High School

Which of the following characteristics are true about a typical peptide (amide) bond?

A. The bond is planar.
B. There is free rotation about the carbonyl carbon and nitrogen bond.
C. There is substantial double-bond character to this bond.
D. There is a net negative charge on nitrogen and a net positive charge on oxygen.

Answer :

Answer:

The bond is planar. There is free rotation about the carbonyl carbon and nitrogen bond.

Explanation:

The peptide bond is planar and for this reason there is free rotation about the carbonyl carbon and nitrogen bond. Peptide bonds don't have double-bonds or delocalized electrons in their structure. Both oxygen and nitrogen have a net negative charge on the peptide bonds.

Final answer:

A peptide bond is planar, does not allow free rotation due to its double-bond character, and has no net charge under physiological conditions.

Explanation:

The characteristics of a typical peptide (amide) bond are as follows:

  • The bond is planar. This is because of the resonance or delocalization of the peptide bond.
  • There is not free rotation about the carbonyl carbon and nitrogen bond. This is due to the double-bond character of the peptide bond caused by the resonance.
  • A peptide bond has a double bond character which gives it its planar structure.
  • There is no net charge on either the nitrogen or the oxygen in a peptide bond under physiological circumstances i.e. pH 7.4. So, the last statement that nitrogen has a net negative charge and oxygen has a positive charge is not correct.

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