2-FLUOROPALMITIC ACID
2-FLUOROPALMITIC ACID Basic information
- Product Name:
- 2-FLUOROPALMITIC ACID
- Synonyms:
-
- 2-FLUOROHEXADECANOIC ACID
- 2-FLUOROPALMITIC ACID
- JGRIJJOLCNCSNX-UHFFFAOYSA-N
- Hexadecanoic acid, 2-fluoro-
- CAS:
- 16518-94-8
- MF:
- C16H31FO2
- MW:
- 274.41
- Mol File:
- 16518-94-8.mol
2-FLUOROPALMITIC ACID Chemical Properties
- 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
2-FLUOROPALMITIC ACID Usage And Synthesis
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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2-FLUOROPALMITIC ACID(16518-94-8)Related Product Information
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- 6-fluoropalmitic acid
- 16-fluoropalmitic acid
- 4-Fluoropalmitic acid
- 2-fluoro Palmitic Acid methyl ester
- 2-FLUOROPALMITIC ACID
- METHYL PERFLUOROOCTADECANOATE
- Perfluorooctadecanoic acid
- METHYL PERFLUOROHEXADECANOATE
- 2,2-DIFLUOROPALMITIC ACID
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