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(S)-Adenosylmethionine (SAM) is a cosubstrate that is involved in biological methyl group transfers. SAM is believed to be produced by an Sy2 type of reaction between methionine and ATP, as shown below. H,N H,N N: N N H3N. H3N CO2 ОН ОН ОН ОН Methionine ATP SAM (a) Draw the appropriate curved arrows for this reaction. (b) Suggest why the reaction takes place with S as the nucleophilic atom instead of one of the negatively charged O atoms on methionine. 0=P-

(S)-Adenosylmethionine (SAM) is a cosubstrate that is involved in biological methyl group transfers. SAM is believed to be produced by an Sy2 type of reaction between methionine and ATP, as shown below. H,N H,N N: N N H3N. H3N CO2 ОН ОН ОН ОН Methionine ATP SAM (a) Draw the appropriate curved arrows for this reaction. (b) Suggest why the reaction takes place with S as the nucleophilic atom instead of one of the negatively charged O atoms on methionine. 0=P-

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 1E
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(S)-Adenosylmethionine (SAM) is a cosubstrate that is involved in biological methyl group transfers. SAM is believed to be produced by an Sy2 type of reaction between methionine and ATP, as shown below. H,N H,N N: N N H3N. H3N CO2 ОН ОН ОН ОН Methionine ATP SAM (a) Draw the appropriate curved arrows for this reaction. (b) Suggest why the reaction takes place with S as the nucleophilic atom instead of one of the negatively charged O atoms on methionine. 0=P-
Transcribed Image Text:(S)-Adenosylmethionine (SAM) is a cosubstrate that is involved in biological methyl group transfers. SAM is believed to be produced by an Sy2 type of reaction between methionine and ATP, as shown below. H,N H,N N: N N H3N. H3N CO2 ОН ОН ОН ОН Methionine ATP SAM (a) Draw the appropriate curved arrows for this reaction. (b) Suggest why the reaction takes place with S as the nucleophilic atom instead of one of the negatively charged O atoms on methionine. 0=P-
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