83952-45-8Relevant academic research and scientific papers
Stereospecific Removal of the pro-R Hydrogen at C-8 of (9S)-Hydroperoxyoctadecadienoic Acid in the Biosynthesis of Colneleic Acid
Fahlstadius, Per,Hamberg, Mats
, p. 2027 - 2030 (2007/10/02)
The stereochemistry of hydrogen removal in the conversion of (9S)-hydroperoxyoctadeca-(10E,12Z)-dienoic acid (2) into colneleic acid (4) was studied. -(2) and -(2) were incubated with the 105 000g particle fraction of potato homogenate and the colneleic acid formed was isolated.Mass spectrometric analysis demonstrated that colneleic acid which was biosynthesized from the -hydroperoxide was largely devoid of deuterium, whereas colneleic acid produced from the -hydroperoxide retained most of the deuterium.Accordingly, there is a selective removal of the pro-R hydrogen at C-8 in the biosynthesis of colneleic acid from (9S)-hydroperoxyoctadeca-(10E,12Z)-dienoic acid.
