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Chapter 21: Q28P (page 1004)

Which bonds in the backbone of a peptide can rotate freely?

Short Answer

Expert verified

The partial double-bond character prevents free rotation about the peptide bond, so the carbon and nitrogen atoms of the peptide bond and the two atoms to which each is attached are held rigidly in a plane. This regional planarity affects the way a chain of amino acids can fold.

Step by step solution

01

Step-by-step-solutionStep 1: Rotation around peptide bond

The partial double-bond character prevents free rotation about the peptide bond, so the carbon and nitrogen atoms of the peptide bond and the two atoms to which each is attached are held rigidly in a plane. This regional planarity affects the way a chain of amino acids can fold.

02

Backbone of a peptide

The alpha carbon (α-carbon or Cα) is what connects the amino group to the acid carboxyl group. The bonds on either side of the α-carbon in the backbone of a peptide can freely rotate.

Backbone of a peptide

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Most popular questions from this chapter

What amino acid is formed when the aldehyde used in the Strecker synthesis is

a. acetaldehyde? b. 2-methylbutanal? c. 3-methylbutanal?

Draw the predominant form for glutamate in a solution with the following pH:

a.0 b. 3 c. 6 d. 11

Draw the product obtained when a lysine side chain in a polypeptide reacts with maleic anhydride.

a. Which isomer—(R)-alanine or (S)-alanine—is d-alanine?

b. Which isomer—(R)-aspartate or (S)-aspartate—is d-aspartate?

c. Can a general statement be made relating R and S to d and l?

Show the peptides that would result from cleavage by the indicated reagent:

a. Val-Arg-Gly-Met-Arg-Ala-Ser by carboxypeptidase A

b. Ser-Phe-Lys-Met-Pro-Ser-Ala-Asp by cyanogen bromide

c. Arg-Ser-Pro-Lys-Lys-Ser-Glu-Gly by trypsin
See all solutions

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