2. Draw the structure of the following peptides at the indicated pH and give the name of each.Conventionally, the first residue is the N-terminal amino acid (i.e. it has a free -amino group).a.) the dipeptide Arg-Cys (at pH equal to 7.0)b.) the tripeptide Asp-Val-Asn (at pH equal to 10.0)

Understanding Peptide Structure and pH EffectsPeptides are short chains of amino acids linked by…

Answered: 2. Draw the structure of the following…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter26: Biomolecules: Amino Acids, Peptides, And Proteins

Section26.SE: Something Extra

Problem 49AP: Leuprolide is a synthetic nonapeptide used to treat both endometriosis in women and prostate cancer...

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Using both three- and one-letter codes for amino acids, write the structures of all possible peptides containing the following amino acids: (a) Val, Ser, Leu (b) Ser, Leu2, Pro
Leuprolide is a synthetic nonapeptide used to treat both endometriosis in women and prostate cancer in men. (a) Both C-terminal and N-terminal amino acids in leuprolide have been structurally modified. Identify the modifications. (b) One of the nine amino acids in leuprolide has d stereochemistry rather than the usual L. Which one? (c) Write the structure of leuprolide using both one- and three-letter abbreviations. (d) What charge would you expect leuprolide to have at neutral pH?
Glutathione (G-SH), one of the most common tripeptides in animals, plants, and bacteria, is a scavenger of oxidizing agents. In reacting with oxidizing agents, glutathione is converted to G-S-S-G. (a) Name the amino acids in this tripeptide. (b) What is unusual about the peptide bond formed by the N-terminal amino acid? (c) Write a balanced half-reaction for the reaction of two molecules of glutathione to form a disulfide bond. Is glutathione a biological oxidizing agent or a biological reducing agent? (d) Write a balanced equation for reaction of glutathione with molecular oxygen, O2 to form G-S-S-G and H2O. Is molecular oxygen oxidized or reduced in this process?
Which amino acids could be referred to as derivatives of butanoic acid?
Identify the name of the amino acid and classify it based on: a. chirality b. configuration c. r-group (side chain) d. acidic-basic property e. polarity f. essentiality
Please explain thoroughly each factors with supporting references. Thank you 2. What other factors influence the basic properties of amino compounds? Explain how they influence basic properties.
Identify the name of the amino acid and classify it based on: a. chirality b. configuration c. r-group (side chain) d. acidic-basic property e. polarity f. essentiality
Draw Tryptophan in a peptide bond. Explain all of the bonds using valence bond theory (VBT). Next, explain where VBT fails and how molecular orbital theory is a better description of key regions of this amino acid and the peptide bonds it forms with other residues
(a) One amino acid that is likely to have a net negative charge at pH 8.(b) One amino acid that may be dehydrated with H2SO4.(c) One polar uncharged amino acid. (d) One nonpolar aromatic amino acid.(e) The nonpolar amino acid with the highest molar mass that was not previously selected.
Vasopressin is a peptide hormone synthesized by the hypothalamus; in its reduced form it has the structure shown. NH2 HS H H H H H *H3N° NH2 N' SH NH2 ОН Vasopressin NH *H2N= NH2 This structure is incorrect in that one of the amino acids is shown in the D-configuration, rather than the L-. Which one is it? What is the amino acid sequence of this peptide? Enter your answer using the single letter abbretiavions for the amino acids; i.e. GPT, not Gly-Pro-Thr. What is the net charge of this peptide at physiological pH? ZI IZ ZI IZ ZI
Another method to form a peptide bond involves a two-step process Conversion of a Boc-protected amino acid to a p-nitrophenyl ester. Why does a p-nitrophenyl ester “activate” the carboxy group of thefirst amino acid to amide formation?
Match the amino acid description with their 1-letter code Amide-containing amino acid Optically inactive amino acid Side chain is both aromatic and basic Sulfur-containing hydrophobic amino acid ✓ Has an imino group A. G B. C C.M D. N E. P F. H

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2. Draw the structure of the following peptides at the indicated pH and give the name of each. Conventionally, the first residue is the N-terminal amino acid (i.e. it has a free -amino group). a.) the dipeptide Arg-Cys (at pH equal to 7.0) b.) the tripeptide Asp-Val-Asn (at pH equal to 10.0)