The Biosynthesis of Protoanemonin in Ranunculus glaber. The Pivotal Biosynthetic Intermediate and the Stereospecific Hydrogen Elimination from the Intermediate

Publisher Website
Google Scholar
Abstract
The pivotal biosynthetic intermediate directly leading to protoanemonin was established to be 2-oxoglutarate on the basis of the labeling patterns in protoanemonin biosynthesized from sodium acetate-1-14C, sodium malonate-2-14C, sodium succinate-2,3-14C2, sodium glutamate-5-14C, and sodium 2-oxoglutarate-5-14C by Ranunculus glaber. Also the 3H/14C ratio in protoanemonin biosynthesized from (3R)-2-oxoglutaric-3-3H1-3,4-14C2 and 2-oxoglutaric-3-3H2-3,4-14C2 acids demonstrated that the formation of the double bond at the 3-position of protoanemonin involves the stereospecific elimination of the pro-3S hydrogen atom from 2-oxoglutaric acid.