Construction of modified ribosomes for incorporation of D-amino acids into proteins

Biochemistry. 2006 Dec 26;45(51):15541-51. doi: 10.1021/bi060986a.

Abstract

While numerous biologically active peptides contain D-amino acids, the elaboration of such species is not carried out by ribosomal synthesis. In fact, the bacterial ribosome discriminates strongly against the incorporation of D-amino acids from D-aminoacyl-tRNAs. To permit the incorporation of D-amino acids into proteins using in vitro protein-synthesizing systems, a strategy has been developed to prepare modified ribosomes containing alterations within the peptidyltransferase center and helix 89 of 23S rRNA. S-30 preparations derived from colonies shown to contain ribosomes with altered 23S rRNAs were found to exhibit enhanced tolerance for D-amino acids and to permit the elaboration of proteins containing D-amino acids at predetermined sites. Five specific amino acids in Escherichia coli dihydrofolate reductase and Photinus pyralis luciferase were replaced with D-phenylalanine and D-methionine, and the specific activities of the resulting enzymes were determined.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Acylation
  • Amino Acids / chemistry
  • Amino Acids / genetics*
  • Amino Acids / metabolism*
  • Escherichia coli Proteins / biosynthesis
  • Escherichia coli Proteins / chemistry
  • Escherichia coli Proteins / genetics*
  • Genetic Engineering*
  • Mutagenesis, Site-Directed
  • Protein Biosynthesis
  • Protein Structure, Tertiary / genetics
  • RNA, Ribosomal, 23S / biosynthesis
  • RNA, Ribosomal, 23S / genetics
  • RNA, Transfer, Met / biosynthesis
  • RNA, Transfer, Met / genetics
  • RNA, Transfer, Phe / biosynthesis
  • RNA, Transfer, Phe / genetics
  • Ribosomes / chemistry
  • Ribosomes / genetics*
  • Ribosomes / metabolism

Substances

  • Amino Acids
  • Escherichia coli Proteins
  • RNA, Ribosomal, 23S
  • RNA, Transfer, Met
  • RNA, Transfer, Phe