This question is related to the hydrolysis of fatty acids in the ß-oxidation pathway. One of the steps involves the following reaction: COA Compound A COA OH Compound B (a) Indicate the type of reaction occurring in the above figure. (b) Draw a reaction mechanism for this reaction (c) What type of isomers can you find in both compounds? Draw any possible chiral group as hashed-wedge structures

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
Chapter3: Stereoisomerism And Chirality
Section3.8: The Significance Of Chirality In The Biological World
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This question is related to the hydrolysis of fatty acids in the ß-oxidation pathway. One
of the steps involves the following reaction:
COA
Compound A
COA
OH
Compound B
(a) Indicate the type of reaction occurring in the above figure.
(b) Draw a reaction mechanism for this reaction
(c) What type of isomers can you find in both compounds? Draw any possible chiral
group as hashed-wedge structures
(d) Provide Cahn-Ingold-Prelog (CIP) R/S stereoisomer nomenclature for any
chiral isomer found (that is identify whether the chiral atom(s) from (c) is/are R
or S stereoisomer).
(e) What product would result from the hydrolysis of compound B with ATP
(f) Propose a mechanism for the reaction described in (e)
S
Transcribed Image Text:This question is related to the hydrolysis of fatty acids in the ß-oxidation pathway. One of the steps involves the following reaction: COA Compound A COA OH Compound B (a) Indicate the type of reaction occurring in the above figure. (b) Draw a reaction mechanism for this reaction (c) What type of isomers can you find in both compounds? Draw any possible chiral group as hashed-wedge structures (d) Provide Cahn-Ingold-Prelog (CIP) R/S stereoisomer nomenclature for any chiral isomer found (that is identify whether the chiral atom(s) from (c) is/are R or S stereoisomer). (e) What product would result from the hydrolysis of compound B with ATP (f) Propose a mechanism for the reaction described in (e) S
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