НООССH-CHCOOН + Н,О. H,SO, - HOOCCH,CH(OH)COOH This reaction is also an important reaction of the tricarboxylic acid cycle in cells, wherein the reaction occurs in neutral solution, so the acid groups are both ionized to the carboxylate form. The reaction is catalyzed by the stereospecific enzyme fumarase that utilizes only the trans form of 2-butenedioate ion, also known as fumarate, and produces only the (S)-2-hydroxysuccinate enantiomer,also known as (S)-malate. fumarase fumarate + H,O • • (S)-malate Draw the correct stereochemical structures of these two compounds of the fumarase-catalyzed reaction. Be sure to include all hydrogen atoms and show the carboxylates as anions. Clearly draw a wedged bond, a dashed bond and two in-plane bonds for the chiral carbon.

НООССH-CHCOOН + Н,О. H,SO, - HOOCCH,CH(OH)COOH This reaction is also an important reaction of the tricarboxylic acid cycle in cells, wherein the reaction occurs in neutral solution, so the acid groups are both ionized to the carboxylate form. The reaction is catalyzed by the stereospecific enzyme fumarase that utilizes only the trans form of 2-butenedioate ion, also known as fumarate, and produces only the (S)-2-hydroxysuccinate enantiomer,also known as (S)-malate. fumarase fumarate + H,O • • (S)-malate Draw the correct stereochemical structures of these two compounds of the fumarase-catalyzed reaction. Be sure to include all hydrogen atoms and show the carboxylates as anions. Clearly draw a wedged bond, a dashed bond and two in-plane bonds for the chiral carbon.

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter18: Carboxylic Acids

Section: Chapter Questions

Problem 18.53P

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