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Isolation, Purification and Characterization of Large-Ring Cyclodextrins (CD36∼ ∼CD39)

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Abstract

Large-ring cyclodextrins (LR-CDs) composed of more than 9 d-glucose units are not well studied. In this study, LR-CDs composed of 36, 37, 38 and 39 d-glucose units (CD36∼ ∼CD39) were isolated and purified from a LR-CD mixture, and their physicochemical properties including aqueous solubility, surface tension, specific rotation and acid-catalyzed hydrolysis rate were elucidated. The aqueous solubilities of CD36∼ ∼CD39 were greater than those of α-, β-, γ-CD, CD9, CD10, CD14 and CD26. CD36∼ ∼CD39 did not show any surface activity. The acid-catalyzed hydrolysis of CD36∼ ∼CD39 was a little faster than that of other LR-CDs (CD9∼ ∼CD35). There was no marked difference in specific rotation or the acid-catalyzed hydrolysis rate among CD36∼ ∼CD39. Furthermore, we compared these findings with the physicochemical properties of α-, β-, γ-CD and other LR-CDs (CD9∼ ∼CD35).

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Acknowledgements

The authors are grateful to Dr. T. Takaha and Dr. Y. Terada (Biochemical Research Laboratory, Ezaki Glico Co., Ltd.) for generously providing the LR-CD mixture, Prof. T. Tanimoto (Mukogawa Women’s University) for carrying out some of the MALDI-TOF MS measurements, and former graduate students engaged in research into LR-CDs.

This work was supported in part by a grant from the Ministry of Education, Culture, Sports, Science and Technology of Japan.

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Authors and Affiliations

  1. Department of Physical Chemistry, Hoshi University, 4-41, Ebara 2-chome, 142-8501, Shinagawa-ku, Tokyo, Japan

    Hiroaki Taira, Hiromasa Nagase, Tomohiro Endo & Haruhisa Ueda

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  1. Hiroaki Taira
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  2. Hiromasa Nagase
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  3. Tomohiro Endo
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  4. Haruhisa Ueda
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Correspondence to Haruhisa Ueda.

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Taira, H., Nagase, H., Endo, T. et al. Isolation, Purification and Characterization of Large-Ring Cyclodextrins (CD36∼ ∼CD39). J Incl Phenom Macrocycl Chem 56, 23–28 (2006). https://doi.org/10.1007/s10847-006-9055-8

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  • DOI: https://doi.org/10.1007/s10847-006-9055-8

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