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Title: "Clickable" affinity ligands for effective separation of glycoproteins
Authors: Thummaruk Suksrichavalit
Keiichi Yoshimatsu
Virapong Prachayasittikul
Leif Bülow
Lei Ye
Lunds Universitet
Mahidol University
Keywords: Biochemistry, Genetics and Molecular Biology;Chemistry
Issue Date: 1-Jun-2010
Citation: Journal of Chromatography A. Vol.1217, No.23 (2010), 3635-3641
Abstract: In this paper, we present a new modular approach to immobilize boronic acid ligands that can offer effective separation of glycoproteins. A new " clickable" boronic acid ligand was synthesized by introducing a terminal acetylene group into commercially available 3-aminophenyl boronic acid. The clickable ligand, 3-(prop-2-. ynyloxycarbonylamino). phenylboronic acid (2) could be easily coupled to azide-functionalized hydrophilic Sepharose using Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction under mild condition. Compared to other boronic acid affinity gels, the new affinity gel displayed superior effectiveness in separating model glycoproteins (ovalbumin and RNase B) from closely related bovine serum albumin and RNase A in the presence of crude Escherichia coli proteins. Because of the simplicity of the immobilization through " click chemistry" , the new ligand 2 is expected to not only offer improved glycoprotein separation in other formats, but also act as a useful building block to develop new chemical sensors for analysis of other glycan compounds. © 2010 Elsevier B.V.
ISSN: 00219673
Appears in Collections:Scopus 2006-2010

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