680572-34-3Relevant academic research and scientific papers
Fighting Shigella by Blocking Its Disease-Causing Toxin
Haksar, Diksha,Asadpoor, Mostafa,Heise, Torben,Shi, Jie,Braber, Saskia,Folkerts, Gert,Ballell, Lluis,Rodrigues, Janneth,Pieters, Roland J.
, p. 6059 - 6069 (2021/06/01)
Shiga toxin is an AB5 toxin produced by Shigella species, while related toxins are produced by Shiga toxin-producing Escherichia coli (STEC). Infection by Shigella can lead to bloody diarrhea followed by the often fatal hemolytic uremic syndrome (HUS). In the present paper, we aimed for a simple and effective toxin inhibitor by comparing three classes of carbohydrate-based inhibitors: glycodendrimers, glycopolymers, and oligosaccharides. We observed a clear enhancement in potency for multivalent inhibitors, with the divalent and tetravalent compounds inhibiting in the millimolar and micromolar range, respectively. However, the polymeric inhibitor based on galabiose was the most potent in the series exhibiting nanomolar inhibition. Alginate and chitosan oligosaccharides also inhibit Shiga toxin and may be used as a prophylactic drug during shigella outbreaks.
Synthesis of multivalent Streptococcus suis adhesion inhibitors by enzymatic cleavage of polygalacturonic acid and 'click' conjugation
Branderhorst, Hilbert M.,Kooij, Raymond,Salminen, Annika,Jongeneel, Lieneke H.,Arnusch, Christopher J.,Liskamp, Rob M. J.,Finne, Jukka,Pieters, Roland J.
experimental part, p. 1425 - 1434 (2008/10/09)
A galabiose disaccharide building block was synthesized by an efficient pectinase cleavage of polygalacturonic acid and subsequent chemical functional group transformations. Besides the disaccharide, the corresponding trisaccharide was also obtained and modified. The compounds were subsequently conjugated to dendrimers with up to eight end groups using 'click' chemistry. The compounds were evaluated as inhibitors of adhesion of the pathogen Streptococcus suis in a hemagglutination assay and strong inhibition was observed for the tetra- and octavalent galabiose compound with MIC values in the low nanomolar range. The corresponding octavalent trisaccharide was a ca. 20-fold weaker inhibitor. The Royal Society of Chemistry.
Synthesis of glycodendrimers containing both fucoside and galactoside residues and their binding properties to Pa-IL and PA-IIL lectins from Pseudomonas aeruginosa
Deguise, Isabelle,Lagnoux, David,Roy, Rene
, p. 1321 - 1331 (2008/03/12)
Homo- and hetero-bifunctional glycodendrimers ending with up to 16 fucoside and/or galactoside residues were synthesized in good yields using a convergent approach. The biologically active surface carbohydrate moieties were assembled in a single and effic
Synthetic receptors based on peptidosulfonamide peptidomimetics
Loewik, Dennis W.P.M.,Mulders, Suzanne J.E.,Cheng, Yuan,Shao, Yuefei,Liskamp, Rob M.J.
, p. 8253 - 8256 (2007/10/03)
We have synthesized tweezer-like receptor molecules based on peptidosulfonamide peptidomimetics. These compounds were screened for binding against a ~ 25,000 member encoded tripeptide library. One of these synthetic receptors showed a remarkable binding s
