.S. CHз cO2 но Со2 но coz intermediate thioester 1-isopropylmalate Biosynthesis of leucine involves conversion of an intermediate thioester to 1-isopropyl malate (see above). This proceeds in in two steps followed by a proton transfer. Write a detailed mechanism for this conversion. Then, draw the intermediate (or compound) produced in step 1. • You do not have to consider stereochemistry. • Draw uninvolved carboxyl groups in the anionic state, and enolates as carbanions. • When needed, abbreviate CoenzymeA-S- as CH,S- in your drawing.
.S. CHз cO2 но Со2 но coz intermediate thioester 1-isopropylmalate Biosynthesis of leucine involves conversion of an intermediate thioester to 1-isopropyl malate (see above). This proceeds in in two steps followed by a proton transfer. Write a detailed mechanism for this conversion. Then, draw the intermediate (or compound) produced in step 1. • You do not have to consider stereochemistry. • Draw uninvolved carboxyl groups in the anionic state, and enolates as carbanions. • When needed, abbreviate CoenzymeA-S- as CH,S- in your drawing.
Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions
Section21.SE: Something Extra
Problem 42MP
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