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Fluorescent Boronic Acid Polymer Grafted on Silica Particles for Affinity Separation of Saccharides.

Xu, Zhifeng LU ; Uddin, Khan Mohammad Ahsan; Kamra, Tripta LU ; Schnadt, Joachim LU and Ye, Lei LU (2014) In ACS Applied Materials and Interfaces 6(3). p.1406-1414
Abstract
Boronic acid affinity gels are important for effective separation of biological active cis-diols, and are finding applications both in biotech industry and in biomedical research areas. To increase the efficacy of boronate affinity separation, it is interesting to introduce repeating boronic acid units in flexible polymer chains attached on solid materials. In this work, we synthesize polymer brushes containing boronic acid repeating units on silica gels using surface-initiated atom transfer radical polymerization (ATRP). A fluorescent boronic acid monomer is first prepared from an azide-tagged fluorogenic boronic acid and an alkyne-containing acrylate by Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction (the CuAAC click chemistry). The... (More)
Boronic acid affinity gels are important for effective separation of biological active cis-diols, and are finding applications both in biotech industry and in biomedical research areas. To increase the efficacy of boronate affinity separation, it is interesting to introduce repeating boronic acid units in flexible polymer chains attached on solid materials. In this work, we synthesize polymer brushes containing boronic acid repeating units on silica gels using surface-initiated atom transfer radical polymerization (ATRP). A fluorescent boronic acid monomer is first prepared from an azide-tagged fluorogenic boronic acid and an alkyne-containing acrylate by Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction (the CuAAC click chemistry). The boronic acid monomer is then grafted to the surface of silica gel modified with an ATRP initiator. The obtained composite material contains boronic acid polymer brushes on surface and shows favorable saccharide binding capability under physiological pH conditions, and displays interesting fluorescence intensity change upon binding fructose and glucose. In addition to saccharide binding, the flexible polymer brushes on silica also enable fast separation of a model glycoprotein based on selective boronate affinity interaction. The synthetic approach and the composite functional material developed in this work should open new opportunities for high efficiency detection, separation, and analysis of not only simple saccharides, but also glycopeptides and large glycoproteins. (Less)
Please use this url to cite or link to this publication:
author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
ACS Applied Materials and Interfaces
volume
6
issue
3
pages
1406 - 1414
publisher
The American Chemical Society
external identifiers
  • pmid:24444898
  • wos:000331493200013
  • scopus:84894145335
ISSN
1944-8244
DOI
10.1021/am405531n
language
English
LU publication?
yes
id
cfe330d2-d89a-40e7-8c99-0a16f454461d (old id 4291034)
date added to LUP
2014-02-13 19:58:09
date last changed
2017-09-17 04:16:51
@article{cfe330d2-d89a-40e7-8c99-0a16f454461d,
  abstract     = {Boronic acid affinity gels are important for effective separation of biological active cis-diols, and are finding applications both in biotech industry and in biomedical research areas. To increase the efficacy of boronate affinity separation, it is interesting to introduce repeating boronic acid units in flexible polymer chains attached on solid materials. In this work, we synthesize polymer brushes containing boronic acid repeating units on silica gels using surface-initiated atom transfer radical polymerization (ATRP). A fluorescent boronic acid monomer is first prepared from an azide-tagged fluorogenic boronic acid and an alkyne-containing acrylate by Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction (the CuAAC click chemistry). The boronic acid monomer is then grafted to the surface of silica gel modified with an ATRP initiator. The obtained composite material contains boronic acid polymer brushes on surface and shows favorable saccharide binding capability under physiological pH conditions, and displays interesting fluorescence intensity change upon binding fructose and glucose. In addition to saccharide binding, the flexible polymer brushes on silica also enable fast separation of a model glycoprotein based on selective boronate affinity interaction. The synthetic approach and the composite functional material developed in this work should open new opportunities for high efficiency detection, separation, and analysis of not only simple saccharides, but also glycopeptides and large glycoproteins.},
  author       = {Xu, Zhifeng and Uddin, Khan Mohammad Ahsan and Kamra, Tripta and Schnadt, Joachim and Ye, Lei},
  issn         = {1944-8244},
  language     = {eng},
  number       = {3},
  pages        = {1406--1414},
  publisher    = {The American Chemical Society},
  series       = {ACS Applied Materials and Interfaces},
  title        = {Fluorescent Boronic Acid Polymer Grafted on Silica Particles for Affinity Separation of Saccharides.},
  url          = {http://dx.doi.org/10.1021/am405531n},
  volume       = {6},
  year         = {2014},
}