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Chapter 29: Q7. (page 1158)

What amino acid is formed whenCH3CONHCH(CO2Et)2is treated with the following series of reagents:

1NaOEt

role="math" localid="1648630585393" 2CH2=O

3H3O+,鈭�

Short Answer

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Step by step solution

01

Serine

Serine is one of the 20 amino acids found in many proteins, and contains amino, carboxyl, and alcohol group.Serine is a water-loving amino acid, which is why it is a polar hydrophilic amino acid.

02

Reagents

NaOEt acts as co-enzymes for the reaction, formaldehyde is used for preservation and hydrolysis is used to break down by adding water molecules that makes the solution acidic.

03

Reaction

When diethyl acetamidomalonate is treated with ,NaOEtCH2=Oundergoes hydrolysis and heat is given forms serine amino acid.

Formation of serine

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Most popular questions from this chapter

Which of the following amines can be used to resolve a racemic mixture of amino acids?

(a)

(b)

(c)

(d)

Propose a structure consistent with each set of data.

a. Compound J: molecular ion at 72; IR peak at 1710 \({\bf{c}}{{\bf{m}}^{{\bf{ - 1}}}}\); \({}^{\bf{1}}{\bf{H}}\)-NMR data (ppm) at 1.0 (triplet, 3 H), 2.1 (singlet, 3 H), and 2.4 (quartet, 2 H)

b. Compound K: molecular ion at 88; IR peak at 3600鈥�3200 \({\bf{c}}{{\bf{m}}^{{\bf{ - 1}}}}\); \({}^{\bf{1}}{\bf{H}}\)-NMR data (ppm) at 0.9 (triplet, 3 H), 1.2 (singlet, 6 H), 1.5 (quartet, 2 H), and 1.6 (singlet, 1 H)

Use the given experimental data to deduce the sequence of an octapeptide that contains the following amino acids: Ala, Gly (2 equiv), His (2 equiv), Ile, Leu and Phe. Edman degradation cleaves Gly from the octapeptide, and carboxypeptidase forms Leu and a heptapeptide. Partial hydrolysis forms the following fragments: Ile-His-Leu, Gly, Gly-Ala-Phe-His, and Phe-His-Ile.

What 伪- halo carbonyl compoundis needed to synthesize each amino acid?

(a) Glycine

(b) Isoleucine

(c) Phenylalanine

(a) What products are formed when each peptide is treated with trypsin? (b) What products are formed when each peptide is treated with chymotrypsin?

[1] Gly鈥揂la鈥揚he鈥揕eu鈥揕ys鈥揂la

[2] Phe鈥揟yr鈥揋ly鈥揅ys鈥揂rg鈥揝er

[3] Thr鈥揚ro鈥揕ys鈥揋lu鈥揌is鈥揋ly鈥揚he鈥揅ys鈥揟rp鈥揤al鈥揤al鈥揚he
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