F5006
2-Fluoro-2-deoxy-D-glucose
glycosylation inhibitor, glucose analog
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Synonym(s):
2-Deoxy-2-fluoro-D-glucose, FDG, 2-Deoxy-2-fluoro-D-glucose
Empirical Formula (Hill Notation):
C6H11FO5
CAS Number:
Molecular Weight:
182.15
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32
Recommended Products
Quality Level
storage temp.
2-8°C
SMILES string
OCC1OC(O)C(F)C(O)C1O
InChI
1S/C6H11FO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1H2
InChI key
ZCXUVYAZINUVJD-UHFFFAOYSA-N
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General description
2-Fluoro-2-deoxy-D-glucose is non-toxic and a structural analog of glucose, significantly inhibiting glycosylation. As a glucose analog, uptake of 2-Fluoro-2-deoxy-D-glucose is rapid in brain and heart cells.
2-Fluoro-2-deoxy-D-glucose can be taken up by cells but does not undergo metabolic glycolysis.
2-Fluoro-2-deoxy-D-glucose can be taken up by cells but does not undergo metabolic glycolysis.
Application
2-Fluoro-2-deoxy-D-glucose is used as a tracer for rapid tumor detection. It is used as a glucose analog to study glucose uptake in mice with radiation and burn injuries. Oncology therapy studies use FDG in combination with PET (Positron Emission Topography)
Biochem/physiol Actions
Glucose analog that inhibits cellular glycosylation.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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C J Hoekstra et al.
European journal of nuclear medicine, 27(6), 731-743 (2000-07-20)
[18F]-2-fluoro-2-deoxy-D-glucose positron emission tomography (FDG PET) is considered a valuable tool in the diagnosis and staging of cancer. In addition, it seems promising as a technique to monitor response to therapy. Progress is hampered, however, by the fact that various
Frank J Brooks et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 55(1), 37-42 (2013-11-23)
The number of studies in the literature involving quantification of the metabolic heterogeneity seen in (18)F-FDG PET images has increased sharply over recent years. We hypothesized that inclusion of very small regions of interest as unique data points will have
Antonio Fernández-Ortiz et al.
American heart journal, 166(6), 990-998 (2013-11-26)
The presence of subclinical atherosclerosis is a likely predictor of cardiovascular events; however, factors associated with the early stages and progression of atherosclerosis are poorly defined. The PESA study examines the presence of subclinical atherosclerosis by means of noninvasive imaging
G J Bosman et al.
Biochimica et biophysica acta, 696(3), 285-289 (1982-03-29)
Tunicamycin, 2-deoxy-D-glucose and 2-deoxy-2-fluoro-D-glucose inhibit dimethyl sulfoxide-induced differentiation of Friend cells. This inhibition, characterized by inhibition of hemoglobin synthesis, is accompanied by a specific inhibition of protein glycosylation. The results of cloning experiments indicate that this inhibition specifically affects cells
P Som et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 21(7), 670-675 (1980-07-01)
Rapid uptake of F-18 FDG was observed in a variety of transplanted and spontaneous tumors in animals. The tumor uptake reached a peak by 30 min and remained relatively constant up to 60 min, with a very slow wash-out of
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