1234673-31-4Relevant academic research and scientific papers
S-Fluorenylmethyl protection of the cysteine side chain upon N α-Fmoc deprotection
Wehner, Johannes W.,Lindhorst, Thisbe K.
, p. 2149 - 2155 (2012)
Deprotection of an Na-Fmoc-protected glycocysteine derivative 7 with an excess of morpholine unexpectedly led to the fluorenylmethyl- protected thioether 8 in high yield. The suggested mechanism for this reaction comprises the addition of the cysteine thi
Glycocluster synthesis by native chemical ligation
Wehner, Johannes W.,Lindhorst, Thisbe K.
experimental part, p. 3070 - 3082 (2010/11/05)
Serine-and mannoside-derived thioesters and a mannosidic cysteine derivative were prepared to test native chemical ligation (NCL) for protecting-group-free synthesis of small glycopeptide clusters, which are valuable tools in the glycosciences. The glycopeptides and glycopeptide clusters, respectively, which were obtained via NCL, bear the potential for dimerization and other derivatization of the thiol functionality. Georg Thieme Verlag Stuttgart - New York.
Cysteine-based mannoside glycoclusters: Synthetic routes and antiadhesive properties
Schierholt, Alexander,Hartmann, Mirja,Schwekendiek, Kirsten,Lindhorst, Thisbe K.
experimental part, p. 3120 - 3128 (2010/08/19)
Clustermannosides of different valency were synthesised based on cysteine. By employing the orthogonally protected amino acid as scaffold molecule, a variety of structurally varied products can be obtained according to different synthetic routes. Testing of the prepared glycoclusters as inhibitors of type 1 fimbriae mediated bacterial adhesion is reported, giving hints about the influence of sugar valency, sugar scaffolding, and the nature of the glycosidic aglycon in this testing system.
