Synthesis of Glyco-Cluster-Modified Cyclodextrins and Dual Recognition for Lectin Proteins and Drugs.

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  • Hattori Kenjiro
    Tokyo Institute of Polytechnics, Faculty of Engineering, Department of Applied Chemistry
  • Inazu Toshiyuki
    財団法人野口研究所研究部糖鎖有機化学研究室

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  • 糖鎖クラスターシクロデキストリンの合成及びレクチンタンパクと医薬品に対する二重認識について
  • トウサ クラスター シクロデキストリン ノ ゴウセイ オヨビ レクチンタンパク ト イヤクヒン ニ タイスル ニジュウ ニンシキ ニ ツイテ

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Abstract

The efficient synthesis of the high mannose-type oligosaccharide-branched cyclodextrins was carried out. Evaluation of the dual molecular recognition consisting of saccharide-recognition with concanavalin A of the lectin protein, and the inclusion interactions with immobilized cholic acid and doxorubicin as a model drug analyzed by SPR assay. The high mannosyl type oligosaccharide-branched CD (M6CD and M7CD) showed a tight interaction both with lectin and a drug, showing a Ka of 107M-1 or more. The number of sugar antennas and the length of the spacer arm are quite important for the dual recognition with protein and drug. We can foresee applications of the sugar cluster-branched CD to a targeting drug delivery system.

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