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AdipoGen Life Sciences
TOFA
45
CHF
CHF 45.00
In stock
AG-CR1-2905-M0055 mgCHF 45.00
AG-CR1-2905-M02525 mgCHF 190.00
Product Details | |
---|---|
Synonyms | RMI 14514; MDL 14514; 5-(Tetradecyloxy)-2-furoic acid; 5-(Tetradecyloxy)-2-furancarboxylic acid |
Product Type | Chemical |
Properties | |
Formula |
C19H32O4 |
MW | 324.5 |
CAS | 54857-86-2 |
RTECS | LU0288000 |
Purity Chemicals | ≥98% |
Appearance | White to off-white solid. |
Solubility | Soluble in DMSO (10mg/ml), DMF (5mg/ml) or ethanol (5mg/ml). |
InChi Key | CZRCFAOMWRAFIC-UHFFFAOYSA-N |
Smiles | CCCCCCCCCCCCCCOC1=CC=C(C(O)=O)O1 |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice |
Keep cool and dry. Protect from light. |
Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- Fatty acid synthase (FASN) inhibitor.
- Cell permeable, potent, reversible and competitive inhibitor of acetyl-CoA carboxylase (ACC) consequently blocking the synthesis of malonyl-CoA.
- Useful agent for immunometabolism research.
- Anticancer agent. Induces apoptosis in a variety of tumor cell lines. Relatively non-cytotoxic to various cancer cell lines.
- TOFA-induced reduction in malonyl-CoA is reported to off-set the effect of C75 (AG-CR1-2904) on food intake in fasted mice and on apoptosis in tumor cells.
- Hypolipidemic agent.
- Stimulates citrate accumulation in the cell, which leads to a suppression of glycolysis by citrate-induced inhibition of phosphofructokinase.
Product References
- 5-(Tetradecyloxy)-2-furancarboxylic acid and related hypolipidemic fatty acid-like alkyloxyarylcarboxylic acids: R.A. Parker, et al.; J. Med. Chem. 20, 781 (1977)
- Inhibition of fatty acid synthesis in isolated adipocytes by 5-(tetradecyloxy)-2-furoic acid: D.L. Halvorson & S.A. McCune; Lipids 19, 851 (1984)
- Pharmacological inhibitors of mammalian fatty acid synthase suppress DNA replication and induce apoptosis in tumor cell lines: E.S. Pizer, et al.; Cancer Res. 58, 4611 (1998)
- Reduced food intake and body weight in mice treated with fatty acid synthase inhibitors: T.M. Loftus, et al.; Science 288, 2379 (2000)
- Fatty acid synthase inhibition in human breast cancer cells leads to malonyl-CoA-induced inhibition of fatty acid oxidation and cytotoxicity: J.N. Thupari, et al.; BBRC 285, 217 (2001)
- Fatty acid synthase inhibition triggers apoptosis during S phase in human cancer cells: W. Zhou, et al.; Cancer Res. 63, 7330 (2003)
- C75, a fatty acid synthase inhibitor, modulates AMP-activated protein kinase to alter neuronal energy metabolism: L.E. Landree, et al.; J. Biol. Chem. 279, 3817 (2004)
- TOFA (5-tetradecyl-oxy-2-furoic acid) reduces fatty acid synthesis, inhibits expression of AR, neuropilin-1 and Mcl-1 and kills prostate cancer cells independent of p53 status: N.V. Guseva, et al.; Cancer Biol. Ther. 12, 80 (2011)
- A guide to immunometabolism for immunologists: L.A. O'Neill, et al.; Nat. Rev. Immunol. 16, 553 (2016)