Available from stock

2-Fluoro-2-deoxy-D-glucose

SKU: F0076

Categories:

Synonyms: 2-Deoxy-2-fluoro-D-glucose , FDG , 2-FG , Fluorodeoxyglucose; 29702-43-0
CAS-Number: C₆H₁₁FO₅
Molecular Formula: 182.15
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥97% (NMR)
Appearance: White to yellow powder
Identity: 1H-NMR

Properties

Solvents: DMF (30 mg/ml), DMSO (30 mg/ml) or water (10 mg/ml).
Melting Point: 174 - 176 °C
Boiling Point: 478.4 °C (predicted)
Density: 1.494 g/mL (predicted)

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.

Hazard statements: H315-H319-H335
Precautionary statements: P261-P305 + P351 + P338
GHS Symbol: GHS07
Transportation: Not dangerous goods

Description: 2-Fluoro-2-deoxy-D-glucose [FDG] is a glucose analog that inhibits cellular glycosylation. It is the natural isotope-form of 18F-FDG that can be taken up by cells but does not undergo metabolic glycolysis. FDG uptake is closely related to the expression of the glucose transporter (GLUT) in malignant tumours. FDG is also a substrate of hexokinase isozymes and an inhibitor of cellular glycosylation. FDG is taken up by high-glucose-using cells such as brain, brown adipocytes, kidney and cancer cells, where phosphorylation prevents the glucose from being released again from the cell, once it has been absorbed. The 2-hydroxyl group (–OH) in normal glucose is needed for further glycolysis (metabolism of glucose by splitting it), but FDG is missing this 2-hydroxyl and cannot be further metabolized in cells. FDG is used in positron emission tomography (PET) as contrast agent and is the most widely used PET marker. FDG-PET can be used for diagnosis, staging, and monitoring treatment of cancers, particularly in Hodgkin's disease, non-Hodgkin lymphoma, colorectal cancer, breast cancer, melanoma, and lung cancer. FDG has also anticancer and chemosensitizing activity.
Smiles: O[C@H]1C(F)C(O)[C@H](O)[C@@H](CO)O1
InChi Key: ZCXUVYAZINUVJD-IVMDWMLBSA-N
References: (1) H. Minn, et al., Res. Exp. Med. 191, 27 (1991) , (2) Y. Kanazawa, et al., J. Neurochem. 66, 2113 (1996) , (3) T.J. Lampidis, et al., Cancer Chemother. Pharmacol. 58, 725 (2006) , (4) Y. Liu, et al., Prostate Cancer Prostatic Dis. 9, 230 (2006) , (5) Y. Pina, et al., Invest. Ophthalmol. Vis. Sci. 53, 996 (2012) , (6) A. Fantagare & A. Svatos, Front. Plant Sci. 7, 483 (2016) , (7) S. Niccoli, et al., PLosOne 12, e0187584 (2017) , (8) N. Hasnain, et al., J. Pak. Med. Assoc. 70, 2291 (2020)
InChi: InChI=1S/C6H11FO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1H2/t2-,3-,4-,5-,6?/m1/s1

2-Fluoro-2-deoxy-D-glucose [FDG] is a glucose analog that inhibits cellular glycosylation. It is the natural isotope-form of 18F-FDG that can be taken up by cells but does not undergo metabolic glycolysis. FDG uptake is closely related to the expression of the glucose transporter (GLUT) in malignant tumours. FDG is also a substrate of hexokinase isozymes and an inhibitor of cellular glycosylation. FDG is taken up by high-glucose-using cells such as brain, brown adipocytes, kidney and cancer cells, where phosphorylation prevents the glucose from being released again from the cell, once it has been absorbed. The 2-hydroxyl group (–OH) in normal glucose is needed for further glycolysis (metabolism of glucose by splitting it), but FDG is missing this 2-hydroxyl and cannot be further metabolized in cells. FDG is used in positron emission tomography (PET) as contrast agent and is the most widely used PET marker. FDG-PET can be used for diagnosis, staging, and monitoring treatment of cancers, particularly in Hodgkin’s disease, non-Hodgkin lymphoma, colorectal cancer, breast cancer, melanoma, and lung cancer. FDG has also anticancer and chemosensitizing activity.

SKU: F0076

Additional information

Additional information

Synonyms	2-Deoxy-2-fluoro-D-glucose, FDG, 2-FG, Fluorodeoxyglucose
Purity	≥97% (NMR)
Appearance	White to yellow powder
CAS-Number	29702-43-0
Molecular Formula	C6H11FO5
Molecular Weight	182.15
Identity	1H-NMR
Solvents	DMF (30 mg/ml), DMSO (30 mg/ml) or water (10 mg/ml).
Melting Point	174 – 176 °C
Boiling Point	478.4 °C (predicted)
Density	1.494 g/mL (predicted)
Smiles	O[C@H]1C(F)C(O)[C@H](O)[C@@H](CO)O1
InChi Key	ZCXUVYAZINUVJD-IVMDWMLBSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Hazard statements	H315-H319-H335
Precautionary statements	P261-P305 + P351 + P338
GHS Symbol	GHS07
Transportation	Not dangerous goods
References	(1) H. Minn, et al., Res. Exp. Med. 191, 27 (1991), (2) Y. Kanazawa, et al., J. Neurochem. 66, 2113 (1996), (3) T.J. Lampidis, et al., Cancer Chemother. Pharmacol. 58, 725 (2006), (4) Y. Liu, et al., Prostate Cancer Prostatic Dis. 9, 230 (2006), (5) Y. Pina, et al., Invest. Ophthalmol. Vis. Sci. 53, 996 (2012), (6) A. Fantagare & A. Svatos, Front. Plant Sci. 7, 483 (2016), (7) S. Niccoli, et al., PLosOne 12, e0187584 (2017), (8) N. Hasnain, et al., J. Pak. Med. Assoc. 70, 2291 (2020)
InChi	InChI=1S/C6H11FO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1H2/t2-,3-,4-,5-,6?/m1/s1
Quantity	25 mg, 100 mg, Bulk