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The synthesis of oligosaccharide-branched cyclodextrins and their interaction with concanavalin A

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Abstract

New oligosaccharide-branched β-cyclodextrins having a various oligosaccharides in a primary hydroxyl group of β-cyclodextrin(CD) were synthesized and examined for the interaction with the immobilized concanavalin A(ConA) compared with 6-O-glucosyl and maltosyl CD. Oligosaccharides were converted to lactones at the reducing end, which was connected with 6-monoamino-β-CD forming an amide bond. For the analysis of the interaction between ConA immobilized on an aminosilane-hydrogel surface and various oligosaccharide CDs, a biosensor of the FISONS IAsys apparatus based on a resonant mirror detector (RMD) was used. As a result, it interacted with immobilized ConA and both maltosyl-β-CD(3) and maltosyl-γ-CD(6), and glucosylglucono-amide-β-CD(7) with the association constants, Ka of 134, 833 and 8730 M−1, respectively.

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Authors and Affiliations

  1. Faculty of Engineering, Tokyo Institute of Polytechnics, 1583 Iiyama, 243-02, Atsugi, Kanagawa, Japan

    Kenjiro Hattori, Hideo Imata, Kohji Kubota & Keisuke Matsuda

  2. Scientific Instrument Sales Laboratory, Nissei Sangyo Co., Ltd., 20-1 Morinosato Aoyama, 243-01, Atsugi, Kanagawa, Japan

    Chiaki Aoyagi, Keiko Yamamoto & Chiaki **doh

  3. The Noguchi Institute, 1-8-1 Kaga, 173, Itabashi-ku, Tokyo, Japan

    Takashi Yamanoi & Toshiyuki Inazu

Authors
  1. Kenjiro Hattori
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  2. Hideo Imata
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  3. Kohji Kubota
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  4. Keisuke Matsuda
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  5. Chiaki Aoyagi
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  6. Keiko Yamamoto
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  7. Chiaki **doh
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  8. Takashi Yamanoi
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  9. Toshiyuki Inazu
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Hattori, K., Imata, H., Kubota, K. et al. The synthesis of oligosaccharide-branched cyclodextrins and their interaction with concanavalin A. J Incl Phenom Macrocycl Chem 25, 69–72 (1996). https://doi.org/10.1007/BF01041538

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  • DOI: https://doi.org/10.1007/BF01041538

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