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Fluorogenic affinity gels constructed from clickable boronic acids

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 unexpe... Full description

Journal Title: Journal of Applied Polymer Science 05 May 2013, Vol.128(3), pp.1527-1533
Main Author: Ahsan Uddin, Khan Mohammad
Other Authors: Ye, Lei
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 0021-8995 ; E-ISSN: 1097-4628 ; DOI: 10.1002/app.38301
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recordid: wj10.1002/app.38301
title: Fluorogenic affinity gels constructed from clickable boronic acids
format: Article
creator:
  • Ahsan Uddin, Khan Mohammad
  • Ye, Lei
subjects:
  • Gels
  • Functionalization Of Polymers
  • Biopolymers And Renewable Polymers
  • Molecular Recognition
  • Separation Techniques
ispartof: Journal of Applied Polymer Science, 05 May 2013, Vol.128(3), pp.1527-1533
description: 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. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013
language: eng
source:
identifier: ISSN: 0021-8995 ; E-ISSN: 1097-4628 ; DOI: 10.1002/app.38301
fulltext: fulltext
issn:
  • 0021-8995
  • 00218995
  • 1097-4628
  • 10974628
url: Link


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titleFluorogenic affinity gels constructed from clickable boronic acids
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subjectGels ; Functionalization Of Polymers ; Biopolymers And Renewable Polymers ; Molecular Recognition ; Separation Techniques
descriptionBoronate 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. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013
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abstractBoronate 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. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013
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doi10.1002/app.38301
pages1527-1533
date2013-05-05