsF2gsw%3D%3D
• ISSN: 18811280
• ISSN: 00021369
• 本文言語コード: en
• データソース種別:
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• 抄録ライセンスフラグ: 使用不可