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66990-30-5

中文名稱 10,12-二十三聯(lián)炔酸
英文名稱 10,12-TRICOSADIYNOIC ACID
CAS 66990-30-5
分子式 C23H38O2
MDL 編號 MFCD00041683
分子量 346.55
MOL 文件 66990-30-5.mol
更新日期 2023/03/20 19:41:19
66990-30-5 結(jié)構(gòu)式 66990-30-5 結(jié)構(gòu)式

基本信息

中文別名
10,12-二十三聯(lián)炔酸
10,12-二十三碳二炔酸
英文別名
10,12-TRICOSADIYNOIC ACID
TIMTEC-BB SBB009036
所屬類別
化學(xué)試劑:脂肪酸

物理化學(xué)性質(zhì)

熔點(diǎn)56-60 °C
儲(chǔ)存條件Refrigerator
溶解度DMSO : 100 mg/mL (288.56 mM)
形態(tài)Solid
顏色White to off-white
水溶解性Insoluble in water.
敏感性感光
BRN1880414
CAS 數(shù)據(jù)庫66990-30-5(CAS DataBase Reference)

安全數(shù)據(jù)

危險(xiǎn)性符號(GHS)GHS hazard pictograms
GHS07
警示詞警告
危險(xiǎn)性描述H315-H319
安全說明S22-S24/25
WGK Germany3
海關(guān)編碼29161900

常見問題列表

生物活性
10,12-Tricosadiynoic acid 是一種高特異性,選擇性,高親和力且具有口服活性的?;o酶 A 氧化酶-1 (ACOX1) 抑制劑。10,12-Tricosadiynoic acid 可改善線粒體脂質(zhì)和 ROS 代謝,可用于高脂飲食或肥胖引起的代謝性疾病的研究。
靶點(diǎn)

Acyl-CoA oxidase-1 (ACOX1).

體外研究

10,12-Tricosadiynoic acid-CoA rapidly inhibits ACOX1 activity in a time- and concentration-dependent manner. The activity of ACOX1 decreases by nearly 95% after 5 min of incubation with 10 eq of 10,12-Tricosadiynoic acid-CoA. ACOX1 activity is inhibited only if free 10,12-Tricosadiynoic Acid is activated as the CoA thioester, the substrate form. Inhibition of ACOX1 by 10,12-Tricosadiynoic acid-CoA is irreversible. And the kinetics parameters KI and kinact are calculated to be 680 nm and 3.18 min ?1 , respectively.
10,12-Tricosadiynoic acid is the precursor of 10,12-Tricosadiynoic acid-CoA and is transformed into 10,12-Tricosadiynoic acid-CoA by peroxisomal very long chain acyl-CoA synthetase (VLACS) after entering into cells, and it inhibits ACOX1 in vivo.
10,12-Tricosadiynoic acid (500 nM) inhibits acyl-CoA oxidase-1 (ACOX1) activity. 10,12-Tricosadiynoic acid treatment abrogates the protective effect by Sirt5 siRNA.

體內(nèi)研究

10,12-Tricosadiynoic acid (100 μg/kg; oral gavage; daily; for 8 weeks; male Wistar rats) treatment increases hepatic mitochondrial fatty acid oxidation (FAO) via activation of the SIRT1-AMPK (adenosine 5′-monophosphate-activated protein kinase) pathway and proliferator activator receptor α and reduces hydrogen peroxide accumulation in high fat diet-fed rats, which significantly decreases hepatic lipid and ROS contents, reduces body weight gain, and decreases serum triglyceride and insulin levels.
10,12-Tricosadiynoic acid (0 mg/kg, 37.5 mg/kg, 75 mg/kg, and 150 mg/kg diet) treatment does not affect weight gain, but significantly decreases peroxisomal β-oxidation in the liver, and increased body fat accumulation in Nile tilapia. The fish with impaired peroxisomal β-oxidation exhibited higher contents of serum lipid and peroxidation products, and alanine aminotransferase activity, and significantly lowered hepatic activities of superoxide dismutase and catalase.

Animal Model: Male Wistar rats (210-230 g) fed with high fat diet
Dosage: 100 μg/kg
Administration: Oral gavage; daily; for 8 weeks
Result: Reduced hydrogen peroxide accumulation in high fat diet-fed rats, which significantly decreased hepatic lipid and ROS contents, reduced body weight gain, and decreased serum triglyceride and insulin levels.
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