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Chapter 29: Q14. (page 1166)

Draw the structure of each peptide. Label the N-terminal and C-terminal amino acids and all amide bonds.

a. Val–Glu

b. Gly–His–Leu

c. M–A–T–T

Short Answer

Expert verified

a.

b.

c.

Step by step solution

01

Peptide

When amino acid binds together by amide bonds, a large molecule is formed called peptide.Peptides are used as dietary supplements, to stimulate skin, and provide proteins required to the skin.

02

N-terminal and C-terminal

N-terminal amino acid are those amino acid which are free from amine group and C-terminal amino acid are those which are free from carboxyl group. N-terminal amino acid is written on the left end of the chain and C-terminal amino acid on the right.

03

Structures

a. The structure of Val-Glu peptide is drawn by joining adjacent COOHandNH2groups in amide bonds.

Structure of Val-Glu peptide

b. The structure of Gly-His-Leupeptide is drawn by joining adjacent and groups in amide bond

Structure of Gly-His-Leu peptide

c. The structure of M-A-T-T peptide is drawn by joining adjacent and groups in amide bonds.

Structure of M-A-T-T peptide

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Most popular questions from this chapter

Devise a stepwise synthesis of the tripeptide Val-leu-Val from 3-methylbutanal[CH32CHCH2CHO] as the only organic starting material. You may also use any required inorganic or organic reagents.

Question: Identify the functional groups in each molecule. Classify each alcohol, alkyl halide, amide, and amine as 1°, 2°, or 3°

a.

b.

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d.

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f.

Draw the amino acids and peptide fragments formed when the decapeptide A-P-F-L-K-W-S-G-R-G is treated with each reagent or enzyme: (a) chymotrypsin; (b) trypsin; (c) carboxypeptidase; (d)C6H5N=C=S

Besides asymmetric hydrogenation (Section 29.4), several other methods are now available for the synthesis of optically active amino acids. How might a reaction like the Strecker synthesis be adapted to the preparation of chiral amino acids?

Question: Propose a structure for a compound of molecular formula \({{\bf{C}}_{\bf{7}}}{{\bf{H}}_{{\bf{14}}}}{{\bf{O}}_{\bf{2}}}\) with an IR absorption at \({\bf{1740}}\;{\bf{c}}{{\bf{m}}^{{\bf{ - 1}}}}\) and the following \({}^{\bf{1}}{\bf{H}}\) NMR data:

\(\begin{array}{*{20}{c}}{{\bf{Absorption}}}&{{\bf{ppm}}}&{{\bf{Relative}}\;{\bf{area}}}\\\hline{{\bf{singlet}}}&{{\bf{1}}{\bf{.2}}}&{\bf{9}}\\{{\bf{triplet}}}&{{\bf{1}}{\bf{.3}}}&{\bf{3}}\\{{\bf{quartet}}}&{{\bf{4}}{\bf{.1}}}&{\bf{2}}\end{array}\)
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