84065-98-5Relevant academic research and scientific papers
Preparation of Nonradioactive Standards and a Precursor for a Hypoxia 18 F PET Tracer Derived from 1-(β- d -Galactopyranosyl)-2-nitroimidazole
Schweifer, Anna,Malová Kri?ková, Petra,Mereiter, Kurt,Hammerschmidt, Friedrich
, p. 2933 - 2938 (2017)
Acetyl-protected 1-(β- d -galactopyranosyl)-2-nitroimidazole was converted to a potential precursor for a fluorine-18 labeled hypoxia tumor marker. Two nonradioactive standards, the 6′-deoxy-6′-fluorogalactosyl and the 4′-deoxy-4′-fluoroglucosyl analogue
Process development of selectively benzoylated and fluorinated glycosyl donors
Weiberth, Franz J.,Gill, Harpal S.,Jiang, Ying,Lee, George E.,Lienard, Philippe,Pemberton, Clive,Powers, Matthew R.,Subotkowski, Witold,Tomasik, Witold,Vanasse, Benoit J.,Yu, Yong
experimental part, p. 623 - 631 (2011/07/30)
Route selection, process development and large-scale preparation of selectively benzoylated and fluorinated d-glucopyranoses, required as glycosyl donors for the synthesis of the SGLT inhibitor SAR7226, are discussed.
METHOD FOR PRODUCING 4-DEOXY-4-FLUORO-D-GLUCOSE DERIVATIVE
-
Page/Page column 11-12, (2010/08/18)
There is disclosed a method for producing a 4-deoxy-4-fluoro-D-glucose derivative by reacting a D-galactose derivative with either sulfuryl fluoride (SO2F2), trifluoromethanesulfonyl fluoride (CF3SO2F) or perflu
Synthesis and structure elucidation of benzoylated deoxyfluoropyranosides
Esmurziev, Aslan M.,Simic, Nebojsa,Hoff, Bard Helge,Sundby, Eirik
experimental part, p. 348 - 367 (2011/09/30)
Benzoylated deoxyfluoropyranosides have been synthesized, starting with protected, unprotected, or fluorinated precursors. Fluorination of eight derivatives was compared using DAST and Deoxo-Fluor as reagents. Deoxo-Fluor was found to be especially useful
Novel aromatic fluoroglycoside derivatives, medicaments containing these compounds, and the use thereof
-
Page/Page column 24-25, (2008/06/13)
Novel aromatic fluoroglycoside derivatives, medicaments containing these compounds, and the use thereof. The invention relates to substituted aromatic fluoroglycoside derivatives of the formula I in which the radicals have the stated meanings, and their p
NOVEL FLUOROGLYCOSIDE DERIVATIVES OF PYRAZOLES, MEDICAMENTS CONTAINING THESE COMPOUNDS, AND THE USE THEREOF
-
Page/Page column 32-33, (2008/06/13)
The invention relates to substituted fluoroglycoside derivatives of pyrazoles of formula (I), in which the radicals have the indicated meanings, to the physiologically compatible salts thereof, and to a method for the production thereof. The compounds are suited for as, e.g. antidiabetics.
NOVEL FLUOROGLYCOSIDE HETEROCYCLIC DERIVATIVES, PHARMACEUTICAL PRODUCTS CONTAINING SAID COMPOUNDS AND THE USE THEREOF
-
Page/Page column 39-40, (2008/06/13)
The invention relates to substituted fluoroglycoside heterocyclic derivatives of a formula (I), wherein radicals have predefined bonds, to the psychologically tolerated salts thereof and to methods for the preparation thereof. Said compounds can be used, for example as antidiabetic agents.
Synthesis of UDP-4-deoxy-4-fluoroglucose and UDP-4-deoxy-4-fluorogalactose and their interactions with enzymes of nucleotide sugar metabolism
Chapeau,Frey
, p. 6994 - 6998 (2007/10/02)
Fluorinated carbohydrates can be used as probes of enzymatic active sites. We report the synthesis of 4-deoxy-4-fluoro-α-D-galactose-1-phosphate and the substrate analogues of UDP-galactose, UDP4-deoxy-4-fluoro-α-D-galactose (UDP-FGal), and of UDP-glucose, UDP-4-deoxy-4-fluoro-α-D-glucose (UDP-FGlc), which may be useful in analyzing the binding properties of enzymes that utilize nucleotide sugars as substrates. As a first step in this study, we determine the kinetic and inhibition parameters for UDP-FGal and UDP-FGlc interacting with UDP-glucose dehydrogenase and UDP-galactose 4-epimerase. UDP-FGlc is a substrate for bovine liver UDP-glucose dehydrogenase: K(m) = 30.2 ± 4.5 μM slightly higher than the value 9.6 ± 0.7 μM for UDP-glucose, and V(m)(UDP-FGlc) = 0.46V(mUDP-Glc). UDP-FGal is not a substrate for UDP-glucose dehydrogenase but is a competitive inhibitor with respect to UDP-glucose (K(i) = 19.9 ± 6.6 μM). These analogs also bind to UDP-galactose 4-epimerase from E. coli with dissociation constants K(d) of 1.4 and 1.1 mM for UDP-FGlc and UDP-FGal, respectively.
THE SYNTHESIS AND HYDROLYSIS OF A SERIES OF DEOXYFLUORO-D-GLUCOPYRANOSYL PHOSPHATES
Withers, Stephen G.,MacLennan, David J.,Street, Ian P.
, p. 127 - 144 (2007/10/02)
The synthesis of all four deoxyfluoro-α-D-glucopyranosyl phosphates is described.Rate conctants for their acid-catalyzed hydrolysis were determined, and fluorine substitution was shown to have a significant effect in lowering the rate, particularly when t
