1011268-23-7 Usage
Description
4-Hydroxy Nonenal Alkyne, also known as 4-HNE Alkyne, is a modified form of the major aldehyde 4-hydroxy Nonenal (4-HNE) produced during the lipid peroxidation of ω-6 polyunsaturated fatty acids, such as arachidonic acid and linoleic acid. It is a potential causal agent in various diseases due to its ability to covalently modify DNA and proteins, leading to genetic mutations and altered cell signaling. The terminal alkyne group in 4-HNE Alkyne allows for versatile linking reactions through click chemistry, which is highly reliable and specific for azide-alkyne bioconjugation.
Uses
Used in Research Applications:
4-Hydroxy Nonenal Alkyne is used as a research tool for studying the role of 4-HNE in various diseases, including chronic inflammation, neurodegenerative diseases, atherosclerosis, diabetes, and cancer. The terminal alkyne group enables the use of click chemistry to investigate the interactions and effects of 4-HNE on DNA, proteins, and cellular signaling pathways.
Used in Drug Development:
4-Hydroxy Nonenal Alkyne is used as a starting material for the development of novel therapeutic agents targeting diseases associated with 4-HNE. The alkyne group can be utilized in click chemistry to create bioconjugates with potential therapeutic properties, such as inhibitors of 4-HNE-induced cellular damage or modulators of 4-HNE-related signaling pathways.
Used in Diagnostic Applications:
4-Hydroxy Nonenal Alkyne is used as a diagnostic marker for the detection and monitoring of diseases related to 4-HNE. The alkyne group can be exploited in click chemistry to develop highly specific and sensitive assays for the quantification of 4-HNE in biological samples, aiding in the early diagnosis and assessment of disease progression.
Used in Analytical Chemistry:
4-Hydroxy Nonenal Alkyne is used as a reagent in analytical chemistry for the identification and quantification of 4-HNE in complex biological matrices. The alkyne group facilitates the development of click chemistry-based assays, providing a reliable and specific method for the detection and measurement of 4-HNE levels in various samples.
Check Digit Verification of cas no
The CAS Registry Mumber 1011268-23-7 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,1,1,2,6 and 8 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1011268-23:
(9*1)+(8*0)+(7*1)+(6*1)+(5*2)+(4*6)+(3*8)+(2*2)+(1*3)=87
87 % 10 = 7
So 1011268-23-7 is a valid CAS Registry Number.
1011268-23-7Relevant articles and documents
Identification of protein targets of 4-hydroxynonenal using click chemistry for ex vivo biotinylation of azido and alkynyl derivatives
Vila, Andrew,Tallman, Keri A.,Jacobs, Aaron T.,Liebler, Daniel C.,Porter, Ned A.,Marnett, Lawrence J.
, p. 432 - 444 (2008/12/22)
Polyunsaturated fatty acids (PUFA) are primary targets of free radical damage during oxidative stress. Diffusible electrophilic α,β- unsaturated aldehydes, such as 4-hydroxynonenal (HNE), have been shown to modify proteins that mediate cell signaling (e.g., IKK and Keap1) and alter gene expression pathways responsible for inducing antioxidant genes, heat shock proteins, and the DNA damage response. To fully understand cellular responses to HNE, it is important to determine its protein targets in an unbiased fashion. This requires a strategy for detecting and isolating HNE-modified proteins regardless of the nature of the chemical linkage between HNE and its targets. Azido or alkynyl derivatives of HNE were synthesized and demonstrated to be equivalent to HNE in their ability to induce heme oxygenase induction and induce apoptosis in colon cancer (RKO) cells. Cells exposed to the tagged HNE derivatives were lysed and exposed to reagents to effect Staudinger ligation or copper-catalyzed Huisgen 1,3 dipolar cycloaddition reaction (click chemistry) to conjugate HNE-adducted proteins with biotin for subsequent affinity purification. Both strategies yielded efficient biotinylation of tagged HNE-protein conjugates, but click chemistry was found to be superior for the recovery of biotinylated proteins from streptavidin-coated beads. Biotinylated proteins were detected in lysates from RKO cell incubations with azido-HNE at concentrations as low as 1 μM. These proteins were affinity purified with streptavidin beads, and proteomic analysis was performed by linear ion trap mass spectrometry. Proteomic analysis revealed a dose-dependent increase in labeled proteins with increased sequence coverage at higher concentrations. Several proteins involved in stress signaling (heat shock proteins 70 and 90 and the 78-kDa glucose-regulated protein) were selectively adducted by azido- and alkynyl-HNE. The use of azido and alkynyl derivatives in conjunction with click chemistry appears to be a valuable approach for the identification of the protein targets of HNE.
