WZB117
| Code | Size | Price |
|---|
| AG-CR1-3694-M005 | 5 mg | £55.00 |
Quantity:
| AG-CR1-3694-M025 | 25 mg | £155.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Target Species: Universal
Shipping:
AMBIENT
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
WZB-117; 3-Fluoro-1,2-phenylene bis(3-hydroxybenzoate)
Appearance:
White to off-white solid.
CAS:
1223397-11-2
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.Protect from light.Protect from moisture.
InChi:
InChI=1S/C20H13FO6/c21-16-8-3-9-17(26-19(24)12-4-1-6-14(22)10-12)18(16)27-20(25)13-5-2-7-15(23)11-13/h1-11,22-23H
InChiKey:
FRSWCCBXIHFKKY-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 1223397-11-2. Formula: C20H13FO6. MW: 368.3. . GLUT inhibitor (GLUT4 > GLUT1 = GLUT3). Fast-acting irreversible glucose transporter 1 (GLUT1) inhibitor. Binds directly to GLUT1 involving three hydrogen bonds, one each with Asn34, Arg126, and Trp412. Blocks glucose transport in diverse cancer cells, reducing extracellular lactate and intracellular ATP levels and consequently decreases glycolysis. Anticancer agent in vitro and in vivo. Inhibits cancer cell proliferation, resulting in cell cycle arrest, senescence and necrosis or apoptosis. Inhibits the self-renewal and tumor-initiating capacity of cancer stem cells, blocking tumor initiation after implantation of cancer stem cells in mice.
MDL:
MFCD24387113
Molecular Formula:
C20H13FO6
Molecular Weight:
368.3
Package Type:
Vial
Product Description:
Glucose transporter GLUT inhibitor (GLUT4 > GLUT1 = GLUT3). Fast-acting irreversible GLUT1 inhibitor. Binds directly to GLUT1 involving three hydrogen bonds, one each with Asn34, Arg126 and Trp412. Blocks glucose transport in diverse cancer cells, reducing extracellular lactate and intracellular ATP levels and consequently decreases glycolysis. Anticancer agent in vitro and in vivo. Inhibits cancer cell proliferation, resulting in cell cycle arrest, senescence and necrosis or apoptosis. Inhibits the self-renewal and tumor-initiating capacity of cancer stem cells, blocking tumor initiation after implantation of cancer stem cells in mice.
Purity:
>98% (HPLC)
SMILES:
FC1=C(OC(C2=CC(O)=CC=C2)=O)C(OC(C3=CC=CC(O)=C3)=O)=CC=C1
Solubility Chemicals:
Soluble in DMSO (20mg/ml), ethanol (20mg/ml) or DMF (20mg/ml).
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
A small-molecule inhibitor of glucose transporter 1 downregulates glycolysis, induces cell-cycle arrest, and inhibits cancer cell growth in vitro and in vivo: Y. Liu, et al.; Mol. Cancer Ther. 11, 1672 (2012) | A comparative analysis of inhibitors of the glycolysis pathway in breast and ovarian cancer cell line models: C. Xintaropoulou, et al.; Oncotarget 6, 25677 (2015) | Targeting the facilitative glucose transporter GLUT1 inhibits the self-renewal and tumor-initiating capacity of cancer stem cells: K. Shibuya, et al.; Oncotarget 6, 651 (2015) | Glucose transporter isoform 1 expression enhances metastasis of malignant melanoma cells: A. Koch, et al.; Oncotarget 6, 32748 (2015) | WZB117 (2-Fluoro-6-(m-hydroxybenzoyloxy) Phenyl m-Hydroxybenzoate) inhibits GLUT1-mediated sugar transport by binding reversibly at the exofacial sugar binding site: O.A. Ojelabi, et al. J. Biol. Chem. 291, 26762 (2016) | Inhibition of Glut1 by WZB117 sensitizes radioresistant breast cancer cells to irradiation: F. Zhao, et al.; Cancer Chemother. Pharmacol. 77, 963 (2016) | A guide to immunometabolism for immunologists: L.A. O'Neill, et al.; Nat. Rev. Immunol. 16, 553 (2016) (Review)
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