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化驗
≥98% (HPLC)
形狀
powder
儲存條件
protect from light
顏色
white to beige
溶解度
DMSO: 2 mg/mL, clear
儲存溫度
−20°C
SMILES 字串
OC(C(CC(OCCCCCCCC)=O)=C)=O
InChI
1S/C13H22O4/c1-4-6-8-11(7-5-2)17-13(16)10(3)9-12(14)15/h11H,3-9H2,1-2H3,(H,14,15)/p-1
InChI 密鑰
GIRJEIMINMHXQS-UHFFFAOYSA-M
應用
4-辛基衣康酸已被用于:
- 研究其对巨噬细胞的抗炎作用
- 用核因子-红系因子2相关因子2 (NRF2)激活羧酸化合物处理骨髓源性巨噬细胞(BMDM),进行BMDM刺激
- 研究其对系统性硬化症(SSc)真皮成纤维细胞胶原蛋白1表达的影响
生化/生理作用
4-衣脂酸辛酯(4-OI)具有抗炎作用。它能阻断巨噬细胞甘油醛3-磷酸脱氢酶(GAPDH)和糖酵解。它具有巯基反应活性,因此是衣壳酸酯的良好替代品。4-OI的亲电α和β不饱和部分可能有助于通过迈克尔反应使蛋白质半胱氨酸残基中的硫醇烷基化。
内源性代谢物衣脂酸盐最近成为巨噬细胞功能的调节剂。4-辛基衣脂酸盐是可渗透细胞的衣脂酸衍生物,可减少细胞因子的产生,并在体内防止脂多糖诱导的致死性。 小鼠成肌细胞和巨噬细胞中的酯酶将其水解为衣脂酸盐,衣脂酸盐使KEAP1上的半胱氨酸残基烷基化,使得转录因子Nrf2增加抗氧化和抗炎下游基因的表达。
儲存類別代碼
11 - Combustible Solids
水污染物質分類(WGK)
WGK 3
閃點(°F)
Not applicable
閃點(°C)
Not applicable
其他客户在看
Journal of virology, 96(23), e0118722-e0118722 (2022-11-16)
The cellular protein SAMHD1 is important for DNA repair, suppressing LINE elements, controlling deoxynucleoside triphosphate (dNTP) concentrations, maintaining HIV-1 latency, and preventing excessive type I interferon responses. SAMHD1 is also a potent inhibitor of HIV-1 and other significant viral pathogens.
4-Octyl itaconate inhibits aerobic glycolysis by targeting GAPDH to exert anti-inflammatory effects.
Nature communications, 10(1), 5091-5091 (2019-11-11)
Activated macrophages switch from oxidative phosphorylation to aerobic glycolysis, similar to the Warburg effect, presenting a potential therapeutic target in inflammatory disease. The endogenous metabolite itaconate has been reported to regulate macrophage function, but its precise mechanism is not clear.
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Journal of immunology (Baltimore, Md. : 1950), 211(6), 1032-1041 (2023-08-14)
Annexin A1 is a key anti-inflammatory effector protein that is involved in the anti-inflammatory effects of glucocorticoids. 4-Octyl itaconate (4-OI), a derivative of the endogenous metabolite itaconate, which is abundantly produced by LPS-activated macrophages, has recently been identified as a
Redox biology, 59, 102591-102591 (2022-12-28)
Pathological conditions associated with dysfunctional wound healing are characterized by impaired remodelling of extracellular matrix (ECM), increased macrophage infiltration, and chronic inflammation. Macrophages also play an important role in wound healing as they drive wound closure by secretion of molecules
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