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613450

TOFA

Name: TOFA
Brand: MM

≥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

Storage condition:

OK to freeze, protect from light

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Properties

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.

Quality Segment

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

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

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

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.

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

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c