Deamidation

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Introduction

• A chemical reaction in which an amide functional group is removed from an organic compound.

• In biochemistry, functions in the degradation of proteins via alteration of the amide-containing side chains of the amino acid residues Asn & Gln. Asn is converted to Asp or iso- Asp; Gln is converted to Glu.
• Deamidation may be one of the factors that limit the useful lifetime of proteins.
• Deamidation is more facile if the susceptible amino acid residue is adjacent to a small, flexible residue such as glycine. Deamidation reactions are more facile at elevated pH & temperature.
• Deamidation may be enzymatically catalyzed by:

• protein N-terminal asparagine amidohydrolase ( PNAA)

More General Terms

• biochemistry

References

1. Wikipedia: Deamidation [1]
2. Clarke S. Propensity for spontaneous succinimide formation from aspartyl and asparaginyl residues in cellular proteins Int. J., Peptide Protein Res. 1987, 30:808-821 PMID: &dopt=Abstract
3. Stephenson RC and Clarke S. Succinimide Formation from Aspartyl and Asparaginyl Peptides as a Model for the Spontaneous Degradation of Proteins J. Biol. Chem. 1989, 264:6164-6170 PMID: &dopt=Abstract

deamidation