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trans-4-Hydroxy-2-nonenoic acid

CAS# 95087-42-6

trans-4-Hydroxy-2-nonenoic acid

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trans-4-Hydroxy-2-nonenoic acid: 5mg Please Inquire In Stock
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Quality Control of trans-4-Hydroxy-2-nonenoic acid

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Chemical structure

trans-4-Hydroxy-2-nonenoic acid

3D structure

Chemical Properties of trans-4-Hydroxy-2-nonenoic acid

Cas No. 95087-42-6 SDF Download SDF
PubChem ID 10442150 Appearance Powder
Formula C9H16O3 M.Wt 172.22
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (E)-4-hydroxynon-2-enoic acid
SMILES CCCCCC(C=CC(=O)O)O
Standard InChIKey RLNIWODKAMVILO-VOTSOKGWSA-N
Standard InChI InChI=1S/C9H16O3/c1-2-3-4-5-8(10)6-7-9(11)12/h6-8,10H,2-5H2,1H3,(H,11,12)/b7-6+
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of trans-4-Hydroxy-2-nonenoic acid

The herbs of Sarcandra glabra

Biological Activity of trans-4-Hydroxy-2-nonenoic acid

Description1. trans-4-Hydroxy-2-nonenoic acid is a marker of lipid peroxidation resulting from the metabolism of trans-4-hydroxy-2-nonenal . 2. trans-4-Hydroxy-2-nonenoic acid is a gamma-hydroxybutyrate receptor ligand in the cerebral cortex and hippocampus.

trans-4-Hydroxy-2-nonenoic acid Dilution Calculator

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trans-4-Hydroxy-2-nonenoic acid Molarity Calculator

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Preparing Stock Solutions of trans-4-Hydroxy-2-nonenoic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.8065 mL 29.0326 mL 58.0653 mL 116.1305 mL 145.1632 mL
5 mM 1.1613 mL 5.8065 mL 11.6131 mL 23.2261 mL 29.0326 mL
10 mM 0.5807 mL 2.9033 mL 5.8065 mL 11.6131 mL 14.5163 mL
50 mM 0.1161 mL 0.5807 mL 1.1613 mL 2.3226 mL 2.9033 mL
100 mM 0.0581 mL 0.2903 mL 0.5807 mL 1.1613 mL 1.4516 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on trans-4-Hydroxy-2-nonenoic acid

Direct and indirect high-performance liquid chromatography enantioseparation of trans-4-hydroxy-2-nonenoic acid.[Pubmed:17416373]

J Chromatogr A. 2007 May 18;1149(2):305-11.

trans-4-Hydroxy-2-nonenoic acid (HNEA) is a marker of lipid peroxidation resulting from the metabolism of trans-4-hydroxy-2-nonenal (HNE). Direct and indirect RP-HPLC methods for the separation of HNEA enantiomers were developed and compared. The indirect method involved pre-column derivatization with a chiral amino agent, (1S,2S)-(+)-2-amino-1-(4-nitrophenyl)-1,3-propanediol, and subsequent separation of diastereomers on a Spherisorb ODS2 column. The direct separation of HNEA enantiomers was performed using the chiral stationary phase, Chiralpak AD-RH. Validation parameters including limit of quantification, linear range, accuracy and precision were determined. The indirect separation method was successfully applied for the determination of enantiomeric ratio of HNEA in rat brain mitochondrial lysate, and showed that HNEA was formed (R)-enantioselectively from HNE.

4-Hydroxy-trans-2-nonenoic acid is a gamma-hydroxybutyrate receptor ligand in the cerebral cortex and hippocampus.[Pubmed:15189349]

J Neurochem. 2004 Jun;89(6):1462-70.

Elevated production of 4-hydroxy-trans-2-nonenal (HNE) occurs in numerous neurological disorders involving oxidative damage. HNE is metabolized to the non-toxic 4-hydroxy-trans-2-nonenoic acid (HNEAcid) by aldehyde dehydrogenases in the rat cerebral cortex. Based upon the structural similarity of HNEAcid to ligands of the gamma-hydroxybutyrate (GHB) receptor, we hypothesized that HNEAcid is an endogenous ligand for the GHB receptor. HNEAcid displaced the specific binding of the GHB receptor ligand (3)H-NCS382 (30 nm) in membrane preparations of human frontal cerebral cortex and whole rat cerebral cortex with IC(50s) of 3.9 +/- 1.1 and 5.6 +/- 1.2 micro m, respectively. Inhibition was attenuated when the carboxyl group of HNEAcid was replaced with an aldehyde or an alcohol. HNEAcid (300 micro m) did not displace the binding of beta-adrenergic receptor and GABA(B) receptor antagonists, demonstrating the selectivity of HNEAcid for the GHB receptor. HNEAcid is formed in homogenates of human frontal cortical gray matter in an NAD(+)-dependent (V(Max), 0.71 nmol/min/mg) and NADP(+)-dependent (V(Max), 0.12 nmol/min/mg) manner. Lastly, (3)H-NCS382 binding is elevated 2.7-fold with age in the cerebral cortex of rats. Our data demonstrate that an HNE metabolite, formed in rat and human brain, is a signaling molecule analogous to other bioactive lipid peroxidation products.

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