T6575
TOFA
≥98% (HPLC)
동의어(들):
5-(Tetradecyloxy)-2-furoic acid
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C19H32O4
CAS 번호:
Molecular Weight:
324.45
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
제품 이름
TOFA, ≥98% (HPLC)
InChI key
CZRCFAOMWRAFIC-UHFFFAOYSA-N
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)
assay
≥98% (HPLC)
form
powder
color
white to beige
mp
112-115 °C
solubility
DMSO: 2 mg/mL, clear
storage temp.
−20°C
Quality Level
Application
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 Actions
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 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).
Preparation Note
TOFA is soluble in DMSO at a concentration that is greater than 2 mg/ml.
저장 등급
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Modulation of lipolysis and glycolysis pathways in cancer stem cells changed multipotentiality and differentiation capacity toward endothelial lineage
Pouyafar A, et al.
Cell & Bioscience, 9(1), 30-30 (2019)
Inhibition of fatty acid synthesis induces apoptosis of human pancreatic cancer cells
Nishi K, et al.
Anticancer Research, 36(9), 4655-4660 (2016)
P T Lange et al.
mBio, 9(4) (2018-07-19)
Gammaherpesviruses are oncogenic pathogens that persist in ~95% of the adult population. Cellular metabolic pathways have emerged as important regulators of many viral infections, including infections by gammaherpesviruses that require several lipid synthetic pathways for optimal replication. Liver X receptors
Weibo Zhou et al.
Cancer research, 63(21), 7330-7337 (2003-11-13)
C75, an inhibitor of fatty acid synthase (FAS), induces apoptosis in cultured human cancer cells. Its proposed mechanism of action linked high levels of malonyl-CoA after FAS inhibition to potential downstream effects including inhibition of carnitine palmitoyltransferase-1 (CPT-1) with resultant
E S Pizer et al.
Cancer research, 60(2), 213-218 (2000-02-10)
A biologically aggressive subset of human breast cancers and other malignancies is characterized by elevated fatty-acid synthase (FAS) enzyme expression, elevated fatty acid (FA) synthesis, and selective sensitivity to pharmacological inhibition of FAS activity by cerulenin or the novel compound
문서
Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.
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