亞硼酸─苯基磺醯基化學探針分子之合成及其在醣蛋白微陣列晶片上之應用

劉軒宇

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亞硼酸─苯基磺醯基化學探針分子之合成及其在醣蛋白微陣列晶片上之應用

Synthesis of Boronic Acid-Tosyl Chemical Probes and It''s Applications in Glycoprotein Microarray

劉軒宇 , Masters　　Advisor：林伯樵　　

繁體中文

亞硼酸；苯基磺醯基；張力促進疊氮-炔環加成反應；微陣列晶片；蛋白質固定化； Boronic acid ； Protein immobilization ； Microarray ； Strain-promoted azide-alkyne cycloaddition ； Tosyl

Abstract │ Reference (67) │ Altmetrics

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Protein microarray is a high-throughput screening platform in the study of protein-protein interaction. However, the orientation and structure integrity of immobilized proteins can considerably affect the corresponding biological activity. To date this end, amino-cyclooctyne and a series of boronic acid (BA)-tosyl chemical probes have been synthesized, and used in the fabrication of glycoprotein microarray. Accordingly, strain-promoted azide-alkyne cycloaddition under homogeneous condition have been shown to improve the efficiency of BA-tosyl chemical probe modification on microarray surface. BA-tosyl functionalized surface can conduct the anchoring of glycoproteins. The boronic acid component recognizes the diols of glycan to form boronate diester ring. The resulting proximity effect can trigger a SN2 reaction by nucleophilic residues of protein to the tosyl group of the chemical probe, thereby immobilizes the protein of interest on microarray surface. In this research, a highly efficient strategy for the immobilization of glycoproteins is proposed and then applied in the study of glycoprotein-protein interactions.

Reference ( 67 ) 〈TOP〉

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(6) Melton, M. Nature 2004, 429, 101-107.
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(7) Hall, D. A.; Ptacek, J.; Snyder, M. Mech. Ageing Dev. 2007, 128, 161-167.
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