十四烷基硫代乙酸

化合物

十四烷基硫代乙酸TTA)是一种合成脂肪酸,可用作营养补充剂。

十四烷基硫代乙酸
IUPAC名
(Tetradecylsulfanyl)acetic acid
十四烷硫基乙酸
别名 1-(Carboxymethylthio)tetradecane
识别
缩写 TTA; CMTD
CAS号 2921-20-2  checkY
PubChem 114924
ChemSpider 102869
SMILES
 
  • O=C(O)CSCCCCCCCCCCCCCC
InChI
 
  • 1/C16H32O2S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-19-15-16(17)18/h2-15H2,1H3,(H,17,18)
InChIKey IPBCWPPBAWQYOO-UHFFFAOYAU
性质
化学式 C16H32O2S
摩尔质量 288.49 g·mol−1
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

TTA是过氧化物酶体增殖物激活受体α英语peroxisome proliferator-activated receptor alpha(PPARα)激动剂,在体外加快线粒体脂肪酸的氧化。[1]根据啮齿类动物实验的报道,TTA也有其他作用,比如减少炎症[2],以及预防高脂肪饮食引起的肥胖和胰岛素抵抗。[3]

在人体临床研究中,初步研究的观察结果不一致。一项Ⅰ期研究显示血脂或游离脂肪酸没有显着变化[4],另一项研究则表明TTA可以减轻2型糖尿病患者的血脂异常[1]

参考文献

  1. ^ 1.0 1.1 Løvås, K; Røst, TH; Skorve, J; Ulvik, RJ; Gudbrandsen, OA; Bohov, P; Wensaas, AJ; Rustan, AC; et al. Tetradecylthioacetic acid attenuates dyslipidaemia in male patients with type 2 diabetes mellitus, possibly by dual PPAR-alpha/delta activation and increased mitochondrial fatty acid oxidation. Diabetes, Obesity & Metabolism. 2009, 11 (4): 304–14. PMID 19267708. S2CID 22883377. doi:10.1111/j.1463-1326.2008.00958.x. 
  2. ^ Bjørndal, B; Grimstad, T; Cacabelos, D; Nylund, K; Aasprong, OG; Omdal, R; Portero-Otin, M; Pamplona, R; Lied, GA; Hausken, Trygve; Berge, Rolf K. Tetradecylthioacetic Acid Attenuates Inflammation and Has Antioxidative Potential During Experimental Colitis in Rats. Digestive Diseases and Sciences. 2012, 58 (1): 97–106. PMID 22855292. S2CID 1539648. doi:10.1007/s10620-012-2321-2. hdl:1956/6530 . 
  3. ^ Madsen, L; Guerre-Millo, M; Flindt, EN; Berge, K; Tronstad, KJ; Bergene, E; Sebokova, E; Rustan, AC; et al. Tetradecylthioacetic acid prevents high fat diet induced adiposity and insulin resistance. Journal of Lipid Research. 2002, 43 (5): 742–50. PMID 11971945. 
  4. ^ Pettersen, RJ; Salem, M; Skorve, J; Ulvik, RJ; Berge, RK; Nordrehaug, JE. Pharmacology and safety of tetradecylthioacetic acid (TTA): Phase-1 study. Journal of Cardiovascular Pharmacology. 2008, 51 (4): 410–7. PMID 18427285. S2CID 13784863. doi:10.1097/FJC.0b013e3181673be0.