Creatine is a naturally occurring compound that helps provide energy to cells in the body, especially muscle cells. Draw an S2 mechanism that shows how creatine is produced from guanidoacetate and SAM (see Problem 8.66). H2N- H2N NH2 NH2 Guanidoacetate Creatine (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-
Creatine is a naturally occurring compound that helps provide energy to cells in the body, especially muscle cells. Draw an S2 mechanism that shows how creatine is produced from guanidoacetate and SAM (see Problem 8.66). H2N- H2N NH2 NH2 Guanidoacetate Creatine (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-
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:Creatine is a naturally occurring compound that helps
provide energy to cells in the body, especially muscle
cells. Draw an S2 mechanism that shows how creatine
is produced from guanidoacetate and SAM (see
Problem 8.66).
H2N-
H2N
NH2
NH2
Guanidoacetate
Creatine
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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