502763-89-5Relevant articles and documents
Synthesis of a model trisaccharide for studying the interplay between the anti α-Gal antibody and the trans-sialidase reactions in Trypanosoma cruzi
Giorgi, M. Eugenia,Lopez, Rosana,Agusti, Rosalia,Marino, Carla,de Lederkremer, Rosa M.
, p. 30 - 37 (2017)
Trypanosoma cruzi, the etiologic agent of Chagas disease, is covered by a dense glycocalix mainly composed by glycoproteins called mucins which are also the acceptors of sialic acid in a reaction catalyzed by a trans-sialidase (TcTS). Sialylation of trypo
Synthesis and characterization of sulfated gal-β-1,3/4-GlcNAc disaccharides through consecutive protection/glycosylation steps
Tu, Zhijay,Hsieh, Hsiao-Wu,Tsai, Chih-Ming,Hsu, Chia-Wei,Wang, Shy-Guey,Wu, Kuan-Jung,Lin, Kuo-I,Lin, Chun-Hung
, p. 1536 - 1550 (2013/07/26)
We have developed an expeditious procedure to yield large amounts of orthogonally protected Gal-β1,3/4-GlcNAc, which allowed for the systematic introduction of a sulfate group onto the C3/C6 positions of Gal and/or the C6 position of GlcNAc. In particular
Regiospecific anomerisation of acylated glycosyl azides and benzoylated disaccharides by using TiCl4
Farrell, Mark,Zhou, Jian,Murphy, Paul V.
supporting information, p. 14836 - 14851 (2013/11/06)
Chelation induced anomerisation is promoted when Lewis acids, such as TiCl4 or SnCl4, coordinate to the pyranose ring oxygen atom and another site, giving rise to endocyclic cleavage and isomerisation to the more stable anomer. In this research regiospecific site-directed anomerisation is demonstrated. TiCl4 (2.5equiv) was employed to induce anomerisation of 15 glycosyl azide and disaccharide substrates of low reactivity, and high yields (>75 %) and stereoselectivies (α/β>9:1) were achieved. The examples included glucopyranuronate, galactopyranuronate and mannopyranuronate as well as N-acetylated glucopyranuronate and galactopyranuronate derivatives. A disaccharide with the α1→4 linkage found in polygalacturonan was included. The use of benzoylated saccharides was found to be important in disaccharide anomerisation as attempts to isomerise related acetyl protected and 2,3-carbonate protected derivatives were not successful. Copyright