18311-26-7Relevant articles and documents
Sugar derivatives as new 6-phosphogluconate dehydrogenase inhibitors selective for the parasite Trypanosoma brucei
Pasti, Claudia,Rinaldi, Eliana,Cervellati, Carlo,Dallocchio, Franco,Hardre, Renaud,Salmon, Laurent,Hanau, Stefania
, p. 1207 - 1214 (2003)
Sugar derivatives mimicking compounds which take part in the catalysed reaction have been assayed as alternative substrates and/or competitive inhibitors of 6-phosphogluconate dehydrogenase from Trypanosoma brucei and sheep liver. Phosphonate analogues ha
Ring-opening polymerization of lactones using binaphthyl-diyl hydrogen phosphate as organocatalyst and resulting monosaccharide functionalization of polylactones
Miao, Yong,Phuphuak, Yupin,Rousseau, Cyril,Bousquet, Till,Mortreux, Andre,Chirachanchai, Suwabun,Zinck, Philippe
, p. 2279 - 2287 (2013)
Binaphthyl-diyl hydrogen phosphate has been assessed for the first time as a catalyst for the ring-opening polymerization of ε-caprolactone (CL) and δ-valerolactone (VL). In the presence of benzyl alcohol as coinitiator at 40-60 °C, the polymerization is
Peptide-Coated Platinum Nanoparticles with Selective Toxicity against Liver Cancer Cells
Shoshan, Michal S.,Vonderach, Thomas,Hattendorf, Bodo,Wennemers, Helma
, p. 4901 - 4905 (2019)
Peptide-stabilized platinum nanoparticles (PtNPs) were developed that have significantly greater toxicity against hepatic cancer cells (HepG2) than against other cancer cells and non-cancerous liver cells. The peptide H-Lys-Pro-Gly-dLys-NH2 was identified by a combinatorial screening and further optimized to enable the formation of water-soluble, monodisperse PtNPs with average diameters of 2.5 nm that are stable for years. In comparison to cisplatin, the peptide-coated PtNPs are not only more toxic against hepatic cancer cells but have a significantly higher tumor cell selectivity. Cell viability and uptake studies revealed that high cellular uptake and an oxidative environment are key for the selective cytotoxicity of the peptide-coated PtNPs.
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Luckett,Smith
, p. 1506,1510 (1940)
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Synthesis of novel carbohydrate based pyridinium ionic liquids and cytotoxicity of ionic liquids for mammalian cells
Brietzke, Andreas,Eickner, Thomas,Jopp, Stefan,Kragl, Udo,Rei?, Melanie,Stein, Florian,Villinger, Alexander,Vogel, Christian
, p. 14299 - 14304 (2020/04/23)
The large pool of naturally occurring carbohydrates with their diversity in chirality and structure led to the idea of a systematic investigation of carbohydrate based ILs. To this end, we investigated the influence of different ether groups, mainly methyl or ethyl ether, on the secondary OH groups as well as different configurations on physical properties such as melting point, thermostability and especially the influence on cell toxicity. For this investigation we chose α- and β-methyl-, β-allyl- and β-phenyl d-glucopyranose as well as four 1-deoxy-pentoses. In order to be able to classify the results, more ionic liquids with different structural motives were examined for cytotoxicity. Here, we present data that confirm the biocompatibility of such ILs consisting of naturally occurring molecules or their derivatives. The synthesized carbohydrate based ILs were tested for their suitability as additives in coatings for medical applications such as drug-eluting balloons.
A Potent Mimetic of the Siglec-8 Ligand 6’-Sulfo-Sialyl Lewisx
Conti, Gabriele,Cramer, Jonathan,Ernst, Beat,Girardi, Benedetta,Jiang, Xiaohua,Kokot, Maja,Kroezen, Blijke S.,Luisoni, Enrico,Müller, Jennifer,Rabbani, Said,Ricklin, Daniel,Schwardt, Oliver
supporting information, p. 1706 - 1719 (2020/09/02)
Siglecs are members of the immunoglobulin gene family containing sialic acid binding N-terminal domains. Among them, Siglec-8 is expressed on various cell types of the immune system such as eosinophils, mast cells and weakly on basophils. Cross-linking of Siglec-8 with monoclonal antibodies triggers apoptosis in eosinophils and inhibits degranulation of mast cells, making Siglec-8 a promising target for the treatment of eosinophil- and mast cell-associated diseases such as asthma. The tetrasaccharide 6’-sulfo-sialyl Lewisx has been identified as a specific Siglec-8 ligand in glycan array screening. Here, we describe an extended study enlightening the pharmacophores of 6’-sulfo-sialyl Lewisx and the successful development of a high-affinity mimetic. Retaining the neuraminic acid core, the introduction of a carbocyclic mimetic of the Gal moiety and a sulfonamide substituent in the 9-position gave a 20-fold improved binding affinity. Finally, the residence time, which usually is the Achilles tendon of carbohydrate/lectin interactions, could be improved.