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4-hydroxy Nonenal Alkyne Exclusive

Cayman Chemical Item Number 13265

Click Tag™ 4-HNE alkyne (CAS 1011268-23-7)

4-hydroxy Nonenal Alkyne (CAS 1011268-23-7)

See more	Click Chemistry (5) Oxylipins (226) Reactive Probes (27) Atherosclerosis (323) Cancer (606) Diabetes (134) Inflammation (383) Neuroscience (654) Oxidative Injury (258)

Description

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 It is considered a potential causal agent in numerous diseases, including chronic inflammation, neurodegenerative diseases, atherosclerosis, diabetes, and cancer, in part because it covalently modifies DNA and proteins resulting in genetic mutations and altered cell signaling, respectively.³ 4-HNE Alkyne is a form of 4-HNE with a terminal alkyne. Such terminal alkyne groups can be used in linking reactions, known as ‘click chemistry,’ characterized by high dependability and specificity of azide-alkyne bioconjugation reactions.^4,5 Click chemistry has only recently been applied to the study of oxidized lipids.⁶

1 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).

2 Esterbauer, H., Schaur, R.J., and Zoliner, H. Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde, and related aldehydes. Free Radic Biol Med 11 81-128 (1991).

3 West, J.D., and Marnett, L.J. Endogenous reactive intermediates as modulators of cell signaling and cell death. Chem Res Toxicol 19(2) 173-194 (2006).

4 Kolb, H.C., and Sharpless, K.B. The growing impact of click chemistry on drug discovery. Drug Discov Today 8(24) 1128-1137 (2003).

5 Lutz, J., and Zarafshani, Z. Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide-alkyne “click” chemistry. Adv Drug Deliv Rev 60 958-970 (2008).

6 Vila, A., Tallman, K.A., Jacobs, A.T., et al. Identification of protein targets of 4-hydroxynonenal using click chemistry for ex vivo biotinylation of azido and alkynyl derivatives. Chem Res Toxicol 21(2) 432-444 (2008).

Synonyms	Click Tag™ 4-HNE alkyne
Formal Name	4-hydroxynon-2E-nonen-8-ynal
CAS Number	1011268-23-7
Molecular Formula	C₉H₁₂O₂
Formula Weight	152.2
Formulation	A solution in methyl acetate
Purity	≥98%
Stability	6 months
Storage	-80°C
Shipping	Dry ice in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard [H]C(/C=C/C(O)CCCC#C)=O

Background Reading

Esterbauer, H., Schaur, R.J., and Zoliner, H. Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde, and related aldehydes. Free Radic Biol Med 11 81-128 (1991).

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).

West, J.D., and Marnett, L.J. Endogenous reactive intermediates as modulators of cell signaling and cell death. Chem Res Toxicol 19(2) 173-194 (2006).

Lutz, J., and Zarafshani, Z. Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide-alkyne “click” chemistry. Adv Drug Deliv Rev 60 958-970 (2008).

Kolb, H.C., and Sharpless, K.B. The growing impact of click chemistry on drug discovery. Drug Discov Today 8(24) 1128-1137 (2003).

Vila, A., Tallman, K.A., Jacobs, A.T., et al. Identification of protein targets of 4-hydroxynonenal using click chemistry for ex vivo biotinylation of azido and alkynyl derivatives. Chem Res Toxicol 21(2) 432-444 (2008).

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Size	Price	Quantity	Subtotal
100 µg	$41.00		$0.00
500 µg	$185.00		$0.00
1 mg	$328.00		$0.00
5 mg	$1,435.00		$0.00
Bulk	Contact
		Cart Total	$0.00

Pricing updated 2012-02-11. Prices are subject to change without notice.

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