Skip to main content

Lund University Publications

LUND UNIVERSITY LIBRARIES

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
; ; ; and
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 Inc.
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
additional info
The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)
id
48101795-ac79-4bf3-8c9f-664007d9a96d (old id 331767)
date added to LUP
2016-04-01 11:42:06
date last changed
2022-01-26 08:56:06
@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}},
  keywords     = {{inhibitors; galabiose; carbohydrates; antibiotics; bacterial adhesin}},
  language     = {{eng}},
  number       = {{8}},
  pages        = {{772--779}},
  publisher    = {{John Wiley & Sons Inc.}},
  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}},
  doi          = {{10.1002/1439-7633(20020802)3:8<772::AID-CBIC772>3.0.CO;2-8}},
  volume       = {{3}},
  year         = {{2002}},
}