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Cat. Number
080805889031441
Chemical Name
CAY10487
References
Synonyms
  • 3,4-Dihydrocinnamic Acid (L-alanine methyl ester) amide
Formal Name N-​[(2E)-​3-​(3,​4-​dihydroxyphenyl)-​1-​oxo-​2-​propenyl]-​L-​alanine,​ methyl ester
CAS Number 778624-05-8
Molecular Formula C13H15NO5
Formula Weight 265.3
Formulation A crystalline solid
Purity >98%
λmax 220, 242, 297, 325 nm
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES COC(=O)​[C@H]​(C)​NC(=O)​\C=C/c1ccc(O)​c(O)​c1

Background Reading

Lee, S., Han, J., Kim, H., et al. Synthesis of cinnamic acid derivatives and their inhibitory effects on LDL-oxidation, acyl-CoA: Cholesterol acyltransferase-1 and -2 activity, and decrease of HDL-particle size. Bioorg Med Chem Lett 14 4677-4681 (2004).

Lee, S., Lee, C., Oh, J., et al. Anti-atherogenic effects of 3,4-dihydroxy hydrocinnamides. Bioorg Med Chem Lett 13 2681-2682 (2003).

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Description

The early stage of atherosclerosis is characterized by the aggregation of foam cells, so called a fatty streak, in the inner arterial wall. CAY10487 inhibits formation of fatty streak lesions of the thoracic aorta in high cholesterol-fed rabbits without affecting plasma lipid profiles or significantly inhibiting ACAT-1 or ACAT-2 activity.1,2 The percent area occupied by the atherosclerotic lesion in rabbits supplemented with 0.05% CAY10487 in the diet was 16.1% compared to 53.5% in control rabbits.1 CAY10487 also exhibits antioxidant activity, inhibiting copper-mediated oxidation of low-density lipoprotein by about 75% at a concentration of 2 µM.2

1 Lee, S., Lee, C., Oh, J., et al. Anti-atherogenic effects of 3,4-dihydroxy hydrocinnamides. Bioorg Med Chem Lett 13 2681-2682 (2003).

2 Lee, S., Han, J., Kim, H., et al. Synthesis of cinnamic acid derivatives and their inhibitory effects on LDL-oxidation, acyl-CoA: Cholesterol acyltransferase-1 and -2 activity, and decrease of HDL-particle size. Bioorg Med Chem Lett 14 4677-4681 (2004).

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