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β-D-glucopyranosyl fluoride, also known as β-D-glucopyranosyl fluoride or 1-fluoro-β-D-glucopyranose, is a chemical compound with the molecular formula C6H11FO5. It is a derivative of glucose, a monosaccharide sugar, where a hydroxyl group (-OH) is replaced by a fluorine atom (-F). This modification makes it a valuable reagent in organic synthesis, particularly in the preparation of various glycosides and as a protecting group in carbohydrate chemistry. The compound is known for its stability and reactivity, which allows for selective reactions in complex molecular structures. It is widely used in the pharmaceutical and chemical industries for the synthesis of biologically active compounds and as a tool in glycobiology research.

447-27-8

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447-27-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 447-27-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,4 and 7 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 447-27:
(5*4)+(4*4)+(3*7)+(2*2)+(1*7)=68
68 % 10 = 8
So 447-27-8 is a valid CAS Registry Number.

447-27-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name β-D-glucopyranosyl fluoride

1.2 Other means of identification

Product number -
Other names 1β-fluoro-1-deoxyglucose

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:447-27-8 SDS

447-27-8Relevant academic research and scientific papers

Creation of an α-mannosynthase from a broad glycosidase scaffold

Yamamoto, Keisuke,Davis, Benjamin G.

supporting information; experimental part, p. 7449 - 7453 (2012/09/21)

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

De Groot, Tjibbe,Bormans, Guy,Busson, Roger,Mortelmans, Luc,Verbruggen, Alfons

, p. 147 - 157 (2007/10/03)

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.

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