T6575
TOFA
≥98% (HPLC)
别名:
5-（十四烷氧基）-2-糠酸
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关于此项目
经验公式（希尔记法）:
C19H32O4
化学文摘社编号:
分子量:
324.45
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
质量水平
方案
≥98% (HPLC)
表单
powder
颜色
white to beige
mp
112-115 °C
溶解性
DMSO: 2 mg/mL, clear
储存温度
−20°C
SMILES字符串
CCCCCCCCCCCCCCOc1ccc(o1)C(O)=O
InChI
1S/C19H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22-18-15-14-17(23-18)19(20)21/h14-15H,2-13,16H2,1H3,(H,20,21)
InChI key
CZRCFAOMWRAFIC-UHFFFAOYSA-N
相关类别
应用
TOFA已被用作 ACC抑制剂，以研究其对 INS-1E细胞中胰岛素分泌的影响。
TOFA用作可用作：间充质基质细胞(MSC)、人类多功能干细胞中的脂类生化合成抑制剂。小鼠脂肪细胞系中的乙酰-辅酶A羧化酶1抑制剂。一种癌症干细胞(CSC)的脂解抑制剂。
生化/生理作用
5-(十四环氧基)-2-呋喃甲酸(TOFA)可促进脂肪酸分解并阻止生物合成，实现降血脂功能。它能诱导胰腺癌细胞凋亡，促进肿瘤抑制。
TOFA是乙酰辅酶A 羧化酶（ACC）的细胞渗透性、有效、可逆和竞争性抑制剂。
TOFA是乙酰辅酶A 羧化酶（ACC）的细胞渗透性、有效、可逆和竞争性抑制剂。 TOFA是参与脂肪酸生物合成的关键酶。TOFA以剂量依赖性方式抑制细胞脂肪酸合成（人乳腺癌细胞系 MCF7中IC50 = 4 μM）。
研究报道，在大鼠再喂食实验期间，TOFA可以抑制皮下他莫昔芬（TMX）对食物摄入的厌食作用。
制备说明
TOFA以大于2mg/ml的浓度溶于DMSO。
储存分类代码
11 - Combustible Solids
WGK
WGK 2
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
Weibo Zhou et al.
Cancer research, 67(7), 2964-2971 (2007-04-06)
Fatty acid synthase (FAS), the enzyme responsible for the de novo synthesis of fatty acids, is highly expressed in ovarian cancers and most common human carcinomas. Inhibition of FAS and activation of AMP-activated protein kinase (AMPK) have been shown to
Inhibition of fatty acid synthesis induces apoptosis of human pancreatic cancer cells
Nishi K, et al.
Anticancer Research, 36(9), 4655-4660 (2016)
Weibo Zhou et al.
Cancer research, 63(21), 7330-7337 (2003-11-13)
C75, an inhibitor of fatty acid synthase (FAS), induces apoptosis in cultured human cancer cells. Its proposed mechanism of action linked high levels of malonyl-CoA after FAS inhibition to potential downstream effects including inhibition of carnitine palmitoyltransferase-1 (CPT-1) with resultant
Modulation of lipolysis and glycolysis pathways in cancer stem cells changed multipotentiality and differentiation capacity toward endothelial lineage
Pouyafar A, et al.
Cell & Bioscience, 9(1), 30-30 (2019)
Fanconi anemia mesenchymal stromal cells-derived glycerophospholipids skew hematopoietic stem cell differentiation through toll-like receptor signaling
Amarachintha S, et al.
Stem Cells, 33(11), 3382-3396 (2015)
商品
Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.
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