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Discovery of potent inhibitors of PapG adhesins from uropathogenic Escherichia coli through synthesis and evaluation of galabiose derivatives

Ohlsson, Jörgen LU ; Jass, J; Uhlin, BE; Kihlberg, J and Nilsson, Ulf LU (2002) In ChemBioChem 3(8). p.772-779
Abstract
The synthesis of two galabioside (Golalpha1-4Gal) collections based on diversification at the O-1 and O-3' atoms is reported. The galabiosides were evaluated as inhibitors of hemagglutination of human erythrocytes by two strains of Escherichia coli that expressed the class I and class II PapG adhesins, respectively. The class I adhesin. was found to prefer aromatic substituents both at the O-1 and the O-3' position of the galabiose disaccharide. One galabioside, p-methoxyphenyl [3-O-(m-nitrobenzyl)-alpha-D-galacto-pyranosyl]-(1-4)-beta-D-galactopyro noside], had an IC50 value of 4.1 mum, which is the best inhibition of the class I adhesin to date.
Please use this url to cite or link to this publication:
author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
inhibitors, galabiose, carbohydrates, antibiotics, bacterial adhesin
in
ChemBioChem
volume
3
issue
8
pages
772 - 779
publisher
John Wiley & Sons
external identifiers
  • wos:000177359600010
  • pmid:12203976
  • scopus:0036905866
ISSN
1439-4227
DOI
10.1002/1439-7633(20020802)3:8<772::AID-CBIC772>3.0.CO;2-8
language
English
LU publication?
yes
id
48101795-ac79-4bf3-8c9f-664007d9a96d (old id 331767)
date added to LUP
2007-11-08 07:54:56
date last changed
2017-04-02 03:23:24
@article{48101795-ac79-4bf3-8c9f-664007d9a96d,
  abstract     = {The synthesis of two galabioside (Golalpha1-4Gal) collections based on diversification at the O-1 and O-3' atoms is reported. The galabiosides were evaluated as inhibitors of hemagglutination of human erythrocytes by two strains of Escherichia coli that expressed the class I and class II PapG adhesins, respectively. The class I adhesin. was found to prefer aromatic substituents both at the O-1 and the O-3' position of the galabiose disaccharide. One galabioside, p-methoxyphenyl [3-O-(m-nitrobenzyl)-alpha-D-galacto-pyranosyl]-(1-4)-beta-D-galactopyro noside], had an IC50 value of 4.1 mum, which is the best inhibition of the class I adhesin to date.},
  author       = {Ohlsson, Jörgen and Jass, J and Uhlin, BE and Kihlberg, J and Nilsson, Ulf},
  issn         = {1439-4227},
  keyword      = {inhibitors,galabiose,carbohydrates,antibiotics,bacterial adhesin},
  language     = {eng},
  number       = {8},
  pages        = {772--779},
  publisher    = {John Wiley & Sons},
  series       = {ChemBioChem},
  title        = {Discovery of potent inhibitors of PapG adhesins from uropathogenic Escherichia coli through synthesis and evaluation of galabiose derivatives},
  url          = {http://dx.doi.org/10.1002/1439-7633(20020802)3:8<772::AID-CBIC772>3.0.CO;2-8},
  volume       = {3},
  year         = {2002},
}