Skip to main content
Biochemical Journal logoLink to Biochemical Journal
. 1976 Dec 1;159(3):503–511. doi: 10.1042/bj1590503

The aminoacylation of transfer ribonucleic acid. Inhibitory effects of some amino acid analogues with altered side chains.

J M Old, D S Jones
PMCID: PMC1164147  PMID: 795423

Abstract

Several amino acid analogues that are able to replace amino acid residues in binding positions of the biologically active C-terminal tetrapeptide amide sequence, Trp-Met-Asp-PheNH2, of the gastrins were examined for their ability to inhibit the aminoacylation of tRNA in an Escherichia coli and rat liver system. Although in both systems the amino acid side chains are involved in the recognition process, the structural requirements of the side chain in the two systems are not comparable. Analogues of methionine and phenylalanine behaved similarly in the E. coli and rat liver systems, whereas analogues of tryptophan behaved differently. From the results it is possible to suggest structural features of the amino acid side chains which are required for recognition by the aminoacyl-tRNA synthetases.

Full text

PDF
505

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Allende C. C., Chaimovich H., Gatica M., Allende J. E. The aminoacyl transfer ribonucleic acid synthetases. II. Properties of an adenosine triphosphate-threonyl transfer ribonucleic acid synthetase complex. J Biol Chem. 1970 Jan 10;245(1):93–101. [PubMed] [Google Scholar]
  2. Calendar R., Berg P. Purification and physical characterization of tyrosyl ribonucleic acid synthetases from Escherichia coli and Bacillus subtilis. Biochemistry. 1966 May;5(5):1681–1690. doi: 10.1021/bi00869a033. [DOI] [PubMed] [Google Scholar]
  3. Delihas N., Staehelin M. The preparation of rat-liver soluble ribonucleic acid. Biochim Biophys Acta. 1966 May 19;119(2):385–391. doi: 10.1016/0005-2787(66)90196-1. [DOI] [PubMed] [Google Scholar]
  4. HOSKINSON R. M., KHORANA H. G. STUDIES ON POLYNUCLEOTIDES. XLI. PURIFICATION OF PHENYLALANINE-SPECIFIC TRANSFER RIBONUCLEIC ACID FROM YEAST BY COUNTERCURRENT DISTRIBUTION. J Biol Chem. 1965 May;240:2129–2134. [PubMed] [Google Scholar]
  5. LOWRY O. H., ROSEBROUGH N. J., FARR A. L., RANDALL R. J. Protein measurement with the Folin phenol reagent. J Biol Chem. 1951 Nov;193(1):265–275. [PubMed] [Google Scholar]
  6. Morley J. S. Polypeptides. XI. Tetrazole analogues of the C-terminal tetrapeptide amide sequence of the gastrins. J Chem Soc Perkin 1. 1969;5:809–813. doi: 10.1039/j39690000809. [DOI] [PubMed] [Google Scholar]
  7. Morley J. S. Structure--function relationships in gastrin-like peptides. Proc R Soc Lond B Biol Sci. 1968 May 14;170(1018):97–111. doi: 10.1098/rspb.1968.0028. [DOI] [PubMed] [Google Scholar]
  8. Nishimura S., Weinstein I. B. Fractionation of rat liver transfer ribonucleic acid. Isolation of tyrosine, valine, serine, and phenylalanine transfer ribonucleic acids and their coding properties. Biochemistry. 1969 Mar;8(3):832–842. doi: 10.1021/bi00831a011. [DOI] [PubMed] [Google Scholar]
  9. Old J. M., Jones D. S. Activation of leucyl-tRNA formation in preparations from rat liver. FEBS Lett. 1976 Apr 15;64(1):148–151. doi: 10.1016/0014-5793(76)80270-0. [DOI] [PubMed] [Google Scholar]
  10. RICHMOND M. H. The effect of amino acid analogues on growth and protein synthesis in microorganisms. Bacteriol Rev. 1962 Dec;26:398–420. doi: 10.1128/br.26.4.398-420.1962. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. Santi D. V., Danenberg P. V. Phenylalanyl transfer ribonucleic acid synthetase from Escherichia coli. Analysis of the phenylalanine binding site. Biochemistry. 1971 Dec 7;10(25):4813–4820. doi: 10.1021/bi00801a032. [DOI] [PubMed] [Google Scholar]
  12. Smulson M. E., Rabinovitz M. L-O-Methylthreonine--synthesis and mode of action as an isoleucine antagonist. Arch Biochem Biophys. 1968 Mar 20;124(1):306–313. doi: 10.1016/0003-9861(68)90332-9. [DOI] [PubMed] [Google Scholar]
  13. TRACY H. J., GREGORY R. A. PHYSIOLOGICAL PROPERTIES OF A SERIES OF SYNTHETIC PEPTIDES STRUCTURALLY RELATED TO GASTRIN I. Nature. 1964 Dec 5;204:935–938. doi: 10.1038/204935a0. [DOI] [PubMed] [Google Scholar]
  14. Trupin J., Dickerman H., Nirenberg M., Weissbach H. Formylation of amino acid analogues of methionine sRNA. Biochem Biophys Res Commun. 1966 Jul 6;24(1):50–55. doi: 10.1016/0006-291x(66)90408-6. [DOI] [PubMed] [Google Scholar]

Articles from Biochemical Journal are provided here courtesy of The Biochemical Society

RESOURCES