18961-68-7Relevant articles and documents
Fluorinated Carbohydrates as Lectin Ligands: Simultaneous Screening of a Monosaccharide Library and Chemical Mapping by 19F NMR Spectroscopy
Martínez, J. Daniel,Manzano, Ana I.,Calvi?o, Eva,Diego, Ana De,Rodriguez De Francisco, Borja,Romanò, Cecilia,Oscarson, Stefan,Millet, Oscar,Gabius, Hans-Joachim,Jiménez-Barbero, Jesús,Ca?ada, Francisco J.
, p. 16072 - 16081 (2020/12/22)
Molecular recognition of carbohydrates is a key step in essential biological processes. Carbohydrate receptors can distinguish monosaccharides even if they only differ in a single aspect of the orientation of the hydroxyl groups or harbor subtle chemical
Fluorinated glycosyl amino acids for mucin-like glycopeptide antigen analogues
Wagner, Sarah,Mersch, Christian,Hoffmann-Roeder, Anja
supporting information; experimental part, p. 7319 - 7330 (2010/09/16)
The aberrant glycosylation profiles of mucin glycoproteins on epithelial tumour cells represent attractive target structures for the development of immunotherapy against cancer. Mucin-type glycopeptides have been successfully investigated as molecularly defined vaccine prototypes for triggering humoral immunity but are susceptible to rapid in vivo degradation. As a potential means to enhance the bioavailabilities of the antigenic structures, hydrolysis-resistant carbohydrate analogues with fluorine substituents at positions C6, C2′ and C6′ were synthesised and incorporated into the tandem repeat sequence of the mucin MUC1. The resulting pseudo-glycopeptides can be used to elucidate the effects of chemically modified antibody determinants on metabolic and immunological properties.
Chemo-enzymatic synthesis of fluorinated sugar nucleotide: Useful mechanistic Probes for glycosyltransferases
Burkart, Michael D.,Vincent, Stephane P.,Dueffels, Arno,Murray, Brion W.,Ley, Steven V.,Wong, Chi-Huey
, p. 1937 - 1946 (2007/10/03)
An effective procedure for the synthesis of 2-deoxy-2-fluoro-sugar nucleotides via Selectfluor-mediated electrophilic fluorination of glycals with concurrent nucleophilic addition or chemo-enzymatic transformation has been developed, and the fluorinated sugar nucleotides have been used as probes for glycosyltransferases, including fucosyltransferase III, V, VI, and VII, and sialyl transferases. In general, these fluorinated sugar nucleotides act as competitive inhibitors versus sugar nucleotide substrates and form a tight complex with the glycosyltransferase. Copyright (C) 2000 Elsevier Science Ltd.