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Merck
CN

613450

TOFA

≥98% (HPLC), Acetyl-CoA carboxylase inhibitor, solid

Synonym(s):

TOFA, 5-(Tetradecyloxy)-2-furoic acid

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About This Item

Empirical Formula (Hill Notation):
C19H32O4
CAS Number:
54857-86-2
Molecular Weight:
324.45
UNSPSC Code:
41121800
NACRES:
NA.77
MDL number:
MFCD01726059
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze
protect from light

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Product Name

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.

SMILES string

[o]1c(ccc1C(=O)O)OCCCCCCCCCCCCCC

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

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

Quality Level

100

Related Categories

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

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

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.

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.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Slight warming and sonication may be required for complete solubilization in ethanol.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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