100325-01-7Relevant academic research and scientific papers
Synthesis of L-Proline-Containing O-Glycopeptides
Paulsen, Hans,Merz, Gunnar,Brockhausen, Inka
, p. 719 - 739 (2007/10/02)
The synthesis of a number of L-proline-containing O-glycopeptides in which 2-acetamido-2-deoxy-α-D-galacto-pyranose is α-glycosidically linked to L-threonine is described.For N-terminal extension with amino acids the building block 3 is preferred.For C-te
Synthesis of O-Glycopeptides of the N-Terminus of Interleukin-2
Paulsen, Hans,Adermann, Knut
, p. 751 - 770 (2007/10/02)
The synthesis of a number of O-glycopeptides with different lengths of chain of between 3 and 10 amino acids that are part of the N-terminus of interleukin-2 is described.The key intermediate for the syntheses is O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-N-(9-fluorenylmethoxycarbonyl)-L-threonine tert-butyl ester (9b), to which suitably protected amino acids and peptides can be added C- or N-terminally. 9b is an element, which allows to insert glycosylated hydroxyamino acids with the Fmoc/tBu combination of protective groups, which are approved in peptide synthesis.During the syntheses peptide blocks are used.With the deprotected products it is possible to test the structural specificity of glycosyl transferases.
Building Units of Oligosaccharides, LXVI. - Synthesis of O-Glycopeptide Blocks of Glycophorine
Paulsen, Hans,Schultz, Michael,Klamann, Joerg-Dieter,Waller, Birgit,Paal, Michael
, p. 2028 - 2048 (2007/10/02)
A block synthesis to O-glycopeptides can be realized by reaction of the disaccharide halide 10 with either L-serine- or L-threonine-containing peptide derivatives.Thus, the reaction of 10 with 8 yields stereoselectively the L-Ser-L-Ser derivative 15 in wh
