2-Chlorohexadecanoic acid

• CAT Number: I044110
• CAS Number: 19117-92-1
• Molecular Formula: C16H31ClO2
• Molecular Weight: 290.87
• Purity: ≥95%
• Synonyms: 2-chlorohexadecanoic acid
• InChI: InChI=1S/C16H31ClO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15H,2-14H2,1H3,(H,18,19)
• InChIKey: LDQUHRSWFMWRNG-UHFFFAOYSA-N
• SMILES: CCCCCCCCCCCCCCC(C(=O)O)Cl

2-Chlorohexadecanoic acid, an inflammatory lipid mediator, interferes with protein palmitoylation,induces ER-stress markers, reduced the ER ATP content, and activates transcription and secretion of IL-6 as well as IL-8.2-Chlorohexadecanoic acid disrupts the mitochondrial membrane potential and induces procaspase-3 and PARP cleavage.2-Chlorohexadecanoic acid can across blood-brain barrier (BBB) and compromises ER- and mitochondrial functions in the human brain endothelial cell line hCMEC/D3[1].
2-Chlorohexadecanoic acid (2-ClHA; 10 μM; 4, 6 h) results phosphorylation of eIF2α starting 4 h post treatment, while total eIF2α levels remained unchanged incubation of hCMEC/D3 cells. 2-Chlorohexadecanoic acid increases expression of ATF4, a target gene of eIF2α[1].
2-Chlorohexadecanoic acid (25 µM, 30 min) induces a decrease in the FRET ratio signal of ERAT by 40%, indicating significantly diminished [ATP]ER in cells that were treated with 2-Chlorohexadecanoic acid[1].

Reference

[1]. Eva Bernhart, et al. 2-Chlorohexadecanoic acid induces ER stress and mitochondrial dysfunction in brain microvascular endothelial cells. Redox Biol. 2018 May;15:441-451.
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