The isolation from ribonucleic acid of substituted uridines containing alpha-aminobutyrate moieties derived from methionine

Biochim Biophys Acta. 1974 Apr 27;349(1):61-77. doi: 10.1016/0005-2787(74)90009-4.

Abstract

The RNA of an established line of Chinese hamster cells growing in cell culture contains a small number of uridines substituted at the 3-position with a gamma-linked alpha-aminobutyrate residue. Structure has been ascertained by: (a) examination of incorporation of isotopic labels from precursors; (b) degradation with anhydrous hydrazine and comparison of the products with synthetic material or with hydrazinolysis products of known uridines; and (c) comparison of the unknowns as their hydantoin derivatives with the 5-beta-(bromoethyl)hydantoin alkylation products of uridine and of 1- and 3-methylpseudouridine. In this manner it is shown that 18-S RNA of ribosomes contains a single residue of a nucleoside which we tentatively identify as 1-methyl-3-gamma-(alpha-amino-alpha-carboxypropyl)pseudouridine per molecule. RNA isolated from the supernatant fraction, sedimenting at 4 S and co-electrophoresing with transfer RNA on polyacrylamide gels, contains several similar bases, one of which is identified as 3-gamma-(alpha-amino-alpha-carboxypropyl)uridine. Each of the above nucleosides derives its alpha-aminobutyrate residue from methionine.

MeSH terms

  • Aminobutyrates / chemistry*
  • Animals
  • CHO Cells
  • Centrifugation, Density Gradient
  • Chromatography, Paper
  • Cricetinae
  • Cricetulus
  • Hydralazine
  • Hydrogen-Ion Concentration
  • Methionine / chemistry*
  • Models, Chemical
  • Pseudouridine / analogs & derivatives*
  • Pseudouridine / chemistry
  • RNA / chemistry*
  • Spectrophotometry
  • Tritium
  • Uridine / analogs & derivatives
  • Uridine / isolation & purification*

Substances

  • Aminobutyrates
  • Tritium
  • 1-methylpseudouridine
  • Pseudouridine
  • Hydralazine
  • RNA
  • 3-methylpseudouridine
  • Methionine
  • Uridine