440345-53-9Relevant academic research and scientific papers
Selectively Deoxyfluorinated N-Acetyllactosamine Analogues as 19F NMR Probes to Study Carbohydrate-Galectin Interactions
Kurfi?t, Martin,Dra?ínsky, Martin,?ervenková ??astná, Lucie,Cu?ínová, Petra,Hamala, Vojtěch,Hovorková, Michaela,Bojarová, Pavla,Karban, Jind?ich
supporting information, p. 13040 - 13051 (2021/08/07)
Galectins are widely expressed galactose-binding lectins implied, for example, in immune regulation, metastatic spreading, and pathogen recognition. N-Acetyllactosamine (Galβ1-4GlcNAc, LacNAc) and its oligomeric or glycosylated forms are natural ligands of galectins. To probe substrate specificity and binding mode of galectins, we synthesized a complete series of six mono-deoxyfluorinated analogues of LacNAc, in which each hydroxyl has been selectively replaced by fluorine while the anomeric position has been protected as methyl β-glycoside. Initial evaluation of their binding to human galectin-1 and -3 by ELISA and 19F NMR T2-filter revealed that deoxyfluorination at C3, C4′ and C6′ completely abolished binding to galectin-1 but very weak binding to galectin-3 was still detectable. Moreover, deoxyfluorination of C2′ caused an approximately 8-fold increase in the binding affinity towards galectin-1, whereas binding to galectin-3 was essentially not affected. Lipophilicity measurement revealed that deoxyfluorination at the Gal moiety affects log P very differently compared to deoxyfluorination at the GlcNAc moiety.
A disaccharide intermediate fragment [...] BA and its synthetic method
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Paragraph 0048-0049, (2017/01/31)
The invention discloses a fondaparinux sodium disaccharide intermediate fragment BA and a synthetic method thereof. The synthetic method is novel in synthesis strategy, available in raw materials, relatively fewer in reaction steps, mild in reaction condi
α-(2,6)-sialyltransferase-catalyzed sialylations of conformationally constrained oligosaccharides
Galan, M. Carmen,Venot, Andre P.,Glushka, John,Imberty, Anne,Boons, Geert-Jan
, p. 5964 - 5973 (2007/10/03)
It is demonstrated that conformationally restricted oligosaccharides can act as acceptors for glycosyltransferases. Correlation of the conformational properties of N-acetyl lactosamine (Galβ/(1-4)GlcNAc, LacNAc) and several preorganized derivatives with t
