4-hydroxy Nonenal Glutathione (trifluoroacetate salt) • 4-<wbr/>HNE-<wbr/>GSH (Inchi key HORQSLGDIZDKSI-GHGOADBQSA-N) || Cayman Chemical | Supplier
4-hydroxy Nonenal Glutathione (trifluoroacetate salt)
Item № 10627
Purity ≥95%
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SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
1 mg $53.00 $0.00
5 mg $239.00 $0.00
10 mg $424.00 $0.00
25 mg $928.00 $0.00

Pricing updated 2015-09-01. Prices are subject to change without notice.

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Description
Synonyms
  • 4-HNE-GSH

4-hydroxy Nonenal Glutathione (HNE-GSH) is a major adduct formed by the reaction of 4-HNE with GSH.1,2,3,4 4-HNE-GSH levels in liver, plasma, or isolated cells can serve as biomarkers for oxidative stress.5 The trapping of 4-HNE by glutathione to give HNE-GSH prevents the formation of DNA adducts with 4-HNE.6,7 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).1

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Technical Information
Formal Name L-​γ-​glutamyl-​S-​[(3)-​tetrahydro-​5-​hydroxy-​2-​pentyl-​3-​furanyl]-​L-​cysteinyl-​glycine
Synonyms
  • 4-HNE-GSH
Molecular Formula C19H33N3O8S • CF3COOH
Formula Weight 577.6
Purity ≥95%
Formulation A crystalline solid
SMILES O=C(NCC(O)​=O)​[C@@H]​(CSC1CC(O)​OC1CCCCC)​NC(CC[C@H]​(N)​C(O)​=O)​=O.FC(F)​(C(O)​=O)​F
InChI Code ​1S/C19H33N3O8S.C2HF3O2/c1-2-3-4-5-13-14(8-17(26)​30-13)​31-10-12(18(27)​21-9-16(24)​25)​22-15(23)​7-6-11(20)​19(28)​29;3-2(4,5)​1(6)​7/h11-14,17,26H,2-10,20H2,1H3,(H,21,27)​(H,22,23)​(H,24,25)​(H,28,29)​;(H,6,7)​/t11?,12-,13?,14?,17?;/m1./s1
InChI Key HORQSLGDIZDKSI-GHGOADBQSA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
Stability 1 year
Product Downloads & Resources
Product Downloads

Download Product Insert 116 Kb PDF

Download Safety Data Sheet (SDS) 23 Kb PDF

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Additional Information

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References & Background Reading
Product Description References

1. Siems, W., Crifo, C., Capuozzo, E., et al. Metabolism of 4-hydroxy-2-nonenal in human polymorphonuclear leukocytes. Arch Biochem Biophys 503 248-252 (2010).

2. 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).

3. Siems, W., and Grune, T. Intracellular metabolism of 4-hydroxynonenal. Mol Aspects Med 24 167-175 (2003).

4. Alary, J., Fernandez, Y., Debrauwer, L., et al. Identification of intermediate pathways of 4-hydroxynonenal metabolism in the rat. Chem Res Toxicol 16 320-327 (2003).

5. Völkel, 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 rats. Free Radic Biol Med 38 1526-1536 (2005).

6. King, A.O., Corley, E.G., Anderson, R.K., et al. An efficient synthesis of LTD4 antagonist L-699,392. J Org Chem 58 3731-3735 (1993).

7. Falletti, O., Cadet, J., Favier, A., et al. Trapping of 4-hydroxynonenal by glutathione efficiently prevents formation of DNA adducts in human cells. Free Radic Biol Med 42 1258-1269 (2007).

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