2021-62-7

Upstream product

• 439-03-2 2-(acetoxymethyl)-6-fluorotetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 18968-05-3 1,3,4,6-tetra-O-acetyl-β-D-mannopyranose 
• 221252-41-1 1,3,4,6-tetra-O-acetyl-2-O-methanesulfonyl-β-D-mannose 
• 221252-44-4 2-O-methanesulfonyl-β-D-mannose 

Downstream Products

• 427-06-5 O⁶-trityl-β-D-glucopyranosyl fluoride 
• 3997-31-7 O⁴,O⁶-((R)-benzylidene)-β-D-glucopyranosyl fluoride 
• 498-07-7 levoglucosan 
• 13242-55-2 2,3,4-tri-O-acetyllevoglucosan 
• 492-61-5 β-D-glucose 
• 492-62-6 alpha-D-glucopyranose 
• 34627-06-0 α-D-glucopyranosyl α-D-xylopyranoside 
• 99-20-7 TREHALOSE 
• 29074-00-8 2,2,2-Trifluoroethyl β-D-glucopyranoside 
• 29074-00-8 2,2,2-Trifluoroethyl α-D-glucopyranoside 
• 3198-49-0 (2R,3R,4S,5S,6R)-2-Ethoxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 3198-49-0 ethyl α-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 3482-57-3 p-nitrophenyl-α-D-glucopyranosyl-(1→4)-O-α-D-glucopyranoside 

Relevant academic research and scientific papers

Creation of an α-mannosynthase from a broad glycosidase scaffold

α-Mannosides made easy: Mutation of a family-GH31 α-glucosidase that displays plasticity to alterations at the 2-OH position of donor substrates created an efficient α-mannoside-synthesizing biocatalyst. A simple fluoride donor reagent was used for the synthesis of a range of mono-α-mannosylated conjugates using the α-mannosynthase displaying low (unwanted) oligomerization activity. Copyright

Synthesis of 1-[18F]fluorodeoxyglucose: An unexpected rearrangement in the reaction of 2-O-methanesulfonyl-β-D-mannopyranose with [18F]fluoride

2-O-Methanesulfonyl-β-D-mannose was reacted with kryptofix/K2CO3/[18F]fluoride in CH3CN/THF (9:1) at 60°C. Unexpectedly, a mixture of 1α- and 1β-glucopyranosyl [18F]fluoride (4 and 5, respectively) was obtained in 50% radiochemical yield (EOB); 2-[18F]FDG was not detected. Modification of temperature, solvent or pH did not result in the formation of 2-[18F]FDG. Uptake of radioactivity in heart and brain of mice was significantly lower for 4 and 5 than for 2-[18F]FDG, although 5 seems to pass the blood-brain barrier. Uptake in bone was more pronounced for 4 than for 5 and negligible for 2-[18F]FDG.