Document Detail


"Clickable" affinity ligands for effective separation of glycoproteins.
MedLine Citation:
PMID:  20403604     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
Thummaruk Suksrichavalit; Keiichi Yoshimatsu; Virapong Prachayasittikul; Leif Bülow; Lei Ye
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2010-04-01
Journal Detail:
Title:  Journal of chromatography. A     Volume:  1217     ISSN:  1873-3778     ISO Abbreviation:  J Chromatogr A     Publication Date:  2010 Jun 
Date Detail:
Created Date:  2010-05-11     Completed Date:  2010-08-26     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9318488     Medline TA:  J Chromatogr A     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  3635-41     Citation Subset:  IM    
Copyright Information:
Copyright 2010 Elsevier B.V. All rights reserved.
Affiliation:
Department of Pure and Applied Biochemistry, Centre for Chemistry and Chemical Engineering, Lund University, Lund, Sweden.
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MeSH Terms
Descriptor/Qualifier:
Animals
Azides / chemistry
Boronic Acids / chemical synthesis,  chemistry*
Cattle
Chickens
Chromatography, Affinity / methods*
Electrophoresis, Polyacrylamide Gel
Escherichia coli Proteins / chemistry
Glycoproteins / chemistry,  isolation & purification*
Hydrogen-Ion Concentration
Ovalbumin / chemistry
Protein Binding
Ribonuclease, Pancreatic / chemistry,  isolation & purification
Ribonucleases / chemistry,  isolation & purification
Sepharose / chemistry
Serum Albumin, Bovine / chemistry,  isolation & purification
Chemical
Reg. No./Substance:
0/Azides; 0/Boronic Acids; 0/Escherichia coli Proteins; 0/Glycoproteins; 0/Serum Albumin, Bovine; 9006-59-1/Ovalbumin; 9012-36-6/Sepharose; EC 3.1.-/Ribonucleases; EC 3.1.27.-/ribonuclease B; EC 3.1.27.5/Ribonuclease, Pancreatic

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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