1393604-80-2Relevant academic research and scientific papers
Synthesis of deuterated γ-linolenic acid and application for biological studies: Metabolic tuning and Raman imaging
Dodo, Kosuke,Sato, Ayato,Tamura, Yuki,Egoshi, Syusuke,Fujiwara, Koichi,Oonuma, Kana,Nakao, Shuhei,Terayama, Naoki,Sodeoka, Mikiko
supporting information, p. 2180 - 2183 (2021/03/09)
γ-Linolenic acid (GLA) is reported to show tumor-selective cytotoxicity through unidentified mechanisms. Here, to assess the involvement of oxidized metabolites of GLA, we synthesized several deuterated GLAs and evaluated their metabolism and cytotoxicity towards normal human fibroblast WI-38 cells and VA-13 tumor cells generated from WI-38 by transformation with SV40 virus. Deuteration of GLA suppressed both metabolism and cytotoxicity towards WI-38 cells and increased the selectivity for VA-13 cells. Fully deuterated GLA was visualized by Raman imaging, which indicated that GLA is accumulated in intracellular lipid droplets of VA-13 cells. Our results suggest the tumor-selective cytotoxicity is due to GLA itself, not its oxidized metabolites. This journal is
Topological study of mechanistic diversity in conjugated fatty acid biosynthesis
Bhar, Palash,Reed, Darwin W.,Covello, Patrick S.,Buist, Peter H.
supporting information; experimental part, p. 6686 - 6690 (2012/08/27)
Variations on an oxidative theme: The precision with which FAD2-type desaturases carry out C-H activation reactions on flexible lipidic substrates is astonishing. The conformational space available within the active site of these enzymes has been explored using deuterium-labeled substrates, and evidence for a novel quasi-eclipsed conformer has been uncovered. The scheme shows some prototypical substrate conformations. Copyright
