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The Partial Charge of the Nitrogen Atom in Peptide Bonds

Overview
Journal Protein Sci
Specialty Biochemistry
Date 1998 Feb 12
PMID 9385654
Citations 21
Affiliations
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Abstract

A majority of the standard texts dealing with proteins portray the peptide link as a mixture of two resonance forms, in one of which the nitrogen atom has a positive charge. As a consequence, it is often believed that the nitrogen atom has a net positive charge. This is in apparent contradiction with the partial negative charge on the nitrogen that is used in force fields for molecular modeling. However, charges on resonance forms are best regarded as formal rather than actual charges and current evidence clearly favors a net negative charge for the nitrogen atom. In the course of the discussion, new ideas about the electronic structure of amides and the peptide bond are presented.

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