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Fluorogenic affinity gels constructed from clickable boronic acids

Khan, Ashhar LU and Ye, Lei LU (2013) In Journal of Applied Polymer Science 128(3). p.1527-1533
Abstract
Boronate affinity gel was prepared by immobilizing azide-functionalized boronic acid on alkyne-modified Sepharose. Different azide-functionalized boronic acids were synthesized from 2-, 3-, and 4-aminophenylboronic acids. One of the azide-functionalized boronic acids, 3BII, displayed weak and unexpected fluorescence emission. Using Cu(I)-catalyzed 1,3-dipolar azide-alkyne cycloaddition (CuAAC) reaction (click chemistry), the azide-functionalized boronic acid could be immobilized on alkyne-modified Sepharose 4B under very mild reaction condition. Immobilization of boronic acid 3BII also led to a new fluorogenic affinity gel, which displayed dose-dependent fluorescence intensity change upon binding fructose and glucose at physiological pH.... (More)
Boronate affinity gel was prepared by immobilizing azide-functionalized boronic acid on alkyne-modified Sepharose. Different azide-functionalized boronic acids were synthesized from 2-, 3-, and 4-aminophenylboronic acids. One of the azide-functionalized boronic acids, 3BII, displayed weak and unexpected fluorescence emission. Using Cu(I)-catalyzed 1,3-dipolar azide-alkyne cycloaddition (CuAAC) reaction (click chemistry), the azide-functionalized boronic acid could be immobilized on alkyne-modified Sepharose 4B under very mild reaction condition. Immobilization of boronic acid 3BII also led to a new fluorogenic affinity gel, which displayed dose-dependent fluorescence intensity change upon binding fructose and glucose at physiological pH. The clickable boronic acids may be used as simple and modular building blocks to construct molecular recognition materials and surfaces for different applications including bioseparation, sensing and controlled drug delivery. (c) 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013 (Less)
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author
organization
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type
Contribution to journal
publication status
published
subject
keywords
gels, functionalization of polymers, biopolymers and renewable polymers, molecular recognition, separation techniques
in
Journal of Applied Polymer Science
volume
128
issue
3
pages
1527 - 1533
publisher
John Wiley & Sons
external identifiers
  • wos:000314927200023
  • scopus:84873717378
ISSN
1097-4628
DOI
10.1002/app.38301
language
English
LU publication?
yes
id
abdfe824-0605-4c71-8d86-63878fe52aba (old id 3671415)
date added to LUP
2016-04-01 09:59:42
date last changed
2020-01-05 04:02:18
@article{abdfe824-0605-4c71-8d86-63878fe52aba,
  abstract     = {Boronate affinity gel was prepared by immobilizing azide-functionalized boronic acid on alkyne-modified Sepharose. Different azide-functionalized boronic acids were synthesized from 2-, 3-, and 4-aminophenylboronic acids. One of the azide-functionalized boronic acids, 3BII, displayed weak and unexpected fluorescence emission. Using Cu(I)-catalyzed 1,3-dipolar azide-alkyne cycloaddition (CuAAC) reaction (click chemistry), the azide-functionalized boronic acid could be immobilized on alkyne-modified Sepharose 4B under very mild reaction condition. Immobilization of boronic acid 3BII also led to a new fluorogenic affinity gel, which displayed dose-dependent fluorescence intensity change upon binding fructose and glucose at physiological pH. The clickable boronic acids may be used as simple and modular building blocks to construct molecular recognition materials and surfaces for different applications including bioseparation, sensing and controlled drug delivery. (c) 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013},
  author       = {Khan, Ashhar and Ye, Lei},
  issn         = {1097-4628},
  language     = {eng},
  number       = {3},
  pages        = {1527--1533},
  publisher    = {John Wiley & Sons},
  series       = {Journal of Applied Polymer Science},
  title        = {Fluorogenic affinity gels constructed from clickable boronic acids},
  url          = {http://dx.doi.org/10.1002/app.38301},
  doi          = {10.1002/app.38301},
  volume       = {128},
  year         = {2013},
}