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10,13-epoxy-10,12-Octadecadienoic Acid Sale

(Synonyms: 10,12-furan-FA, 10,12-Furannonanoic Acid) 目录号 : GC41864

A furan fatty acid

10,13-epoxy-10,12-Octadecadienoic Acid Chemical Structure

Cas No.:4179-43-5

规格 价格 库存 购买数量
500μg
¥4,437.00
现货
1mg
¥8,428.00
现货

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Sample solution is provided at 25 µL, 10mM.

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产品描述

10,13-epoxy-10,12-Octadecadienoic acid is a furan fatty acid produced by oxidation of 10(E),12(Z)-conjugated linoleic acid . It upregulates the expression of PLIN2, TPD52L2, and SEC13, which are involved in the formation of lipid droplets, and downregulates a variety of genes involved in general cellular processes in Caco-2 cells. 10,13-epoxy-10,12-Octadecadienoic acid is cytotoxic to Caco-2 and HepG2 cells when used concentrations greater than or equal to 100 µM.

Chemical Properties

Cas No. 4179-43-5 SDF
别名 10,12-furan-FA, 10,12-Furannonanoic Acid
Canonical SMILES OC(CCCCCCCCC1=CC=C(CCCCC)O1)=O
分子式 C18H30O3 分子量 294.4
溶解度 Ethanol: soluble 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 3.3967 mL 16.9837 mL 33.9674 mL
5 mM 0.6793 mL 3.3967 mL 6.7935 mL
10 mM 0.3397 mL 1.6984 mL 3.3967 mL
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Research Update

In-vitro toxicological and proteomic analysis of furan fatty acids which are oxidative metabolites of conjugated linoleic acids

Lipids 2012 Nov;47(11):1085-97.PMID:22949068DOI:10.1007/s11745-012-3713-y.

Furan fatty acids (furan-FA) are oxidative products of conjugated linoleic acids (CLA) and may therefore be ingested when CLA-containing food or food-additives are consumed. Due to the presence of a furan ring structure the question arises whether furan-FA may have toxic properties on enterocytes and liver cells. Here we show that furan-FA neither have toxic effects in human colon cancer cell line Caco-2 nor in human hepatoma cell line HepG2 at concentrations that could be relevant for humans. At concentrations up to 100 μM, all tested furan-FA isomers showed no pronounced cytotoxicity and did not affect cellular proliferation or apoptosis up to concentrations of 500 μM. In addition, furan-FA was neither genotoxic in the micronucleus test using Chinese hamster lung fibroblasts (V79) nor in the Ames test independent of the presence or absence of rat liver homogenate for enzymatic activation of the furan ring structure. A proteomic approach revealed that 48 proteins were differentially expressed when Caco-2 cells were incubated with up to 1 mM of 10,13-epoxy-10,12-Octadecadienoic Acid (10,12-furan-FA). Three of the 30 proteins that could be identified by MALDI-TOF analysis were upregulated and were associated with lipid droplet biogenesis. The remaining 27 proteins were downregulated and were considered to be associated with general cellular processes such as DNA replication and transcription, protein biosynthesis and protein processing, lipid and energy metabolism. From the proteomic data we conclude that furan-FA is predominantly stored in lipid droplets thereby downregulating cellular metabolic activity and driving the cells into a state of rest.