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Synthesis of boronic acid-immobilized monodispersed porous polymer resins using a templating polymerization technique, and their application to packings for separation of saccharides

Research Project

Project/Area Number 15550077
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Analytical chemistry
Research InstitutionTokyo Medical University

Principal Investigator

KITAHARA Keiichi  Tokyo Medical University, Department of Medicine, full-time lecturer, 医学部, 講師 (80074665)

Project Period (FY) 2003 – 2004
Project Status Completed (Fiscal Year 2004)
Budget Amount *help
¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 2004: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 2003: ¥2,600,000 (Direct Cost: ¥2,600,000)
Keywordsanalysis of saccharides / boronic acid immobilized monodispersed polymer resins / templating polymerization / HPLC / Evaporative Light Scattering Detector / solid phase extraction / glycolipids / glycoproteins / ボロン酸結合型単分散コポリマーゲル / 単分散フェニルボロン酸コポリマーゲル
Research Abstract

Boronic acids form stable cyclic esters with cis-diols of saccharides, and therefore are used in the separation of nucleosides, nucleotides, and glycated proteins such as a glycated hemoglobin. In these investigations boronic acids covalently bound to carriers such as silica gel. and polymer resins were used for the separation. However, pH range of silica gel packed column has been limited by the unstability in alkaline solution. On the other hand, the nonuniformity in particle size of the polymer resins is unavoidable in the conventional preparation method, and lowers the resolution efficiency of a chromatographic column.
For separation of saccharides and glycoconjugates, we prepared two types of monodispersed boronic acid immobilized porous styrene-divinylbenzene copolymer particles using a polymerization method based on a templating technique. The polymer particles with 5 μ m particle size was used as the stationary phase for high-performance liquid chromatography. The results of HPLC separation of aldohexoses and aldopentoses revealed that ribose, talose and idose were retained in boronic acid immobilized polymer resins in the pH range of 1.3 〜 11.9. These saccharides exist considerably as a furanose form in an aqueous solution, and therefore, a furanose form probably plays important role in the complex formation between a boronoic acid and saccharides. On the other hand, the solid phase extraction by the polymer particles with 20 μ m particle size was applied to glucose, talose and ganglioside G^<M1>. However no retention with these compounds was observed. This result shows that higher extent of immobilization with boronic acid groups on the polymer surface was required for the solid phase extraction.

Report

(3 results)
  • 2004 Annual Research Report   Final Research Report Summary
  • 2003 Annual Research Report
  • Research Products

    (1 results)

All Other

All Publications (1 results)

  • [Publications] 北原 恵一: "シリカゲルを鋳型とするボロン酸結合型単分散ポリマーゲルの合成と糖分離用カラム充填剤への応用"第65回分析化学討論会講演要旨集. (2004)

    • Related Report
      2003 Annual Research Report

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Published: 2003-04-01   Modified: 2016-04-21  

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