trans-4-Hydroxy-2-nonenoic acid | CAS:95087-42-6

trans-4-Hydroxy-2-nonenoic acid

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Description:

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

In vivo:

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

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

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 (trans-4-Hydroxy-2-nonenoic acid,HNEAcid) by aldehyde dehydrogenases in the rat cerebral cortex.
METHODS AND RESULTS:
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.
CONCLUSIONS:
Our data demonstrate that an HNE metabolite, formed in rat and human brain, is a signaling molecule analogous to other bioactive lipid peroxidation products.

trans-4-Hydroxy-2-nonenoic acid Description

Source:	The herbs of Sarcandra glabra
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

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

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

trans-4-Hydroxy-2-nonenoic acid (HNEA) is a marker of lipid peroxidation resulting from the metabolism of trans-4-hydroxy-2-nonenal (HNE).
METHODS AND RESULTS:
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.
CONCLUSIONS:
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.

Product Name	trans-4-Hydroxy-2-nonenoic acid
Price:
CAS No.:	95087-42-6
Catalog No.:	CFN92983
Molecular Formula:	C₉H₁₆O₃
Molecular Weight:	172.22 g/mol
Purity:	>=98%
Type of Compound:	Miscellaneous
Physical Desc.:	Powder
Source:	The herbs of Sarcandra glabra
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS
Similar structural:	Comparison
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Miscellaneous Compound Library

	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

CFN99842	Macrocarpal I	179388-54-6	490.6	C₂₈H₄₂O₇
CFN60442	SB415286	264218-23-7	359.72	C₁₆H₁₀ClN₃O₅
CFN99805	Oxymatrine	16837-52-8	264.4	C₁₅H₂₄N₂O₂
CFN99664	Ehretioside B	156368-84-2	311.3	C₁₄H₁₇NO₇