The product(s) of each of the given reactions are to be determined. Concept Introduction: 1 -fluoro-2,4-dinitrobenzene is used to protect the anime group of an amino acid. Hydrolysis of a peptide with a 1 -fluoro-2,4-dinitrobenzene protected N terminus results in hydrolysis of amide bonds in the peptide. Treatment of a peptide with phenyl isothiocyanate protects the N terminus of the chain. Subsequent treatment with a strong acid in anhydrous conditions cleaves only the amide bond between the protected amino acid residue and the rest of the peptide chain. Benzyloxycarbonyl chloride is used to protect the amine group of an amino acid. N,N'-dicyclohexylcarbodiimide is used as a dehydrating agent in peptide and ester formation reactions. Hydrogenolysis with hydrogen over palladium is used for deprotection of N terminus.

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Answer 1

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Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 26, Problem 38P

Interpretation Introduction

Interpretation:

The product(s) of each of the given reactions are to be determined.

Concept Introduction:

1-fluoro-2,4-dinitrobenzene is used to protect the anime group of an amino acid.

Hydrolysis of a peptide with a 1-fluoro-2,4-dinitrobenzene protected N terminus results in hydrolysis of amide bonds in the peptide.

Treatment of a peptide with phenyl isothiocyanate protects the N terminus of the chain. Subsequent treatment with a strong acid in anhydrous conditions cleaves only the amide bond between the protected amino acid residue and the rest of the peptide chain.

Benzyloxycarbonyl chloride is used to protect the amine group of an amino acid.

N,N'-dicyclohexylcarbodiimide is used as a dehydrating agent in peptide and ester formation reactions.

Hydrogenolysis with hydrogen over palladium is used for deprotection of N terminus.

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Ethyleneimine reacts with cysteine side chains in proteins to form S - aminoethyl derivatives. The peptide bonds on the carboxyl side of these modified cysteine residues are susceptible to hydrolysis by trypsin . Why?

A tripeptide contains lysine (R= -(CH₂)4NH₂), phenylalanine (R= -CH₂C6H5) and glycine (R= -H). It was found that the tripeptide reacts with 2 moles of DNFB to give compound A. When compound A was treated with SOCI2, glycine was activated. When hydrolyzed, both NH₂ groups of lysine were found to be DNP-labelled. What is the structure of the tripeptide? Select one: H (CH₂)2NH2 CH NH CH H₂N O O H₂N H₂N H₂N C (CH2)4NH2 CH 010 (CH2)4NH2 CH C=O CH,Ph CH NH NH NH CH CH,Ph CH H 010 CH CH,Ph CH (CH2)4NH2 ΝΗ NH NH NH CH,Ph CH H CH COOH H CH COOH COOH COOH

There are 20 common, naturally occurring amino acids from which all proteins are derived (as will be discussed in Chapter 25), although many other less common amino acids have been isolated from natural sources. Valine is one of the 20 common amino acids, and it was used as a starting material in the laboratory synthesis of an uncommon amino acid (Tetrahedron 1997, 53, 1151-1156). During one of the steps in the synthesis, compound 1 was treated with HBr under conditions that favor radical addition, giving stereoisomers 2 and 3. Draw the structures of 2 and 3, and describe their stereoisomeric relationship. H. LOCH3 HBr 2 + 3 hv H (S)-valine Modify the given copies of compound 1 to drawthe structures of 2 and 3. You can use the single bond tool to add/remove double bonds. CH2 CH2 H,C- H3C- -CH, -CH, Edit Drawing Describe the relationship of 2 and 3. O They are enantiomers. O They are superimposable. They are diastereomers. O They are constitutional isomers.

Answer 2

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 26, Problem 38P

Interpretation Introduction

Interpretation:

The product(s) of each of the given reactions are to be determined.

Concept Introduction:

1-fluoro-2,4-dinitrobenzene is used to protect the anime group of an amino acid.

Hydrolysis of a peptide with a 1-fluoro-2,4-dinitrobenzene protected N terminus results in hydrolysis of amide bonds in the peptide.

Treatment of a peptide with phenyl isothiocyanate protects the N terminus of the chain. Subsequent treatment with a strong acid in anhydrous conditions cleaves only the amide bond between the protected amino acid residue and the rest of the peptide chain.

Benzyloxycarbonyl chloride is used to protect the amine group of an amino acid.

N,N'-dicyclohexylcarbodiimide is used as a dehydrating agent in peptide and ester formation reactions.

Hydrogenolysis with hydrogen over palladium is used for deprotection of N terminus.

Expert Solution & Answer

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Check out a sample textbook solution

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Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 26, Problem 38P

Interpretation Introduction

Interpretation:

The product(s) of each of the given reactions are to be determined.

Concept Introduction:

1-fluoro-2,4-dinitrobenzene is used to protect the anime group of an amino acid.

Hydrolysis of a peptide with a 1-fluoro-2,4-dinitrobenzene protected N terminus results in hydrolysis of amide bonds in the peptide.

Treatment of a peptide with phenyl isothiocyanate protects the N terminus of the chain. Subsequent treatment with a strong acid in anhydrous conditions cleaves only the amide bond between the protected amino acid residue and the rest of the peptide chain.

Benzyloxycarbonyl chloride is used to protect the amine group of an amino acid.

N,N'-dicyclohexylcarbodiimide is used as a dehydrating agent in peptide and ester formation reactions.

Hydrogenolysis with hydrogen over palladium is used for deprotection of N terminus.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 26, Problem 38P

Interpretation Introduction