Preparation and Characterization of Novel Branched β-Cyclodextrins Having β-D-Galactose Residues on the Non-reducing Terminal of the Side Chains and Their Specific Interactions with Peanut (Arachis hypogaed) Agglutinin

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概要

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• Six novel branched β-cyclodextrins (βCDs) having β-D-galactose residues on the non-reducing terminal of the sugar side chains, namely 6^1,6^4-di-O-(β-D-galactosyl)-βCD (10), 6-O-(β-D-galactosyl)-βCD (11), 6^1,6^4-di-O-(β-lactosyl)-βCD (14), 6-0-(β-lactosyl)-OCD (15), 6^1,6^4-di-O-(4'-O-β-D-galactosyl-β-lactosyl)-OCD (18), and 6-O-(4'-O-β-D-galactosyl-β-lactosyl)-βcD (19), were chemically synthesized using the trichloroacetimidate method. The reaction products were separated by HPLC on an amino column into dibranched and monobranched βCDs. Their structures were confirmed by mass spectrometry (MS) and two-dimensional (2D) NMR spectroscopic analysis. To study the length of the sugar side chains attached to the CD ring, which leads to differences in the functions of the branched CDs, interactions of these compounds with peanut (Arachis hypogaea) agglutinin (PNA) were investigated using an optical biosensor and an inhibition assay based on hemagglutination. The resuits showed that all branched βCDs interacted with PNA, and the binding affinity was 18>14>10 and 19>15>11 when the derivatives were compared on the basis of side chain length.

• 公益社団法人日本薬学会の論文
• 2004-01-01

著者

• TANIMOTO Toshiko

  School of Pharmaceutical Sciences Mukogawa Women's University

• Usui Taichi

  Department Of Agricultural Chemistry Faculty Of Agriculture Shizuoka University

• Murata Takeomi

  Department Of Applied Biological Chemistry Faculty Of Agriculture Shizuoka University

• Murata Takeomi

  Department Of Applied Biological Cemistry Faculty Of Agriculture Shizuoka University

• KOIZUMI Kyoko

  School of Pharmaceutical Sciences, Mukogawa Women's University

• Koizumi K

  School Of Pharmaceutical Sciences Mukogawa Women's University

• Koizumi Kyoko

  School Of Pharmaceutical Sciences Mukogawa Women's University

• Kitahata S

  Department Of Bioscience And Biotecnology Shinshu University

• IKUTA Akiko

  School of Pharmaceutical Sciences, Mukogawa Women's University

• KITAHATA Sumio

  Department of Bioscience and Biotecnology, Shinshu University

• MIZUTA Naomi

  School of Pharmaceutical Sciences, Mukogawa Women's University

• Ikuta Akiko

  School Of Pharmaceutical Sciences Mukogawa Women's University

• Mizuta Naomi

  School Of Pharmaceutical Sciences Mukogawa Women's University

• Kitahata Sumio

  Department Of Bioscience And Biotechnology Faculty Of Agriculture Shinshu University

• Kobayashi S

  Fukui Univ. Technol. Fukui Jpn

• Tanimoto T

  School Of Pharmaceutical Sciences Mukogawa Women's University

• Tanimoto Toshiko

  School Of Pharmaceutical Science Mukogawa Women's University

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