|This article does not cite any references (sources). (December 2009)|
Two amino acids, asparagine and glutamine, have a carboxamide group in them. The properties and reactivity of the carboxamide group arise from the hydrogen bonding capabilities of the -NH2 group as well as the carbonyl oxygen. Furthermore, the carbon atom in a carboxamide has a low-lying LUMO that is capable of accepting electron density from the nonbonding lone pair on the nitrogen, weakening the carbon-oxygen bond.
Examples of simple carboxamides include:
For more information, see the article on Amides.