400036

Glucose Transporter Inhibitor IV, WZB117

The Glucose Transporter Inhibitor IV, WZB117 controls the biological activity of Glucose Transporter.

• Synonym(s): Glucose Transporter Inhibitor IV, WZB117, 3-Fluoro-1,2-phenylene bis(3-hydroxybenzoate), GLUT Inhibitor IV, WZB117
• Empirical Formula (Hill Notation): C₂₀H₁₃FO₆
• CAS Number: 1223397-11-2
• Molecular Weight: 368.31
• MDL number: MFCD24387113
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated; protect from light
• color: white
• solubility: ethanol: 100 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: Fc1c(c(ccc1)OC(=O)c3cc(ccc3)O)OC(=O)c2cc(ccc2)O
• InChI key: FRSWCCBXIHFKKY-UHFFFAOYSA-N

Description

General description

A bis-hydroxybenzoate compound that acts as a fast-acting, irreversible blocker of glucose transport by GLUT1 in red blood cells. Shown to rapidly inhibit glucose transport in cancer cells (IC₅₀ ~ 500 nM in A549 cells) and block proliferation. Its inhibitory effects are more pronounced in hypoxic cancer cells. It binds directly to GLUT1 involving three hydrogen bonds, one each with Asn³⁴, Arg¹²⁶, and Trp⁴¹². Also shown to reduce the levels of GLUT1 protein, intracellular ATP levels, and glycolytic enzymes and increase the level of AMPK in tumor cells. Preferentially induces cell cycle arrest and causes senescence and necrosis in red blood cells and tumor cells (IC₅₀ = 10 µM) over non cancerous cells and synergizes the anti-tumor effects of cisplatin (>Cat. No. 232120) and paclitaxel (>Cat. No. 580555). Also, effectively suppresses tumor growth in human A549 lung cancer grafted nude mice model (10 mg/kg, i.p., daily).

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Glut1

Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 weeks at -20°C. Unstable in DMSO.

Other Notes

Liu. Y., et al. 2012. Mol. Cancer Ther.11, 1672.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable