GLPBio

4-hydroxy Nonenal Glutathione-d3

Catalog No.: GC92022Purity:>99.00%Synonyms: 4-HNE-GSH-d3
4-hydroxy Nonenal Glutathione-d3 (4-HNE-GSH-d3) is intended for use as an internal standard for the quantification of 4-HNE-GSH by GC- or LC-MS.

Products are for research use only. Not for human use. We do not sell to patients.


4-hydroxy Nonenal Glutathione-d3
50 µgIn Stock
$188.00
1
100 µgIn Stock
$357.00
1
500 µgIn Stock
$1,495.00
1
1 mgIn Stock
$2,615.00
1

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Description

4-hydroxy Nonenal Glutathione-d3 (4-HNE-GSH-d3) is intended for use as an internal standard for the quantification of 4-HNE-GSH by GC- or LC-MS. 4-hydroxy-Nonenal (4-HNE) is a major aldehyde produced during the lipid peroxidation of ω-6 polyunsaturated fatty acids, such as arachidonic acid and linoleic acid.1,2 4-HNE-GSH is a major adduct formed by the reaction of 4-HNE with GSH.3,4,5,6 4-HNE-GSH levels in liver, plasma, or isolated cells can serve as biomarkers for oxidative stress.7 The trapping of 4-HNE by glutathione to give HNE-GSH prevents the formation of DNA adducts with 4-HNE.8,9 In human polymorphonuclear leukocytes, HNE-GSH is metabolized to 1,4-dihydroxynonene glutathione (DHN-GSH), 4-hydroxynonenoic acid glutathione (HNA-GSH), and 4-hydroxy nonenal mercapturic acid (HNE-MA).3

References:
[1]. Pryor, W.A., and Porter, N.A.Suggested mechanisms for the production of 4-hydroxy-2-nonenal from the autoxidation of polyunsaturated fatty acidsFree Radic. Biol. Med.8(6)541-543(1990).
[2]. Esterbauer, H., Schaur, R.J., and Zoliner, H.Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde, and related aldehydesFree Radic. Biol. Med.11(1)81-128(1991).
[3]. Siems, W., Crifo, C., Capuozzo, E., et al.Metabolism of 4-hydroxy-2-nonenal in human polymorphonuclear leukocytesArch. Biochem. Biophys.503(2)248-252(2010).
[4]. Laurent, A., Alary, J., Debrauwer, L., et al.Analysis in the rat of 4-hydroxynonenal metabolites excreted in bile: Evidence of enterohepatic circulation of these byproducts of lipid peroxidationChem. Res. Toxicol.12(10)887-894(1999).
[5]. Siems, W., and Grune, T.Intracellular metabolism of 4-hydroxynonenalMol. Aspects Med.24(4-5)167-175(2003).
[6]. Alary, J., Fernandez, Y., Debrauwer, L., et al.Identification of intermediate pathways of 4-hydroxynonenal metabolism in the ratChem. Res. Toxicol.16(3)320-327(2003).
[7]. V?lkel, W., Alvarez-Sánchez, R., Weick, I., et al.Glutathione conjugates of 4-hydroxy-2(E)-nonenal as biomarkers of hepatic oxidative stress-induced lipid peroxidation in ratsFree Radic. Biol. Med.38(11)1526-1536(2005).
[8]. King, A.O., Corley, E.G., Anderson, R.K., et al.An efficient synthesis of LTD4 antagonist L-699,392J. Org. Chem.58(14)3731-3735(1993).
[9]. Falletti, O., Cadet, J., Favier, A., et al.Trapping of 4-hydroxynonenal by glutathione efficiently prevents formation of DNA adducts in human cellsFree Radic. Biol. Med.42(8)1258-1269(2007).

Product Documents

Purity:>99.00%Appearance:A solid

Chemical Properties

Synonyms
4-HNE-GSH-d3
Chemical Name
N5-((2R)-1-((carboxymethyl)amino)-3-(((3S)-5-hydroxy-2-(pentyl-5,5,5-d3)tetrahydrofuran-3-yl)thio)-1-oxopropan-2-yl)-D-glutamine
SMILES
O=C(NCC(O)=O)[C@H](CS[C@H]1CC(O)OC1CCCCC([2H])([2H])[2H])NC(CC[C@@H](N)C(O)=O)=O
Molecular Formula
C19H30D3N3O8S
Molecular Weight
466.6
Solubility
Water: 10 mg/ml
Storage
-20°C
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.

CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility

g/mol

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