"Clickable" affinity ligands for effective separation of glycoproteins.
Suksrichavalit, Thummaruk LU ; Yoshimatsu, Keiichi LU ; Prachayasittikul, Virapong ; Bülow, Leif LU and Ye, Lei LU
(2010)
In Journal of chromatography. A
1217.
p.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... (More)
- 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. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/1595081
- author
- Suksrichavalit, Thummaruk
LU
; Yoshimatsu, Keiichi
LU
; Prachayasittikul, Virapong
; Bülow, Leif
LU
and Ye, Lei
LU
- organization
- publishing date
- 2010
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of chromatography. A
- volume
- 1217
- pages
- 3635 - 3641
- publisher
- Elsevier
- external identifiers
-
- wos:000278158600001
- pmid:20403604
- scopus:77952668993
- pmid:20403604
- ISSN
- 1873-3778
- DOI
- 10.1016/j.chroma.2010.03.050
- language
- English
- LU publication?
- yes
- id
- 18e91592-f00e-402a-b61f-045260ecc9e0 (old id 1595081)
- date added to LUP
- 2016-04-01 13:01:17
- date last changed
- 2022-01-27 08:51:38
@article{18e91592-f00e-402a-b61f-045260ecc9e0,
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.}},
author = {{Suksrichavalit, Thummaruk and Yoshimatsu, Keiichi and Prachayasittikul, Virapong and Bülow, Leif and Ye, Lei}},
issn = {{1873-3778}},
language = {{eng}},
pages = {{3635--3641}},
publisher = {{Elsevier}},
series = {{Journal of chromatography. A}},
title = {{"Clickable" affinity ligands for effective separation of glycoproteins.}},
url = {{http://dx.doi.org/10.1016/j.chroma.2010.03.050}},
doi = {{10.1016/j.chroma.2010.03.050}},
volume = {{1217}},
year = {{2010}},
}