4-hydroxy Nonenal Mercapturic Acid

Cayman Chemical Item Number 32110

(CAS 146764-24-1)

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Description

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 4 or 5 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
CAS Number 146764-24-1
Molecular Formula C14H25NO5S
Formula Weight 319.4
Formulation A solution in ethanol
Purity ≥98%
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
InCHI Code
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​1S/C14H25NO5S/c1-3-4-5-6-11-12(7-13(17)​20-11)​21-8-10(14(18)​19)​15-9(2)​16/h10-13,17H,3-8H2,1-2H3,(H,15,16)​(H,18,19)​
InCHI Key
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DEWNQQSQBYUUAE-UHFFFAOYSA-N

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4-hydroxy Nonenal Mercapturic Acid is available in the following screening library:

Size Price Quantity Subtotal
1 mg $77.00 $0.00
5 mg $347.00 $0.00
10 mg $616.00 $0.00
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Cart Total $0.00

Pricing updated 2015-07-31. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

Upon receipt, it is important to check the storage requirements of your products and place them at the appropriate temperature. Products shipped without ice may require frozen storage for long term stability.

Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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Ann Arbor, Michigan 48108 USA

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