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75899-68-2

中文名稱 4-羥基壬烯醛
英文名稱 HNE
CAS 75899-68-2
分子式 C9H16O2
MDL 編號(hào) MFCD00211020
分子量 156.22
MOL 文件 75899-68-2.mol
更新日期 2024/12/23 10:32:36
75899-68-2 結(jié)構(gòu)式 75899-68-2 結(jié)構(gòu)式

基本信息

中文別名
4-羥基壬烯醛
(E)-4-羥基-2-壬烯醛
英文別名
HNE
所屬類別
有機(jī)原料:醛類化合物

物理化學(xué)性質(zhì)

沸點(diǎn)125-127 °C(Press: 2 Torr)
密度0.941±0.06 g/cm3(Predicted)
儲(chǔ)存條件-70°C
溶解度DMF: >50 mg/ml; DMSO: >50 mg/ml; Ethanol: >50 mg/ml; PBS pH 7.2: >1 mg/ml
酸度系數(shù)(pKa)13.31±0.20(Predicted)
形態(tài)無(wú)色油狀物。
顏色Colorless to light yellow
CAS 數(shù)據(jù)庫(kù)75899-68-2(CAS DataBase Reference)

安全數(shù)據(jù)

危險(xiǎn)性符號(hào)(GHS)GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
警示詞危險(xiǎn)
危險(xiǎn)性描述H225-H319

常見(jiàn)問(wèn)題列表

生物活性
4-Hydroxynonenal (4-HNE) 是一種 α,β 不飽和羥基烯醛,是一種氧化/亞硝化應(yīng)激生物標(biāo)志物。4-Hydroxynonenalal 是 ALDH2 的底物和抑制劑。4-Hydroxynonenalal 可以調(diào)節(jié)許多信號(hào)傳導(dǎo)過(guò)程,主要是通過(guò)與蛋白質(zhì),核酸和膜脂質(zhì)中具有親核官能團(tuán)的共價(jià)加合物形成的。4-Hydroxynonenalal 通過(guò)線粒體在癌癥中起重要作用。
靶點(diǎn)

Human Endogenous Metabolite

體外研究

4-Hydroxynonenal is both a substrate and an inhibitor of ALDH2; inhibition of ALDH2 by 4-Hydroxynonenal is reversible at low concentration and become irreversible when the concentration of 4-HNE reaches 10 μM.
4-Hydroxynonenal can induce antioxidant defense mechanisms to restrain its own production and to enhance the cellular protection against oxidative stress.
4-Hydroxynonenal, the product of lipid peroxidation, is mutagenic and genotoxic in viruses, bacteria and mammalian cells. It reacts with all four DNA bases but with different efficiency: G >C > A >T. 4-Hydroxynonenal-dG represents the best biomarker of the genotoxic effects of 4-Hydroxynonenal and these adducts are primarily found in nuclear DNA. A classic example of etiological relevance of 4-Hydroxynonenal-dG in human cancers is 4-Hydroxynonenal-dG induced p53 mutation. 4-Hydroxynonenal-dG adducts were preferentially formed at the third base of codon 249 in the p53 gene, causing gene mutation and affecting diverse biological processes including cell cycle arrest, apoptosis, DNA repair, and differentiation.

體內(nèi)研究

Following 24 h after fluid percussion injury (FPI), the mouse brain tissue is analyzed for the expression level of NADPH oxidase 1 (NOX1), inducible nitric oxide synthase (iNOS), 4-Hydroxynonenal (4-HNE. Both wild-type (Nrf2 +/+ ) and Nrf2-deficient mice (Nrf2 ?/? ) results in increased expression of 4-Hydroxynonenal following 15 psi injury (moderate injury) when compared to uninjured Nrf2 +/+ and Nrf2 ?/? mice. Similar to iNOS result, in Nrf2 ?/? KO mice, the expression level of 4-Hydroxynonenal is significantly high when compared to corresponding injured and uninjured Nrf2 +/+ WT animals.

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