Open Question
For each figure, highlight each bond with limited rotation & determine the conformation of each peptide group.
A.
B.
C.
4. Protein Structure
Peptide Group
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Why are atoms of the peptide group planar?
A
Bulky side chains prevent the trans conformation & free rotation around a peptide bond.
B
Peptide bonds are double bonds that prevent bond rotation.
C
Hydrogen bonding between the N-H and C=O groups stabilizes cis conformation & limits bond rotation.
D
Peptide bonds contain partial double bond character, preventing free bond rotation.
Verified step by step guidance1
Understand the structure of a peptide bond: A peptide bond is formed between the carboxyl group of one amino acid and the amino group of another, resulting in a C-N bond.
Recognize the concept of resonance: In a peptide bond, the electrons are delocalized between the carbonyl oxygen and the nitrogen, creating a resonance structure.
Identify the partial double bond character: Due to resonance, the C-N bond in a peptide bond exhibits partial double bond character, which restricts rotation around the bond.
Explain the planarity: The partial double bond character causes the atoms involved in the peptide bond to lie in a single plane, making the peptide group planar.
Clarify the impact on protein structure: The planarity of peptide bonds contributes to the overall stability and structure of proteins, influencing their folding and function.
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