After treatment with peroxyformic acid, the peptide hormone vasopressin is partiallyhydrolyzed. The following fragments are recovered. Propose a structure for vasopressin.Phe@Gln@Asn Pro@Arg@Gly # NH2 Cys@Tyr@PheAsn@Cys@Pro@Arg Tyr@Phe@Gln@Asn

After treatment with peroxyformic acid, the peptide hormone vasopressin is partiallyhydrolyzed. The following fragments are recovered. Propose a structure for vasopressin.Phe@Gln@Asn Pro@Arg@Gly # NH2 Cys@Tyr@PheAsn@Cys@Pro@Arg Tyr@Phe@Gln@Asn

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 33AP

See similar textbooks

Related questions

Q: Aspartame (Nutrasweet®) is a remarkably sweet-tasting dipeptide ester. Complete hydrolysis of…

A: SOLUTION: Step 1: Aspartame is a methyl ester of the dipeptide of the natural amino acids L-aspartic…

Q: amidase NH2 HO, NH + K dabvana cocuai unt fan onzim amidace

Q: A novel new method of peptide synthesis involves formation of an amide bond by reaction of an a-keto…

A: In this question, we want to draw curved arrows on the reactant Molecule. You can see details…

Q: The final major product of the following Edman reaction is CH3 NH₂ Ph Ph Ph ZH HO Ph—N=C Peptide HN…

A: we have to determine the product the given reaction

Q: 12. Draw the products of the acid-catalyzed hydrolysis of the peptide shown below: H₂N. OH OH HCI…

Q: он 1) SOC 2) NH, Et,NH (b) 1) Mg, ether 2) CO. 3) H,O" (c)

A: Reaction product of a , b , c -

Q: A chemist attempted the following synthesis but obtained only a very low yield of the desired…

Q: b NH2 O N-methylhexanamide 2-amino-N,N-diethylbenzamide 2-amino-N-methylbenzamide O…

A: The IUPAC name of the compound can be written on the basis of the number of carbon atoms in the main…

Q: Which of the following correctly describes the residue below: COOH HN-C-H H. amino acid glycine at…

Q: Both norepinephrine and epinephrine are synthesized from the same protein-derived amino acid. From…

A: The Norepinephrine is synthesized from the amino acid tyrosine.

Q: Predict the products P and Q formed when the following peptide is treated with the given reagent.…

Q: What is the sequence of the peptide given the following hydrolysis products? What is/are the…

A: The purpose of this question is to show the hydrolysis products indicate the presence of amino acid…

Q: CH3 Polar neutral lysine H NH3 -COO glutamate Hydrophobic ooc-CH₂- H NH₂ -coo nonpolar amino acids…

A: we have to classify the given amino acids

Q: OH NH₂ ina-amino acid R-side chain glycine, R-H) -NH NH₂ nt Histidine Sv NH NH, Histidine OH HS…

Q: Identify the features of a dipeptide. IOHH H-N-C-C-N-C-C CH₂ CH₂ CH₂ CH₂ NH H I II H H + CH 1 CH3…

Q: The structure shown here is best described as a(n) CH3 H H H₂N N -OH H3C H HH OH CH3 O zwitterion O…

A: Correct answer is - Option D, Tetrapeptide

Q: The amino acid proton to generate hydroxide from water which carbonyl carbon to form a tetrahédral…

A: To fill the missing places.

Q: [ 13] what is major product of following ? (1) LİAIH4 РСС hexanoic acid ? (2) H,0* (a) hexanal (b)…

Q: Which of the natural amino acids below are acidic? O Hi NH₂ HO NH₂ Glycine (Gly; G) H₂N 00000 NH₂…

Q: Shown below is the amino acid tyrosine in its protonated state, with the pk of each ionizable proton…

Q: H₂N- C-C-OH _______ CH₂ CH₂ CH3 Give the pK₂ value for the a-amino group of methionine. An answer…

A: Given the structure of methionine in its +1 charge state. In the +1 charge state, methionine has…

Q: :0: :NH2 NH3 NH4* CN- hydrolysis R H. R `CN R CO" a-amino acids can be prepared by the Strecker…

Q: O svog to some incrimelor oth W *H3N-CH-C-OH CH-CH3 CH3 5. The structure of amino acid valine (Val)…

A: pKa(carboxylic acid ) = 2.29pKa(protonated amine ) = 9.74

Q: Isoprenaline is an adrenergic agonist. The isoprenaline analogue shown below demonstrates a dramatic…

A: The answer is given below.

Q: 17. An a helix or sheer is r exple A prinary semday peier arne wf ihes

A: 17. The structute of protein is divided into 4 levels. Primary, secondary, tertiary and quaternary…

Q: Provide the correct one-letter abbreviation for the following amino acld! O H3N-CH-C-0 CH₂ SH

A: What is one letter abbreviation for the given amino acid ?

Q: Vasopressin is a peptide hormone synthesized by the hypothalamus; in its reduced form it has the…

A: The given structure is,

Q: Ammonium group are m- directing but amino groups are o,p-directing. * O True O False All of the…

A: Answer are given below:

Q: In this reaction below, the conjugate base of ethanoic acid is H3C-C H20 H3C-C H30 O-H О н20 О нзо+…

A: Note: As per our guidelines, we are supposed to answer only the first question when multiple…

Q: Macmillan Learning COO™ -OOC-CH-CH₂-CH-COO *NH, 3 addition of a hydroxyl group ✓addition of a…

A: The question is based on the concept of amino acids.An amino acid is a compound which contains amine…

Q: What are the most likely products formed from mixing the following neutral compounds? HINT: The most…

A: As per the guidelines I am solving first question only if you need whole solution then post…

Q: The shaded area in the following diagram shows CH₂ CH₂ ? H N-HO -CH₂ C-OH-N Gly 193 H RN O Covalent…

Q: 20. After treatment with peroxyformic acid, the peptide hormone vasopressin is partially hydrolyzed.…

A: In the peptide chain , amino group is at the left . By looking at the fragments pattern we get the…

Q: For the following peptide there are [ Select] acids present and [ Select] + H3N carbons present?…

A: We will count amino acid and chiral carbons in give peptide one by one.

Question

After treatment with peroxyformic acid, the peptide hormone vasopressin is partially
hydrolyzed. The following fragments are recovered. Propose a structure for vasopressin.
Phe@Gln@Asn Pro@Arg@Gly # NH2 Cys@Tyr@Phe
Asn@Cys@Pro@Arg Tyr@Phe@Gln@Asn

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Step 3

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 3 steps with 3 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

None
A novel new method of peptide synthesis involves formation of an amide bond by reaction of an a-keto acid with an N-alkylhydroxylamine. OH + CO2 + H20 CO2 TR' Draw curved arrows to show the movement of electrons in the following step of the reaction mechanism Arrow-pushing Instructions :0: :ö: c-ö: -R' .R' H20 CO2 A R R H-A
A novel new method of peptide synthesis involves formation of an amide bond by reaction of an a-keto acid with an N-alkylhydroxylamine. OH R CO2 R' R R' + CO2 + H2O Draw curved arrows to show the movement of electrons in the following step of the reaction mechanism. Arrow-pushing Instructions X R :0: :O: R' H:OH H-A بد R :O: Nx- R' H2O CO2 A H- (18
20. After treatment with peroxyformic acid, the peptide hormone vasopressin is partially hydrolyzed. The following fragments are recovered. Propose a structure for vasopressin. Phe-Gln-Asn Pro-Arg-Gly NH, Tyr-Phe-Gln-Asn Cys-Tyr-Phe Asn-Cys-Pro-Arg
What is the reaction mechanism to make N-acetyl-L—prolyl -L-phenylalanine methyl ester from N-acetyl-L-proline, L-phenylalanine methyl ester hydrochloride, N-methylmorpholine and isobutylchloroformate?
For the tripeptide SerValMet a. What amino acid is located at the peptides N-terminal end? b. What amino acid is located at the peptides C-terminal end? c. How many peptide bonds are present? d. How many amide linkages are present?
Please help asap
What are the most likely products formed from mixing the following neutral compounds? HINT: The most acidic proton in the acid will be transferred to the most basic site in the base. OH НО A В C D НО О А ABC В о с НО + OH OH NH₂ NH₂ + NH3 NH3 NH₂2
Predict the products P and Q formed when the following peptide is treated with the given reagient. HS. H₂N (b) (c) (d) HS P P OH H₂N. PhNCS DIPEA H₂N. X DH P + Q OH CH
The amino acid acts as a to abstract proton to generate hydroxide from water which carbonyl carbon to form a tetrahedral intermediate which is stabilized by attacks the H R His 57 AA-CH -C N° HN H c-c H I12 O HN Ser1 R2 193 Gly
The shaded area in the following diagram shows CH₂ CH | H CO-H-N N-H-O -CH₂ C-OH-N Gly 193 H RN Covalent bond formation between a catalytic amino acid residue and the substrate during chymotrypsin catalysis. Acid-base catalysis by a catalytic residue in chymotrypsin. Oxyanion hole which stabilizes substrate binding in chymotrypsin catalysis. Oxyanion hole which stabilizes transition state in chymotrypsin catalysis. Low barrier hydrogen bond formation between the transition state and one of the catalytic residues of chymotrypsin. ?
kamote tops juice Clear selection In this reaction below, the conjugate base of ethanoic acid is H3C-C O-H H20 H3C-C H30 Н20 H30+ CH3COO- CH3COOH Benedict's reagent is used as a test for the presence of reducing sugars. Molisch test Benedict's test Barfood'o Tast