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Which of the following statements about the peptide bond is not correct?

1. In proteins, the C–N bond is longer than a normal C–N single bond
2. Spectroscopic studies indicate that the –C–NH– linkage is planar
3. In proteins, the C–N bond is shorter than a normal C–N single bond
4. All of the above

Correct answer: In proteins, the C–N bond is longer than a normal C–N single bond

Solution

Because of resonance/partial double-bond character, the peptide C-N bond is shorter than a normal C-N single bond and the -C(=O)-NH- linkage is planar. Therefore the statement that the C-N bond is longer than a normal C-N single bond is incorrect.

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