Glutathione is a coenzyme consisting of the tripeptide Glu-Cys-Gly. The first step of the synthesis of glutathione is catalyzed by glutamyl cysteine synthetase, where glutamate reacts with ATP to form an acyl phosphate. In the second step, cysteine reacts with the acyl phosphate to form $\gamma$-Glu-Cys and phosphate ion. Note, the $\gamma$-Glu indicates the reaction occurs on the sidechain.

Draw the acyl phosphate formed in the first step, and then draw a plausible curved-arrow mechanism showing how the acyl phosphate can be converted to $\gamma$-Glu-Cys.

Question

Glutathione is a coenzyme consisting of the tripeptide Glu-Cys-Gly. The first step of the synthesis of glutathione is catalyzed by glutamyl cysteine synthetase, where glutamate reacts with ATP to form an acyl phosphate. In the second step, cysteine reacts with the acyl phosphate to form $\gamma$-Glu-Cys and phosphate ion. Note, the $\gamma$-Glu indicates the reaction occurs on the sidechain.
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Draw the acyl phosphate formed in the first step, and then draw a plausible curved-arrow mechanism showing how the acyl phosphate can be converted to $\gamma$-Glu-Cys.

Quizplus · Accepted Answer

The Answer of Glutathione is a coenzyme consisting of the tripeptide Glu-Cys-Gly. The first step of the synthesis of glutathione is catalyzed by glutamyl cysteine synthetase, where glutamate reacts with ATP to form an acyl phosphate. In the second step, cysteine reacts with the acyl phosphate to form $\gamma$-Glu-Cys and phosphate ion. Note, the $\gamma$-Glu indicates the reaction occurs on the sidechain.
​
Draw the acyl phosphate formed in the first step, and then draw a plausible curved-arrow mechanism showing how the acyl phosphate can be converted to $\gamma$-Glu-Cys.

Glutathione Is a Coenzyme Consisting of the Tripeptide Glu-Cys-Gly γ\gammaγ -Glu-Cys and Phosphate Ion

Glutathione Is a Coenzyme Consisting of the Tripeptide Glu-Cys-Gly $\gamma$ -Glu-Cys and Phosphate Ion