aspartyl shift
Oxford Dictionary of Biochemistry:
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aspartyl shift
or α → β-aspartyl shift
an intramolecular rearrangement reaction involving aspartic-acid residues that can occur during chemical synthesis or degradation of peptides. The β-carboxyl group of an aspartic residue displaces the α-carboxyl of the same residue from its amide (= peptide) linkage to the amino group of the adjacent amino-acid residue, thus forming an acid-sensitive β-amide (= isopeptide) linkage. Conditions must favour ionization of the β-carboxyl group. The reaction may be used to advantage in the partial hydrolysis of polypeptides and proteins by very dilute acid, but may occur to disadvantage during base-catalysed hydrolytic removal of protecting groups in the course of peptide synthesis.
an intramolecular rearrangement reaction involving aspartic-acid residues that can occur during chemical synthesis or degradation of peptides. The β-carboxyl group of an aspartic residue displaces the α-carboxyl of the same residue from its amide (= peptide) linkage to the amino group of the adjacent amino-acid residue, thus forming an acid-sensitive β-amide (= isopeptide) linkage. Conditions must favour ionization of the β-carboxyl group. The reaction may be used to advantage in the partial hydrolysis of polypeptides and proteins by very dilute acid, but may occur to disadvantage during base-catalysed hydrolytic removal of protecting groups in the course of peptide synthesis.
| aspartyl protease, aspartoyl, aspartokinase/homoserine dehydrogenase | |
| aspartylglucosaminuria, asperlicin, aspirin |
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Oxford Dictionary of Biochemistry
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