447-25-6, 6-Deoxy-6-fluoro-D-galactose,
CAS:447-25-6
C6H11FO5 / 182.15
MFCD00151470
6-Deoxy-6-fluoro-D-galactose is a fluorinated sugar that has been shown to inhibit the uptake of glucose by human liver cells. This sugar binds to the enzyme activity and inhibits its activity. 6-Deoxy-6-fluoro-D-galactose was found to be metabolized in a dose dependent manner, with higher doses leading to increased uptake of fluorescein and decreased uptake of glucose. 6FDG is also metabolized by chemical reactions, such as oxidation or hydration, which leads to a decrease in its inhibitory effect on glucose uptake. 6FDG has been shown to bind to sequences that are involved in sugar transport and cell culture studies have shown that this sugar can induce inhibition of cell growth at high concentrations.
CAS Number | 447-25-6 |
Product Name | 6-Fluoro-6-deoxy-d-glucopyranose |
IUPAC Name | (3R,4S,5S,6S)-6-(fluoromethyl)oxane-2,3,4,5-tetrol |
Molecular Formula | C₆H₁₁FO₅ |
Molecular Weight | 182.15 g/mol |
InChI | InChI=1S/C6H11FO5/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-6,8-11H,1H2/t2-,3-,4+,5-,6?/m1/s1 |
InChI Key | SHFYXYMHVMDNPY-GASJEMHNSA-N |
SMILES | C(C1C(C(C(C(O1)O)O)O)O)F |
Synonyms | 6-Deoxy-6-fluoro-glucopyranose; Glucose 6-Fluorohydrin; |
Canonical SMILES | C(C1C(C(C(C(O1)O)O)O)O)F |
Isomeric SMILES | C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)O)O)O)F |
CAS No: 447-25-6 MDL No: MFCD00151470 Chemical Formula: C6H11FO5 Molecular Weight: 182.15 |
References: 1. Eisenthal R, Harrison R, Lloyd WJ, Taylor NF, Biochem. J. 1972, Nov 130(1), 199–205 |
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