Molecular structure of TOFA (5-(Tetradecyloxy)-2-furoic acid), CAS Number: 54857-86-2
TOFA (5-(Tetradecyloxy)-2-furoic acid) (CAS 54857-86-2)
See product citations (15)
Alternate Names:
5-Tetradecyloxy-2-furonic acid; RMI-14514
Application:
TOFA (5-(Tetradecyloxy) -2-furoic acid) is an inhibitor of ACC and fatty acid synthesis
CAS Number:
54857-86-2
Purity:
≥98%
Molecular Weight:
324.45
Molecular Formula:
C19H32O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
TOFA (5-(Tetradecyloxy)-2-furoic acid) is a cell-permeable small molecule, functional as an inhibitor of fatty acid synthesis through inhibition of acetyl-CoA carboxylase (ACC). Inhibition of this enzyme reduces the availability of endogenous fatty acids for generation of phosphatidylcholine, the major phospholipid in cell membranes. Blockage of ACC also depletes malonyl-CoA levels, indicated to serve a proapoptotic role in cell regulation, and reduction of malonyl-CoA related to TOFA inhibition is reported to confer survival to cancer cells treated with a cytotoxin. TOFA is also described to stimulate citrate accumulation in the cell, which leads to a suppression of glycolysis by citrate-induced inhibition of phosphofructokinase.
TOFA (5-(Tetradecyloxy)-2-furoic acid) (CAS 54857-86-2) References
- Transcription control and neuronal differentiation by agents that activate the LXR nuclear receptor family. | Schmidt, A., et al. 1999. Mol Cell Endocrinol. 155: 51-60. PMID: 10580838
- Fatty acid synthase inhibition triggers apoptosis during S phase in human cancer cells. | Zhou, W., et al. 2003. Cancer Res. 63: 7330-7. PMID: 14612531
- Inhibition of fatty acid synthesis decreases very low density lipoprotein secretion in the hamster. | Arbeeny, CM., et al. 1992. J Lipid Res. 33: 843-51. PMID: 1512511
- Acetyl-CoA carboxylase-alpha inhibitor TOFA induces human cancer cell apoptosis. | Wang, C., et al. 2009. Biochem Biophys Res Commun. 385: 302-6. PMID: 19450551
- Activation of acetyl-coenzyme A carboxylase is involved in Taxol-induced ovarian cancer cell death. | Wu, J., et al. 2011. Oncol Lett. 2: 543-547. PMID: 22866118
- Fanconi Anemia Mesenchymal Stromal Cells-Derived Glycerophospholipids Skew Hematopoietic Stem Cell Differentiation Through Toll-Like Receptor Signaling. | Amarachintha, S., et al. 2015. Stem Cells. 33: 3382-96. PMID: 26212365
- TOFA induces cell cycle arrest and apoptosis in ACHN and 786-O cells through inhibiting PI3K/Akt/mTOR pathway. | He, D., et al. 2018. J Cancer. 9: 2734-2742. PMID: 30087714
- Different effects of acetyl-CoA carboxylase inhibitor TOFA on airway inflammation and airway resistance in a mice model of asthma. | Zhu, FF., et al. 2020. Pharmacol Rep. 72: 1011-1020. PMID: 32048254
- Effects of in vivo phlorizin treatment and in vitro addition of carnitine, propionate, acetate, and 5-tetradecyloxy-2-furoic acid on palmitate metabolism in ovine hepatocytes. | Ottemann Abbamonte, CJ., et al. 2021. J Dairy Sci. 104: 7749-7760. PMID: 33838888
- Five-(Tetradecyloxy)-2-furoic Acid Alleviates Cholangiocarcinoma Growth by Inhibition of Cell-cycle Progression and Induction of Apoptosis. | Boonnate, P., et al. 2021. Anticancer Res. 41: 3389-3400. PMID: 34230134
- Reciprocal effects of 5-(tetradecyloxy)-2-furoic acid on fatty acid oxidation. | Otto, DA., et al. 1985. Arch Biochem Biophys. 242: 23-31. PMID: 4051503
- Interactions between fatty acid synthesis, oxidation, and esterification in the production of triglyceride-rich lipoproteins by the liver. | Fukuda, N. and Ontko, JA. 1984. J Lipid Res. 25: 831-42. PMID: 6491528
- Inhibition of fatty acid synthesis in isolated adipocytes by 5-(tetradecyloxy)-2-furoic acid. | Halvorson, DL. and McCune, SA. 1984. Lipids. 19: 851-6. PMID: 6549204
- Influence of glucagon or 5-(tetradecyloxy)-2-furoic acid on binding to mitochondria and phosphorylation of ATP-citrate lyase. | Janski, AM. and Cornell, NW. 1982. Biosci Rep. 2: 117-22. PMID: 7066484
- Inhibition by 5-(tetradecyloxy)-2-furoic acid of fatty acid and cholesterol synthesis in isolated rat hepatocytes. | Panek, E., et al. 1977. Lipids. 12: 814-8. PMID: 916823
Inhibitor of:
2900097C17Rik, 5330437I02Rik, ABHD15, ACC, ACCβ, ACOT6, ACOT9, ACSBG2, ACSF4, ACSL6, ACSM2A, ACSS3, ACSVL2, AWAT1, ChREBP, CIDE-C, Dbil5, DDHD1, Enzyme, FAM57B, FAR2, GPAT2, Lipid Biosynthesis, LIPM, LIPN, MUP, PC-PLD5, Ran GAP1, SEC14L1, Seipin, and ZDHHC21.Activator of:
ACSVL1, ACSVL4, and FAS.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
TOFA (5-(Tetradecyloxy)-2-furoic acid), 10 mg | sc-200653 | 10 mg | $97.00 | |||
TOFA (5-(Tetradecyloxy)-2-furoic acid), 50 mg | sc-200653A | 50 mg | $374.00 |