Isolation, Purification and Characterization of Cyclomaltooctadecaose (v-Cyclodextrin), Cyclomaltononadecaose (ζ-Cyclodextrin), Cyclomaltoeicosaose (o-Cyclodextrin) and Cyclomaltoheneicosaose (π-Cyclodextrin)

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概要

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• Under standard conditions, i.e. use of natural starches as substrates and long reaction times, it has been confirmed that cyclodextrin glucotranferase (CGTase) produces not only conventional α-, β-, and γ-cyclodextrins (CDs) but also large-ring CDs (LR-CDs) composed of 9 to 17 glucopyranose units as minor products. Recently, it was reported that CGTase produced cyclic α-1,4-glucans with degrees of polymerization ranging from 9 to more than 60 units under different reaction conditions such as the use of synthetic amyloses as substrates and short reaction times. However, the maximum size of LR-CDs which can be produced by CGTase under standard conditions, has not yet been determined. Therefore, in the present study we searched for LR-CDs composed of more than 18 glucopyranose units in commercially available CD powder produced by CGTase from potato starch. We found 4 new kinds of LR-CD, cyclomaltooctadecaose (v-CD), cyclomaltononadecaose (ζ-CD), cyclomaltoeicosaose (o-CD) and cyclomaltoheneicosaose (π-CD), and these were purified by a combination of HPLC and column chromatography. Their molecular weights were determined by FAB-MS, and their α-(1→4)-linked cyclic structures were identified by ^1H-NMR and ^<13>C-NMR. The ^<13>C-NMR chemical shifts of these new LR-CDs were elucidated and compared with 9 kinds of previously reported LR-CDs. Their structures were predicted to be similar to those of cyclomaltodecaose (ε-CD) and cyclomaltotetradecaose (l-CD). These results indicate that CGTase can produce LR-CDs consisting of up to about 20 glucopyranose units under standard reaction conditions.

• 社団法人日本薬学会の論文
• 1998-11-15

著者

• Shigihara Atsushi

  Information Science Laboratory Hoshi University

• Nagase Hidetaka

  大鵬薬品工業

• Shigihara Atsushi

  Fac. Of Pharmaceutical Sciences Hoshi Univ. Shinagawa Tokyo 142-8501 Jpn

• Endo T

  Graduate School Of Pharmaceutical Sciences Hokkaido University

• Endo T

  Department Of Physical Chemistry Hoshi University

• Endo Tomohiro

  Department of Materials, Physics and Energy Engineering, Nagoya University

• Nagai T

  Department Of Pharmaceutics Hoshi University

• Ueda H

  Faculty Of Pharmaceutical Sciences Josai University

• NAGASE Hiromasa

  Department of Physical Chemistry, Hoshi University

• UEDA Haruhisa

  Department of Physical Chemistry, Hoshi University

• KOBAYASHI Shoichi

  National Food and Research Institute, Ministry of Agriculture, Forestry and Fisheries

• NAGAI Tsuneji

  Faculty of Pharmaceutical Sciences, Hoshi University

• Ueda H

  Kyoto Pharmaceutical University

• Kobayashi S

  Eisai Research Institute Of Boston Inc.

• Ueda H

  Hoshi Univ. Tokyo Jpn

• Ueda H

  Department Of Physical Chemistry Hoshi University

• Ueda H

  Faculty Of Pharmaceutical Sciences Hoshi University

• Ueda Haruhisa

  Research Institute For Scientific Measurements Tohoku University

• Ueda Haruhisa

  Faculty Of Pharmaceutical Science Hoshi University

• Ueda Haruhisa

  Department Of Physical Chemistry Hoshi University

• Kobayashi Shoichi

  Laboratory Of Food And Health Science Department Of Agro-bioscience Faculty Of Agriculture Iwate Uni

• Ueda Hideo

  Fac. Of Pharmaceutical Sciences Josai Univ.

• Kobayashi Shigeki

  Department Of Analytical Chemistry Of Medicines Showa Phamaceutical University

• Ueda H

  Fac. Of Pharmaceutical Sciences Josai Univ.

• Kobayashi Shigeki

  Department Of Analytical Chemistry Of Medicines Showa Pharmaceutical University

• 上田 仁司

  Kawanishi Pharma Research Institute Nippon Boehringer Ingelheim Co. Ltd.

• Kobayashi Shigeki

  Div. Of Analytical Chemistry Of Medicines Showa Pharmaceutical Univ.

• Nagase H

  Pharmacobioregulation Research Laboratory Taiho Pharmaceutical Co. Ltd.

• Nagai Tsuneji

  Faculty Of Pharmaceutical Sciences Hoshi University

• Endo Tomohiro

  Department Of Material Physics And Energy Engineering Graduate School Of Engineering Nagoya Universi

• Endo Tomohiro

  Department Of Functional Radiation Sciences Hoshi University

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