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Merck

F5006

2-Fluor-2-Desoxy-D-Glucose

glycosylation inhibitor, glucose analog

Synonym(e):

2-Deoxy-2-fluor-D-glucose, FDG

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Über diesen Artikel

Empirische Formel (Hill-System):
C6H11FO5
CAS-Nummer:
29702-43-0
Molekulargewicht:
182.15
NACRES:
NA.32
PubChem Substance ID:
24894876
UNSPSC Code:
41116107
MDL number:
MFCD00077527

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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

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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Dieser Artikel
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%

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000447617
0000447617
0000436161
0000436161
0000436123

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Die Dokumentenbibliothek aufrufen

Maarten J Vosselman et al.
The American journal of clinical nutrition, 98(1), 57-64 (2013-05-31)
Studies in rodents have shown that brown adipose tissue (BAT) is activated on food intake, thereby reducing metabolic efficiency. The current study investigated whether a single high-calorie, carbohydrate-rich meal activates BAT in lean human adults. BAT activity was studied in
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
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
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Global Trade Item Number

SKUGTIN
F5006-25MG04061833618004
F5006-100MG04061833617991

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