Steric analysis of epoxyalcohol and trihydroxy derivatives of 9-hydroperoxy-linoleic acid from hematin and enzymatic synthesis
CP Thomas, WE Boeglin, Y Garcia-Diaz… - Chemistry and physics …, 2013 - Elsevier
We characterize the allylic epoxyalcohols and their trihydroxy hydrolysis products generated
from 9R-and 9S-hydroperoxy-octadecenoic acid (HPODE) under non-enzymatic conditions,
reaction with hematin and subsequent acid hydrolysis, and enzymatic conditions, incubation
with Beta vulgaris containing a hydroperoxide isomerase and epoxide hydrolase. The
products were resolved by HPLC and the regio and stereo-chemistry of the transformations
were determined through a combination of 1H NMR and GC–MS analysis of …
from 9R-and 9S-hydroperoxy-octadecenoic acid (HPODE) under non-enzymatic conditions,
reaction with hematin and subsequent acid hydrolysis, and enzymatic conditions, incubation
with Beta vulgaris containing a hydroperoxide isomerase and epoxide hydrolase. The
products were resolved by HPLC and the regio and stereo-chemistry of the transformations
were determined through a combination of 1H NMR and GC–MS analysis of …