10.1016/j.ab.2010.02.026
The research focuses on the development of a method for synthesizing three medium-chain acyl-CoAs from unsaturated and less common fatty acids that are not commercially available. The key chemicals involved in this research include cis-4-decen-1-al, hydrocinnamic acid (3-phenylpropionic acid), anhydrous ethylchloroformate, ammonium formate, silver nitrate, thionyl chloride, 6-methyl-2-heptanol, p-toluenesulfonyl chloride, potassium phosphate, cytochrome c, potassium cyanide, phenazine ethosulfate, N-ethylmaleimide, rotenone, and CoASH (coenzyme A trilithium salt). These chemicals play crucial roles in the synthesis of the fatty acids and the subsequent formation of the acyl-CoAs. For instance, ethylchloroformate is used to form mixed anhydrides of the fatty acids, which are then reacted with CoASH to produce the desired acyl-CoAs. The study also employs various solvents such as methanol, acetonitrile, and tetrahydrofuran, as well as reagents for purification and characterization processes like 2-(2-pyridyl)ethyl-functionalized silica gel for solid-phase extraction and ammonium formate for HPLC elution. The synthesized acyl-CoAs are characterized using techniques such as gas chromatography/mass spectrometry (GC/MS), nuclear magnetic resonance (NMR), and high-performance liquid chromatography with ultraviolet detection and tandem mass spectrometry (HPLC–UV–MS–MS/MS). The purified acyl-CoAs are then used as substrates for measuring acyl-CoA dehydrogenase activities in rat skeletal muscle mitochondria, providing valuable insights into the enzymatic activities related to fatty acid oxidation.
10.1055/s-2003-36844
The research investigates π-deficient 2-(arylsulfonyl)ethyl esters as protecting groups for carboxylic acids. The study explores the synthesis, protection, and deprotection processes of various π-deficient 2-(arylsulfonyl)ethyl groups. Key chemicals involved include thiophenols, 2-bromoethanol, H2O2, NaHCO3, MnSO4·H2O, EDC (1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride), DMAP (4-dimethylaminopyridine), and various carboxylic acids such as hydrocinnamic acid and trans-cinnamic acid. The researchers optimized the reaction conditions for both the protection and deprotection steps, finding that the 2-[3,5-bis(trifluoromethyl)phenylsulfonyl]ethyl group is particularly effective and easily removed under mild basic conditions using aqueous NaHCO3. The study highlights the efficiency, high yields, and mild reaction conditions of this new protecting group, making it a promising alternative to existing carboxylic acid protecting agents.