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. 1981 Jun 25;9(12):2841–2851. doi: 10.1093/nar/9.12.2841

The reaction of adenine and cytosine residues in tRNA with chloroacetaldehyde.

W J Krzyzosiak, J Biernat, J Ciesiołka, K Gulewicz, M Wiewiórowski
PMCID: PMC326897  PMID: 6912442

Abstract

The reaction of Lupinus luteus tRNAPhe with 1 M chloroacetaldehyde in the pH range of 4 - 6 at 25 degrees C was studied. It was found that earlier difficulties lowering the utility of the reagent for structural studies of nucleic acids were caused by the formation of the stable reaction intermediates. In order to eliminate these difficulties the simple procedure of so-called maturation of the chloroacetaldehyde-modifies tRNA is proposed. It consists in further incubation of the short-term modified tRNA in water at 50 degrees C in the absence of the reagent. During the maturation step the stable intermediates are quantitatively converted into final ethenoderivatives. New HPLC conditions on Aminex A-6 were worked out which enable rapid separation of both ethenoadenosine and ethenocytidine from natural tRNA nucleosides.

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Selected References

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

  1. Barrio J. R., Secrist J. A., 3rd, Leonard N. J. Fluorescent adenosine and cytidine derivatives. Biochem Biophys Res Commun. 1972 Jan 31;46(2):597–604. doi: 10.1016/s0006-291x(72)80181-5. [DOI] [PubMed] [Google Scholar]
  2. Biernat J., Ciesiołka J., Górnicki P., Adamiak R. W., Kryzosiak W. J., Wiewiórowski M. New observations concerning the chloroacetaldehyde reaction with some tRNA constituents. Stable intermediates, kinetics and selectivity of the reaction. Nucleic Acids Res. 1978 Mar;5(3):789–804. doi: 10.1093/nar/5.3.789. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. Schulman L. H., Pelka H. Location of accessible bases in Escherichia coli formylmethionine transfer RNA as determined by chemical modification. Biochemistry. 1976 Dec 28;15(26):5769–5775. doi: 10.1021/bi00671a013. [DOI] [PubMed] [Google Scholar]
  4. Tolman G. L., Barrio J. R., Leonard N. J. Chloroacetaldehyde-modified dinucleoside phosphates. Dynamic fluorescence quenching and quenching due to intramolecular complexation. Biochemistry. 1974 Nov 19;13(24):4869–4878. doi: 10.1021/bi00721a001. [DOI] [PubMed] [Google Scholar]

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