cis-Parinaric Acid

Cayman Chemical Item Number 71430

α-Parinaric Acid (CAS 18427-44-6)

cis-Parinaric Acid (CAS 18427-44-6)

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Description

cis-Parinaric acid is a naturally occurring polyunsaturated fatty acid containing an unusual conjugated (Z,E,E,Z) tetraene. This chromophore provides for a natural fluorescence at 432 nm with an excitation wavelength at 320 nm. cis-Parinaric acid occurs naturally in the seeds of the Makita tree, a tropical rainforest tree indigenous to Fiji. Makita seeds are inedible, and this toxicity may be due at least in part to the unstable conjugated fatty acids, including cis-parinaric acid, contained within the seed. cis-Parinaric acid has been used for the measurement of phospholipase activity, lipase activity, and as an indicator of lipid peroxidation.1,2,3,4

1 Wolf, C., Sagaert, L., and Bereziat, G. A sensitive assay of phospholipase using the fluorescent probe 2-parinaroyllecithin. Biochem Biophys Res Commun 99 275-283 (1981).

2 Beisson, F., Ferté, N., Nari, J., et al. Use of naturally fluorescent triacylglycerols from Parinari glaberrimum to detect low lipase activities from Arabidopsis thaliana seedlings. J Lipid Res 40 2313-2321 (1999).

3 McGuire, S.O., James-Kracke, M.R., Sun, G.Y., et al. An esterification protocol for cis-parinaric acid-determined lipid peroxidation in immune cells. Lipids 32 219-226 (1997).

4 de Hingh, Y.C.M., Meyer, J., Fischer, J.C., et al. Direct measurement of lipid peroxidation in submitochondrial particles. Biochemistry 34 12755-12760 (1995).

Synonyms
  • α-Parinaric Acid
Formal Name 9Z,​11E,​13E,​15Z-​octadecatetraenoic acid
CAS Number 18427-44-6
Molecular Formula C18H28O2
Formula Weight 276.4
Formulation A crystalline solid
Purity >98% (may contain up to 5% trans-Parinaric acid)
λmax 292, 305, 319 nm
Stability 2 years
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
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CC/C=C\C=C/C=C\C=C\CCCCCCCC(=O)​O
InCHI Code
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​1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)​20/h3-10H,2,11-17H2,1H3,(H,19,20)​/b4-3-,6-5+,8-7+,10-9-
InCHI Key
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IJTNSXPMYKJZPR-ZSCYQOFPSA-N

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cis-Parinaric Acid is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $26.00 $0.00
5 mg $117.00 $0.00
10 mg $208.00 $0.00
25 mg $455.00 $0.00
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Pricing updated 2014-04-24. Prices are subject to change without notice.

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Related Products

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