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Cat. Number

080808397734409

Chemical Name

CAY10486

References

Synonyms	4-Hydroxycinnamic acid (L-phenylalanine methyl ester) amide
Formal Name	N-[3-(4-hydroxyphenyl)-1-oxo-2-propenyl]-L-phenylalanine, methyl ester
CAS Number	615264-52-3
Molecular Formula	C₁₉H₁₉NO₄
Formula Weight	325.4
Formulation	A crystalline solid
Purity	>98%
λ_max	210, 226, 311 nm
Stability	2 years
Storage	-20°C
Shipping	Wet ice in continental US; may vary elsewhere
SMILES	COC(=O)[C@@H](NC(=O)/C=C\c1ccc(O)cc1)Cc1ccccc1

Background Reading

Rudel, L.L., Lee, R.G., and Cockman, T.L. Acyl coenzyme A: Cholesterol acyltransferase types 1 and 2: structure and function in atherosclerosis. Curr Opin Lipidol 12 121-127 (2001).

Lee, R.G., Willingham, M.C., Davis, M.A., et al. Differential expression of ACAT1 and ACAT2 among cells within liver, intestine, kidney, and adrenal of nonhuman primates. J Lipid Res 41 1991-2001 (2000).

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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Description

Acyl-Coenzyme A: cholesterol acyltransferase-1 and -2 (ACAT-1 and ACAT-2) catalyze the formation of cholesterol esters from cholesterol and long chain fatty acyl-coenzyme A, and may play a role in the development of atherosclerosis.^1,2 CAY10486 inhibits human ACAT-1 and ACAT-2 equally with an IC₅₀ of approximately 60 µM.³ It also inhibits copper-mediated oxidation of low density lipoproteins by about 28% at a concentration of 3 µM.³

1 Rudel, L.L., Lee, R.G., and Cockman, T.L. Acyl coenzyme A: Cholesterol acyltransferase types 1 and 2: structure and function in atherosclerosis. Curr Opin Lipidol 12 121-127 (2001).

2 Lee, R.G., Willingham, M.C., Davis, M.A., et al. Differential expression of ACAT1 and ACAT2 among cells within liver, intestine, kidney, and adrenal of nonhuman primates. J Lipid Res 41 1991-2001 (2000).

3 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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