Four - The Peptide Bond

Four - The Peptide Bond - • covalent kinetically stable...

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The Peptide Bond: Formation and Properties Formation of a Peptide Bond Condensation Reaction Water(dehydration) is eliminated A peptide chain(or protein) has directionality: What type functional group is represented in the peptide bond? Characteristics of the peptide bond: planar Peptide bond: Important characteristics C-N bond has partial double bond character(fluctuates between a double and a single bond) free rotation does not occur because of the double bond characteristics rigid Peptide bond exist is trans configuration avoids steric hindrance between R-groups Summary: Important features of the peptide bond formed by a condensation reaction involving the elimination of water. Equilibrium favors reactants vs. products -- energy consuming process
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Unformatted text preview: • covalent; kinetically stable • planar in geometry and rigid • partial double bond character--resonance • trans configuration Phi( φ ) and Psi( ψ ) Bond Angles • Phi( φ ) refers to angle of rotation about bond between nitrogen and α-carbon. • Psi( ψ ) refers to angle of rotation about bond between carbonyl and α-carbon . Significance of φ and ψ angles • rotation about these bonds permits proteins to fold in different ways--however, not all combinations are permissible due to steric hindrance • Suggests 2 important points with regard to protein structure: a) steric exclusion as an organizing principle b) restricted set φ and ψ angles limits number of possible structures...
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Four - The Peptide Bond - • covalent kinetically stable...

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