T4540
Triacsin C
From Streptomyces sp., long-chain fatty acyl CoA synthetase inhibitor, powder
别名:
2,4,7-十一碳三烯酸亚硝基腙, WS1228A
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关于此项目
经验公式（希尔记法）:
C11H17N3O
化学文摘社编号:
分子量:
207.27
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
NACRES:
NA.77
产品名称
三氮菌素 C 来源于链霉菌 属,
生物来源
Streptomyces sp.
质量水平
表单
powder
溶解性
methanol: soluble 4.90-5.10 mg/mL, clear (Pale yellow to yellow)
methanol: soluble 4.90-5.10 mg/mL, clear, pale yellow to yellow
作用机制
enzyme | inhibits
运输
wet ice
储存温度
−20°C
SMILES字符串
CCC\C=C\C\C=C\C=C\C=N\NN=O
InChI
1S/C11H17N3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h4-5,7-11H,2-3,6H2,1H3,(H,13,15)/b5-4+,8-7+,10-9+,12-11+
InChI key
NKTGCVUIESDXPU-YLEPRARLSA-N
一般描述
Triacsin C属于真菌代谢物，所有这类真菌代谢物都具有11-碳链烯基链，在末端具有共同的N-羟基三苯基部分。
应用
已有研究发现，当不存在长链酰基辅酶A合成酶时，Triacsin C可诱导小鼠和非洲爪蟾卵母细胞成熟。 Triacsin C还可以阻断G蛋白αS亚基6的棕榈酰化。此外，triacsin C可以稳定1-油酰基-2-乙酰基-sn-甘油（OAG）并增强小鼠细胞中内质网（ER）的perilipin 3募集7。
生化/生理作用
Triacsin C是长链脂肪酰辅酶A合成酶的有效抑制剂。它能阻断肥胖大鼠模型中由脂肪酸诱导的β细胞凋亡（脂肪细胞凋亡）。此外，它还能阻断甘油三酯、甘油二酯和胆固醇酯的从头合成，从而干扰脂质代谢。
制备说明
Triacsin C可溶于甲醇，浓度为4.90-5.10 mg/ml，得到澄清的浅黄色至黄色溶液。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
Y-L Xie et al.
Theriogenology, 78(9), 1917-1928 (2012-10-13)
In vivo and in vitro approaches were used to elucidate mechanisms of palmitate-induced cytotoxicity of follicle granulosa cells in fuel-overloaded broiler hens. In contrast to their energy-restricted counterparts, broiler breeder hens fed ad libitum for 2 wk had dyslipidemia, atresia
Hua-wei Wang et al.
Biology of reproduction, 87(3), 74-74 (2012-07-13)
In most vertebrates, fully grown oocytes are arrested in meiotic prophase I and only resume the cell cycle upon external stimuli, such as hormones. The proper arrest and resumption of the meiotic cycle is critical for reproduction. A Galpha(S) signaling
I Namatame et al.
Journal of biochemistry, 125(2), 319-327 (1999-02-17)
Primary mouse peritoneal macrophages effectively take up and metabolize phosphatidylcholine/cholesterol liposomes containing a small amount of phosphatidylserine, which results in the massive accumulation in the cytoplasm of oil red O positive lipid droplets consisting of cholesteryl ester (CE) and triacylglycerol
H Tomoda et al.
The Journal of biological chemistry, 266(7), 4214-4219 (1991-03-05)
Triacsins A, B, C, and D are new inhibitors of long chain acyl-CoA synthetase (EC 6.2.1.3) and possess different inhibitory potencies against the enzyme (Tomoda, H., Igarashi, K., and Omura, S. (1987) Biochim. Biophys. Acta 921, 595-598). Acyl-CoA synthetase activity
Yulia Y Tyurina et al.
FEBS letters, 586(3), 235-241 (2012-01-03)
Peroxidation of cardiolipin in mitochondria is essential for the execution of apoptosis. We suggested that integration of oleic acid into cardiolipin generates non-oxidizable cardiolipin species hence protects cells against apoptosis. We synthesized mitochondria-targeted triphenylphosphonium oleic acid ester. Using lipidomics analysis
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