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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

4-hydroxy Nonenal Mercapturic Acid-d3 Exclusive

Cayman Chemical Item Number 9000348

4-hydroxy Nonenal Mercapturic Acid-d3

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Description

4-hydroxy Nonenal mercapturic acid-d3 contains three deuterium atoms at the terminal methyl position. It is intended for use as an internal standard for the quantification of 4-hydroxy nonenal mercapturic acid by GC- or LC-mass spectrometry. Peroxidation of common ω-6 polyunsaturated fatty acids (PUFAs) such as linoleic acid, DGLA, and arachidonic acid can give rise to 4-HNE. 4-HNE is cleared rapidly from the plasma and undergoes enterohepatic circulation as a glutathione conjugate in the rat.1 About two thirds of an administered dose of 4-HNE is excreted within 48 hours in the urine, primarily in the form of mercapturic acid conjugates.2 The C-1 aldehyde of 4-HNE is reduced to an alcohol in about half of these metabolites. The remainder are C-1 aldehydes or have been oxidized to C-1 carboxylic acids. These aldehydes and carboxylic acids can also form γ-lactols and γ-lactones, respectively, producing at least four or five end urinary metabolites of 4-HNE in vivo.

1 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 peroxidation. Chem Res Toxicol 12 887-894 (1999).

2 Alary, J., Bravais, F., Cravedi, J., et al. Mercapturic acid conjugates as urinary end metabolites of the lipid peroxidation product 4-hydroxy-2-nonenal in the rat. Chem Res Toxicol 8 34-39 (1995).

Formal Name N-​acetyl-​S-​(tetrahydro-​5-​hydroxy-​2-​pentyl-​3-​furanyl)-​L-​cysteine-​11,​11,​11-​d3
Molecular Formula C14H22D3NO5S
Formula Weight 322.4
Formulation A solution in ethanol
Purity ≥99% deuterated product
Stability 1 year
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
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CCCCCC1OC(O)​CC1SC[C@H]​(NC(=O)​C)​C(=O)​O

Background Reading

Pryor, W.A., and Porter, N.A. Suggested mechanisms for the production of 4-hydroxy-2-nonenal from the autoxidation of polyunsaturated fatty acids. Free Radic Biol Med 8 541-543 (1990).

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 peroxidation. Chem Res Toxicol 12 887-894 (1999).

Alary, J., Bravais, F., Cravedi, J., et al. Mercapturic acid conjugates as urinary end metabolites of the lipid peroxidation product 4-hydroxy-2-nonenal in the rat. Chem Res Toxicol 8 34-39 (1995).
Size Price Quantity Subtotal
50 µg $91.00 $0.00
100 µg $173.00 $0.00
500 µg $728.00 $0.00
1 mg $1,274.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-02-12. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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