[NMR paper] Synthesis, Biological Evaluation, WAC and NMR Studies of S-Galactosides and Non-Carbohydrate Ligands of Cholera Toxin Based on Polyhydroxyalkylfuroate Moieties.
Synthesis, Biological Evaluation, WAC and NMR Studies of S-Galactosides and Non-Carbohydrate Ligands of Cholera Toxin Based on Polyhydroxyalkylfuroate Moieties.
Related ArticlesSynthesis, Biological Evaluation, WAC and NMR Studies of S-Galactosides and Non-Carbohydrate Ligands of Cholera Toxin Based on Polyhydroxyalkylfuroate Moieties.
Chemistry. 2013 Nov 21;
Authors: Ramos-Soriano J, Niss U, Angulo J, Angulo M, Moreno-Vargas AJ, Carmona AT, Ohlson S, Robina I
Abstract
The synthesis of several non-carbohydrate ligands of cholera toxin based on polyhydroxyalkylfuroate moieties is reported. Some of them have been linked to D-galactose through a stable and well-tolerated S-glycosidic bond. They represent a novel type of non-hydrolyzable bidentate ligand featuring galactose and polyhydroxyalkylfuroic esters as pharmacophoric residues, thus mimicking the GM1 ganglioside. The affinity of the new compounds towards cholera toxin was measured by weak affinity chromatography (WAC). The interaction of the best candidates with this toxin was also studied by saturation transfer difference NMR experiments, which allowed identification of the binding epitopes of the ligands interacting with the protein. Interestingly, the highest affinity was shown by non-carbohydrate mimics based on a polyhydroxyalkylfuroic ester structure.
PMID: 24264882 [PubMed - as supplied by publisher]
[NMR paper] NMR-Based Strategies to Elucidate Bioactive Conformations of Weakly Binding Ligands.
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Top Curr Chem. 2008;273:1-14
Authors: Blommers MJ, Strauss A, Geiser M, Ramage P, Sparrer H, Jahnke W
Abstract
Key processes in molecular biology are regulated by interactions between biomolecules. Protein-proteinand protein-ligand interactions, e.g., in signal transduction pathways, rely on the subtle interactionsbetween atoms at the binding interface of...
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[NMR paper] NMR assays for carbohydrate-based vaccines.
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J Pharm Biomed Anal. 2005 Aug 10;38(5):840-50
Authors: Jones C
Antibodies against the cell surface carbohydrates of many microbial pathogens protect against infection. This was initially exploited by the development of purified polysaccharide vaccines, but glycoconjugate vaccines, in which the cell surface carbohydrate of a microbial pathogen is covalently attached to an appropriate carrier protein, are proving the most effective means to...
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[NMR paper] NMR and modeling studies of protein-carbohydrate interactions: synthesis, three-dimen
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Chembiochem. 2004 Sep 6;5(9):1245-55
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[NMR paper] Competition STD NMR for the detection of high-affinity ligands and NMR-based screenin
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Magn Reson Chem. 2004 Jun;42(6):485-9
Authors: Wang YS, Liu D, Wyss DF
The reported competition STD NMR method combines saturation transfer difference (STD) NMR with competition binding experiments to allow the detection of high-affinity ligands that undergo slow chemical exchange on the NMR time-scale. With this technique, the presence of a competing...
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[NMR paper] MS/NMR: a structure-based approach for discovering protein ligands and for drug desig
MS/NMR: a structure-based approach for discovering protein ligands and for drug design by coupling size exclusion chromatography, mass spectrometry, and nuclear magnetic resonance spectroscopy.
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Anal Chem. 2001 Feb 1;73(3):571-81
Authors: Moy FJ, Haraki K, Mobilio D, Walker G, Powers R, Tabei K, Tong H, Siegel MM
A protocol is described...
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Biochemistry. 2000 Nov 7;39(44):13365-75
Authors: Huang X, Moy F, Powers R
The application of deuterium labeling and residual dipolar coupling constants in combination with other structural information has demonstrated the potential...
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Synthesis, NMR characterization and divergent biological actions of 2'-hydroxy-cerami
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Bioorg Med Chem. 2010 Sep 17;
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Structure. 1997 Nov 15;5(11):1407-12
Authors: Casimiro DR, Wright PE, Dyson HJ
Synthesis, Biological Evaluation, WAC and NMR Studies of S-Galactosides and Non-Carbohydrate Ligands of Cholera Toxin Based on Polyhydroxyalkylfuroate Moieties.
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