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

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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