175668-16-3Relevant academic research and scientific papers
The biosynthesis of ubiquinone: Synthesis and enzymatic modification of biosynthetic precursors
Shepherd, Jennifer A.,Poon, Wayne W.,Myles, David C.,Clarke, Catherine F.
, p. 2395 - 2398 (1996)
The synthesis of key intermediates in the eukaryotic biosynthetic pathway of ubiquinone (Q) and the biotransformation of these materials with yeast (S.cerevisiae) mitochondria are described. The synthesis of Q aromatic precursors 2, 3, and 4 (n = 3 in all cases) relies on the palladium (0) catalyzed coupling of farnesyl tributylstannane with suitably functionalized aryl halides. Preliminary experiments show that incubation of synthetic substrate 3 with mitochondria from yeast containing the 3,4-dihydroxy-5-hexaprenylbenzoate methyltransferase gene (COQ3) and S-[methyl-3H]adenosyl-L-methionine yields radiolabeled 4.
