T6575

TOFA

≥98% (HPLC)

• Synonym(e): 5-(Tetradecyloxy)-2-furoic acid
• Empirische Formel (Hill-System): C₁₉H₃₂O₄
• CAS-Nummer: 54857-86-2
• Molekulargewicht: 324.45
• MDL-Nummer: MFCD01726059
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329826849
• NACRES: NA.77

Eigenschaften

• Assay: ≥98% (HPLC)
• Form: powder
• Farbe: white to beige
• mp (Schmelzpunkt): 112-115 °C
• Löslichkeit: DMSO: 2 mg/mL, clear
• Lagertemp.: −20°C
• SMILES String: CCCCCCCCCCCCCCOc1ccc(o1)C(O)=O
• 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)
• InChIKey: CZRCFAOMWRAFIC-UHFFFAOYSA-N

Beschreibung

Anwendung

TOFA has been used as a lipid biosynthesis inhibitor in mesenchymal stromal cells (MSCs), human pluripotent stem cells., an acetyl-CoA carboxylase 1 inhibitor in murine adipocyte cell lines., a lipolysis inhibitor in cancer stem cells (CSCs).

TOFA has been used as an ACC inhibitor to study its effect on insulin secretion in INS-1E cells.

Biochem./physiol. Wirkung

5-(Tetradecyloxy)-2-furoic acid (TOFA) elicits hypolipidemic functionality by favoring fatty acid breakdown and at the same time preventing biosynthesis. It induces apoptosis in pancreatic cancer cells and favors tumor suppression.

Studies have reported that TOFA can inhibit the anorectic effect of subcutaneous tamoxifen (TMX) on food intake during refeeding experiments in rats.

TOFA is a cell-permeable, potent, reversible, and competitive inhibitor of acetyl-CoA carboxylase (ACC). TOFA is a key enzyme involved in fatty acid biosynthesis. TOFA inhibits cellular fatty acid synthesis in a dose-dependent manner (IC₅₀ = 4 μM in human breast cancer cell line MCF7).

Angaben zur Herstellung

TOFA is soluble in DMSO at a concentration that is greater than 2 mg/ml.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 2
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)