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  • Title: A novel modified nucleoside found at the first position of the anticodon of methionine tRNA from bovine liver mitochondria.
    Author: Moriya J, Yokogawa T, Wakita K, Ueda T, Nishikawa K, Crain PF, Hashizume T, Pomerantz SC, McCloskey JA, Kawai G.
    Journal: Biochemistry; 1994 Mar 01; 33(8):2234-9. PubMed ID: 7509636.
    Abstract:
    Methionine tRNA was purified from bovine liver mitochondria, and its nucleotide sequence was determined. The tRNA possesses only three posttranscriptionally modified nucleosides, two pseudouridines in the anticodon and T stems and a previously unknown nucleoside specified by the gene sequence as cytidine, in the first position of the anticodon. Structure analysis of the anticodon nucleoside by mass spectrometry revealed a molecular mass 28 Da greater than that of cytidine, and unmodified ribose, with substitution at C-5 implied by hydrogen-deuterium exchange experiments. Proton NMR of the intact tRNA showed presence of a formyl moiety, thus leading to the candidate structure 5-formylcytidine (f5C), not a previously known compound. The structure assignment was confirmed by chemical synthesis and comparison of data from combined HPLC/mass spectrometry and proton NMR for the natural and synthetic nucleosides. The potential function of f5C in the tRNA(Met) anticodon is discussed with regard to codon-anticodon interactions.
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