Basic information Safety Supplier Related

2-FLUOROPALMITIC ACID

Basic information Safety Supplier Related

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
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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
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2-FLUOROPALMITIC ACID Usage And Synthesis

Uses

Quinine (sulfate hydrate) (Standard) is the analytical standard of Quinine (sulfate hydrate). This product is intended for research and analytical applications. Quinine sulfate hydrate (2:1:4) is an orally active alkaloid extracted from cinchona bark and can be used in anti-malarial studies. Quinine sulfate hydrate (2:1:4) is a potassium channel inhibitor that inhibits WT mouse Slo3 (KCa5.1) channel currents evoked by voltage pulses to +100?mV with an IC50 of 169 μM.

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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