| Identification | Back Directory | [Name]
2-FLUOROPALMITIC ACID | [CAS]
16518-94-8 | [Synonyms]
2-FLUOROPALMITIC ACID
2-FLUOROHEXADECANOIC ACID
JGRIJJOLCNCSNX-UHFFFAOYSA-N
Hexadecanoic acid, 2-fluoro- | [Molecular Formula]
C16H31FO2 | [MDL Number]
MFCD00216145 | [MOL File]
16518-94-8.mol | [Molecular Weight]
274.41 |
| Chemical Properties | Back Directory | [Boiling point ]
376.1±12.0 °C(Predicted) | [density ]
0.936±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C | [solubility ]
Soluble in DMSO | [form ]
crystalline solid | [pka]
2.70±0.21(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Definition]
ChEBI: 2-fluorohexadecanoic acid is a long-chain fatty acid and a fluoro fatty acid. | [Biological Activity]
2-fluoropalmitic acid inhibits sphingosine biosynthesis and long-chain acyl-coa synthetase [1]. the length of the carbon chain of the fatty acid species defines the substrate specificity for the different acyl-coa synthetases (acs).mammalian long-chain acyl-coa synthetases (acsl) activate fatty acids with chain lengths of 12 to 20 carbon atoms. the long-chain acyl-coa synthetase mrna is expressed virtually in heart, liver, and epididymal adipose tissues and, to a much lesser extent, in brain, small intestine, and lung [2].palmitic acid was a selective cytotoxic substance extracted from the marine algal. at concentrations ranging from 12.5 to 50 μg/ml, palmitic acid showed selective cytotoxicity to human leukemic cells, but no cytotoxicity to normal hdf cells. palmitic acid (50 μg/ml) induced apoptosis in the human leukemic cell line molt-4. palmitic acid also showed in vivo antitumor activity in mice [3]. 2-fluoropalmitic acid showed an inhibitory effect on sphingosine biosynthesis and long-chain acyl-coa synthetase with an ic50 value of 0.2 mm [1]. | [References]
[1] soltysiak r m, matsuura f, bloomer d, et al. d, l-α-fluoropalmitic acid inhibits sphingosine base formation and accumulates in membrane lipids of cultured mammalian cells[j]. biochimica et biophysica acta (bba)-lipids and lipid metabolism, 1984, 792(2): 214-226.
[2] suzuki h, kawarabayasi y, kondo j, et al. structure and regulation of rat long-chain acyl-coa synthetase[j]. journal of biological chemistry, 1990, 265(15): 8681-8685.
[3] harada h, yamashita u, kurihara h, et al. antitumor activity of palmitic acid found as a selective cytotoxic substance in a marine red alga[j]. anticancer research, 2001, 22(5): 2587-2590. |
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