O-TBS Hexadec-9-enoic acid

Ref. TR-T296360

Product Information

• Name: O-TBS Hexadec-9-enoic acid
• Synonyms: (E)-3-((tert-butyldimethylsilyl)oxy)hexadec-9-enoic acid

Description

Applications O-TBS Hexadec-7-enoic acid is an intermediate in the synthesis of 3-Hydroxy-9-hexadecenoyl-L-carnitine which is an analogue of 3-Hydroxyhexadecanoylcarnitine Inner Salt (H943005), a derivative of Carnitine, essential cofactor of fatty acid metabolism; required for the transport of fatty acids through the inner mitochondrial membrane. Synthetized primarily in the liver and kidney; highest concentrations found in heart and skeletal muscle. Dietary sources include red meat, dairy products, beans, avocado. Also 3-Hydroxyhexadecanoylcarnitine works similar to the endogenous non-toxic molecule L-Carnitine (C184110) whose bioavailablity is improved due to the transport systems in place for Carnitine.
References Mitchell, M.E., et al.: Am. J. Clin. Nutr., 31, 293 (1978), Lango, R., et al.: Cardiovasc. Res., 51, 21 (2001), Vaz, F.M., et al.: Biochem. J., et al.: 361, 417 (2002), Karlic, H., et al.: Nutrition, 20, 709 (2004), O. Piermatti. et al.: Bioorg. Med. Chem., 16, 1444 (2008)

• Brand: TRC

Chemical properties

• Molecular weight: 384.67
• Formula: C₂₂H₄₄O₃Si
• Color/Form: Neat
• InChI: InChI=1S/C22H44O3Si/c1-7-8-9-10-11-12-13-14-15-16-17-18-20(19-21(23)24)25-26(5,6)22(2,3)4/h12-13,20H,7-11,14-19H2,1-6H3,(H,23,24)/b13-12+
• SMILES: CC(C#N)(c1ccc(Cl)cc1)c1c(Cl)cc(-n2ncc(=O)[nH]c2=O)cc1Cl