Recognition of D-aspartyl residues in polypeptides by the erythrocyte L-isoaspartyl/D-aspartyl protein methyltransferase. Implications for the repair hypothesis

J Biol Chem. 1992 Mar 25;267(9):5985-95.

Abstract

We provide here the first direct evidence that D-aspartyl residues in peptides are substrates for the L-isoaspartyl/D-aspartyl protein carboxyl methyltransferase (EC 2.1.1.77). We do this by showing that D-aspartic acid beta-methyl ester can be isolated from carboxypeptidase Y digests of enzymatically methylated D-aspartyl-containing synthetic peptides. The specificity of this reaction is supported by the lack of methylation of L-aspartyl-containing peptides under similar conditions. Methylation of D-aspartyl residues in synthetic peptides was not observed previously because with Km values ranging from 2.5 to 4.8 mM, these peptides are recognized by the methyltransferase with 700-10,000-fold lower affinity than are their L-isoaspartyl-containing counterparts. The physiological significance of D-aspartyl methylation was investigated in two ways. First, analysis of in situ methylated human erythrocyte proteins showed that at least 22% of the methyl groups associated with the proteins ankyrin and band 4.1 are on D-aspartyl residues, suggesting that D-aspartyl methylation is an important function of the methyltransferase in vivo. Second, mathematical modeling of the protein aging and methylation reactions occurring in intact erythrocytes indicated that the accumulation of D-aspartyl residues can be reduced as much as 2-5-fold by the methyltransferase activity. Although this reduction is much less than that predicted for L-isoaspartyl residues, it may be significant in maintaining functional proteins throughout the 120-day life span of these cells.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amino Acid Sequence
  • Aspartic Acid*
  • Carboxypeptidases
  • Erythrocyte Aging
  • Erythrocytes / enzymology*
  • Humans
  • Isomerism
  • Kinetics
  • Methylation
  • Molecular Sequence Data
  • Oligopeptides / chemical synthesis
  • Peptide Fragments / isolation & purification
  • Protein D-Aspartate-L-Isoaspartate Methyltransferase
  • Protein Methyltransferases / blood*
  • Substrate Specificity

Substances

  • Oligopeptides
  • Peptide Fragments
  • Aspartic Acid
  • Protein Methyltransferases
  • Protein D-Aspartate-L-Isoaspartate Methyltransferase
  • Carboxypeptidases
  • serine carboxypeptidase