613450

TOFA

A cell-permeable furoic acid compound that acts as a potent, reversible, and competitive inhibitor of acetyl-CoA carboxylase (ACC), a key enzyme involved in the fatty acid biosynthesis.

• Synonym(s): TOFA, 5-(Tetradecyloxy)-2-furoic acid
• Empirical Formula (Hill Notation): C₁₉H₃₂O₄
• CAS Number: 54857-86-2
• Molecular Weight: 324.45
• MDL number: MFCD01726059
• UNSPSC Code: 41121800
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: off-white
• solubility: DMSO: 10 mg/mL; ethanol: 5 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• InChI: 1S/C19H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22-18-15-14-17(23-18)19(20)21/h14-15H,2-13,16H2,1H3,(H,20,21)
• InChI key: CZRCFAOMWRAFIC-UHFFFAOYSA-N

Description

General description

A cell-permeable furoic acid compound that acts as a potent, reversible, and competitive inhibitor of acetyl-CoA carboxylase (ACC), a key enzyme involved in the fatty acid biosynthesis. Inhibits cellular fatty acid synthesis in a dose-dependent manner (IC₅₀ = 4 µM in human breast cancer cell line MCF7). TOFA-induced reduction in malonyl-CoA is reported to off-set the effect of C75 (Cat. No. 341325) on food intake in fasted mice and on apoptosis in tumor cells.

A cell-permeable, potent, reversible, and competitive inhibitor of acetyl-CoA carboxylase (ACC), a key enzyme involved in fatty acid biosynthesis. Inhibits cellular fatty acid synthesis in a dose-dependent manner (IC₅₀ = 4 µM in human breast cancer cell line MCF7). TOFA-induced reduction in malonyl-CoA is reported to off-set the effects of C75 (Cat. No. 341325) on food intake in fasted mice and on apoptosis in tumor cells.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Acetyl-CoA carboxylase (ACC)

Product competes with ATP.

Reversible: yes

Target IC₅₀: 4 µM inhibiting cellular fatty acid synthesis in human breast cancer cell line MCF7

Packaging

Packaged under inert gas

Warning

Toxicity: Carcinogenic / Teratogenic (D)

Preparation Note

Slight warming and sonication may be required for complete solubilization in ethanol.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Landree, L.E., et al. 2004. J. Biol. Chem.279, 3817.
Zhou, W., et al. 2003. Cancer Res.63, 7330.
Hu, Z., et al. 2003. Proc. Natl. Acad. Sci. USA100, 12624.
Pizer, E.S., et al. 2000. Cancer Res.60, 213.
Arbeeny, C.M., et al. 1992. J. Lipid Res.33, 843.
Fukuda, N. and Ontko, J.A. 1984. J. Lipid Res.25, 831.

Legal Information

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable