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Merck

F5006

2-Fluoro-2-deoxy-D-glucose

glycosylation inhibitor, glucose analog

Synonim(y):

2-Deoxy-2-fluoro-D-glucose, FDG, 2-Deoxy-2-fluoro-D-glucose

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C6H11FO5
Numer CAS:
29702-43-0
Masa cząsteczkowa:
182.15
NACRES:
NA.32
PubChem Substance ID:
24894876
UNSPSC Code:
41116107
MDL number:
MFCD00077527

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InChI key

ZCXUVYAZINUVJD-UHFFFAOYSA-N

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

Quality Level

300

assay

≥98.00% (TLC)

form

powder

mol wt

182.15 g/mol

concentration

≤100% (2-Fluoro-2-deoxy-D-glucose)

color

, white to white with yellow cast

mp

174-176 °C

solubility

water: 49.00-51.00 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

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Ta pozycja
25972-M72987D4407
2-Fluoro-2-deoxy-D-glucose glycosylation inhibitor, glucose analog

Sigma-Aldrich

F5006

2-Fluoro-2-deoxy-D-glucose

2-Deoxy-D-glucose Non-metabolizable derivative of glucose that can be carried by the glucose carrier in human erythrocytes. An indirect inhibitor of hexokinase. Reported to reduce the incidence of doxorubicin-induced apoptosis.

Millipore

25972-M

2-Deoxy-D-glucose

2-Deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-D-glucose ≥97% (HPLC)

Sigma-Aldrich

72987

2-Deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-D-glucose

2-Deoxy-D-galactose 98%

Sigma-Aldrich

D4407

2-Deoxy-D-galactose

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

-

Quality Level

300

Quality Level

100

Quality Level

100

Quality Level

200

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.[1]

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.[1] It is used as a glucose analog to study glucose uptake in mice with radiation and burn injuries. [2]Oncology therapy studies use FDG in combination with PET (Positron Emission Topography)

Biochem/physiol Actions

Glucose analog that inhibits cellular glycosylation.
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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Klasa składowania

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certyfikaty analizy (CoA)

Lot/Batch Number
0000447617
0000447617
0000436161
0000436161
0000436123

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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
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
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
Dennis Vriens et al.
Cancer, 117(20), 4582-4594 (2011-03-25)
Indeterminate results at fine-needle aspiration biopsy (FNAB) of thyroid nodules pose a clinical dilemma, because only 20% to 30% of patients suffer from malignancy. Previous studies suggested that the false-negative ratio of [(18)F]-2-fluoro-2-deoxy-D-glucose-positron emission tomography (FDG-PET) is very low; therefore
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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