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
CAS Number:
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
Acetyl-CoA carboxylase 1-dependent protein acetylation controls breast cancer metastasis and recurrence
Garcia MR, et al.
Cell Metabolism, 26(6), 842-855 (2017)
Extracellular matrix mechanical cues regulate lipid metabolism through Lipin-1 and SREBP
Romani P, et al.
Nature Cell Biology, 21(3), 338-338 (2019)
Inhibition of fatty acid synthesis induces apoptosis of human pancreatic cancer cells
Nishi K, et al.
Anticancer Research, 36(9), 4655-4660 (2016)
P T Lange et al.
mBio, 9(4) (2018-07-19)
Gammaherpesviruses are oncogenic pathogens that persist in ~95% of the adult population. Cellular metabolic pathways have emerged as important regulators of many viral infections, including infections by gammaherpesviruses that require several lipid synthetic pathways for optimal replication. Liver X receptors
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
商品
Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.
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