Linoleic acid is a fatty acid found in cell membrane lipids and most vegetable and nut oils. Onder some cellular conditions, linoleic acid is converted into leukotoxin and isoleukotoxin by a type of P450 enzymes, leading to numerous toxic effects. Along with other researchers, Professor Bruce Hammock from the Department of Entomology at the University of California, Davis has discovered that many of the toxic effects are actually due to the diols that form when the epoxides are hydrolyzed by an epoxide hydrolase enzyme. linoleic acid part a P450 enzyme part b он leukotoxin OH ow jsoleukotoxin part a expoxide hydrolase (EH) enzyme но он но, leukotoxin diol но OH + AT oire holed e wd m HO, isoleukotoxin diol Suppose you need to synthesize the leukotoxins and their diols in the laboratory to study the mechanisms of toxicity. Draw the reagents you would use for each step in the boxes above.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section20.3: Uv-visible Spectroscopy
Problem 20.5P
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Linoleic acid is a fatty acid found in cell membrane lipids and most vegetable and nut oils.
Onder some cellular conditions, linoleic acid is converted into leukotoxin and isoleukotoxin by a type
of P450 enzymes, leading to numerous toxic effects. Along with other researchers, Professor Bruce
Hammock from the Department of Entomology at the University of California, Davis has discovered
that many of the toxic effects are actually due to the diols that form when the epoxides are
hydrolyzed by an epoxide hydrolase enzyme.
linoleic acid
part a
P450
enzyme
part b
он
leukotoxin
OH ow
jsoleukotoxin
part a
expoxide hydrolase
(EH) enzyme
но
он
но,
leukotoxin diol
но
OH +
AT oire
holed e
wd m
HO,
isoleukotoxin diol
Suppose you need to synthesize the leukotoxins and their diols in the laboratory to study the
mechanisms of toxicity. Draw the reagents you would use for each step in the boxes above.
Transcribed Image Text:Linoleic acid is a fatty acid found in cell membrane lipids and most vegetable and nut oils. Onder some cellular conditions, linoleic acid is converted into leukotoxin and isoleukotoxin by a type of P450 enzymes, leading to numerous toxic effects. Along with other researchers, Professor Bruce Hammock from the Department of Entomology at the University of California, Davis has discovered that many of the toxic effects are actually due to the diols that form when the epoxides are hydrolyzed by an epoxide hydrolase enzyme. linoleic acid part a P450 enzyme part b он leukotoxin OH ow jsoleukotoxin part a expoxide hydrolase (EH) enzyme но он но, leukotoxin diol но OH + AT oire holed e wd m HO, isoleukotoxin diol Suppose you need to synthesize the leukotoxins and their diols in the laboratory to study the mechanisms of toxicity. Draw the reagents you would use for each step in the boxes above.
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