7584-85-2

Basic information

• Product Name: 4-O-(α-D-glucopyranosyl)-α-D-glucopyranosyl fluoride
• CAS NO: 7584-85-2
• Molecular Weight: 344.291
• Mol File: 7584-85-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4-O-(α-D-glucopyranosyl)-α-D-glucopyranosyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-O-(α-D-glucopyranosyl)-α-D-glucopyranosyl fluoride(7584-85-2)
• EPA Substance Registry System: 4-O-(α-D-glucopyranosyl)-α-D-glucopyranosyl fluoride(7584-85-2)

Safety Data

• Hazardous Substances Data: 7584-85-2(Hazardous Substances Data)

Upstream product

• 3616-19-1 1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose 
• 14227-57-7 O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride 
• 3616-19-1 lactose octaacetate 
• 22352-19-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate 
• 18464-08-9 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-D-glucopyranose 
• 3616-19-1 1,2,3,6,2',3',4',6'-octa-O-acetylmaltose 
• 440-02-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride 

Downstream Products

• 100817-30-9 maltosyl(α1->6)α-cyclodextrin 
• 109785-20-8 O-(β-D-galactopyranosyl)-(1→4)-(β-D-glucopyranosyl)-(1→1)-(2S, 3R, 4E)-2-aminooctadec-4-ene-1,3-diol 
• 107715-16-2 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl fluoride 
• 116458-01-6 2,3,6-Tri-O-(dideutero-phenylmethyl)-4-O-<2,3,4,6-tetra-O-(dideutero-phenylmethyl)-β-D-galactopyranosyl>-α-D-glucopyranosyl fluoride 

Relevant articles and documents

SYNTHESIS OF GLYCOSYL FLUORIDES

The present invention relates to a method for producing a glycosyl fluoride of interest, the method comprising providing an internalized exogenous precursor and a genetically modified cell, wherein one or more glycosylation reactions can be performed on the exogenous precursor in the genetically modified cell, the genetically modified cell comprising one or more nucleic acid sequences encoding one or more glycosyltransferase enzymes. The present invention further relates to a compound of the following formula: 2b.

Synthesis of fluorinated maltose derivatives for monitoring protein interaction by 19F NMR

A novel reporter system, which is applicable to the 19F NMR investigation of protein interactions, is presented. This approach uses 2-F-labeled maltose as a spy ligand to indirectly probe protein-ligand or protein-protein interactions of proteins fused or tagged to the maltose-binding protein (MBP). The key feature is the simultaneous NMR observation of both 19F NMR signals of gluco/ manno-type-2-F-maltose-isomers; one isomer (α-gluco-type) binds to MBP and senses the protein interaction, and the nonbinding isomers (β-gluco- and/or α/β-manno-type) are utilized as internal references. Moreover, this reporter system was used for relative affinity studies of fluorinated and nonfluorinated carbohydrates to the maltose-binding protein, which were found to be in perfect agreement with published X-ray data. The results of the NMR competition experiments together with the established correlation between 19F chemical shift data and molecular interaction patterns, suggest valuable applications for studies of protein-ligand interaction interfaces.

Alkylation of Glycosyl Fluorides

A direct alkylation of unprotected glycosyl fluorides under mild basic conditions without affecting the anomeric group is reported.Thus peralkylated glycosyl fluorides, applied in Lewis acid catalyzed glycosylations, are now effectively available from the