Glutathione is an essential tripeptide in your body that helps minimize oxidative stress. Beginning with individually protected amino acids and any other reagents/solvents of your choosing, propose an efficient multi-step synthesis of glutathione using either a solution-phase or solid-phase peptide synthesis strategy. Please show intermediates after each synthetic step (peptide coupling, deprotection, etc), however, do not show any mechanistic details. Depict your peptide chains as bond-line structures after each intermediate and use the commonly accepted abbreviations for any selected protecting groups.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter18: Functional Derivatives Of Carboxylic Acids
Section18.8: Interconversion Of Functional Derivatives
Problem BQ: Several compounds have been found to inhibit -lactamase, and drugs based on these compounds can be...
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Glutathione is an essential tripeptide in your body that helps minimize oxidative
stress. Beginning with individually protected amino acids and any other
reagents/solvents of your choosing, propose an efficient multi-step synthesis of
glutathione using either a solution-phase or solid-phase peptide synthesis strategy.
Please show intermediates after each synthetic step (peptide coupling, deprotection,
etc), however, do not show any mechanistic details. Depict your peptide chains as
bond-line structures after each intermediate and use the commonly accepted
abbreviations for any selected protecting groups.
?
any individual amino acids with
or without protecting groups
PG₁
PG₂
R-PG3
any other
reagents/solvents
of your choosing
HO
NH₂
SH
0=
glutathione
OH
Glutathione is an essential tripeptide in your body that helps minimize oxidative stress. Beginning with individually
protected amino acids and any other reagents/solvents of your choosing, propose an efficient multi-step synthesis of
glutathione using either a solution-phase or solid-phase peptide synthesis strategy. Please show intermediates after each
synthetic step (peptide coupling, deprotection, etc), however, do not show any mechanistic details. Depict your peptide
chains as bond-line structures afte
Transcribed Image Text:Glutathione is an essential tripeptide in your body that helps minimize oxidative stress. Beginning with individually protected amino acids and any other reagents/solvents of your choosing, propose an efficient multi-step synthesis of glutathione using either a solution-phase or solid-phase peptide synthesis strategy. Please show intermediates after each synthetic step (peptide coupling, deprotection, etc), however, do not show any mechanistic details. Depict your peptide chains as bond-line structures after each intermediate and use the commonly accepted abbreviations for any selected protecting groups. ? any individual amino acids with or without protecting groups PG₁ PG₂ R-PG3 any other reagents/solvents of your choosing HO NH₂ SH 0= glutathione OH Glutathione is an essential tripeptide in your body that helps minimize oxidative stress. Beginning with individually protected amino acids and any other reagents/solvents of your choosing, propose an efficient multi-step synthesis of glutathione using either a solution-phase or solid-phase peptide synthesis strategy. Please show intermediates after each synthetic step (peptide coupling, deprotection, etc), however, do not show any mechanistic details. Depict your peptide chains as bond-line structures afte
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