400035

Glucose Transporter Inhibitor II

The Glucose Transporter Inhibitor II controls the biological activity of Glucose Transporter.

• Synonym(s): Glucose Transporter Inhibitor II, ( Z)-5-(4-Hydroxy-3-trifluoromethyl-benzylidene)-3-(4,4,4-trifluoro-2-methyl-2-(2,2,2-trifluoroethyl)-butyl)-thiazolidine-2,4-dione
• Empirical Formula (Hill Notation): C₁₈H₁₄F₉NO₃S
• CAS Number: 1372864-99-7
• Molecular Weight: 495.36
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• assay: ≥99% (HPLC)
• form: powder
• potency: 2 μM IC₅₀
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: DMSO: 10 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: O=C1N(CC(CC(F)(F)F)(C)CC(F)(F)F)C(S/C1=C\C2=CC=C(O)C(C(F)(F)F)=C2)=O

Description

General description

A cell-permeable thiazolidinedione compound that is shown to reversibly block glucose uptake in androgen-sensitive human prostate adenocarcinoma (LNCaP) cells transfected with GLUT1 (IC₅₀ = 2 µM). Blocks GLUT3, GLUT4, and GLUT9-mediated transport at higher concentration (IC₅₀ ≥ 5 µM). Binds to GLUT1 at a site that is distinct from the glucose binding site. Selectively reduces proliferation (IC₅₀ = 2.0 µM) and induces apoptosis (IC₅₀ = 2.5 µM) in LNCaP cells without affecting normal human prostate epithelial cells and mammary epithelial cells (~ 10 µM). Shown to elicit energy restriction-associated cellular responses in LNCaP cells, such as β-TrCP facilitated protein degradation, activation of AMP-activated kinase, and endoplasmic reticulum stress.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
glucose transporter

Reversible: yes

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 6 months at -20°C. Use only fresh DMSO.

Other Notes

Wang, D-S., et al. 2012, J. Med. Chem.55, 3827.

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable