Chemical structure of OHyW in tRNAPhe and its biosynthetic pathway

Chemical structure of OHyW in tRNAPhe and its biosynthetic pathway. A, chemical structures of yW (left) and OHyW (right). The exact name of OHyW is α-(carboxyamino)-β-hydroxy-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo [1,2-a]purine-7-butyric acid dimethyl ester. Atoms in the tricyclic ring and side chain are numbered in blue. B, secondary structure of human cytoplasmic tRNAPhe with modified nucleosides as follows: hydroxywybutosine (OHyW), 2′-O-methylguanosine (Gm), 2′-O-methylcytidine (Cm), pseudouridine (Ψ), 5-methylcytidine (m5C), 7-methylguanosine (m7G), 2-methylguanosine (m2G), N2,N2-dimethylguanosine (m22G), dihydrouridine (D), 1-methyladenosine (m1A), and 5-methyluridine (m5U). Peroxywybutosine (o2yW), which has been identified in mammalian tRNAPhe (, ), was not present in our preparation, similar to a previous report (). C, biosynthetic pathway of OHyW. Chemical structures of intermediates from yW-86 to OHyW are illustrated. Additional groups at each step are shown in blue. The hydroxyl group at β-carbon is shown in red. TYW5 hydroxylates yW-72 to produce OHyW-72 utilizing 2-OG, O2 and Fe(II) as substrates.

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Expanding Role of the Jumonji C Domain as an RNA Hydroxylase. (2010) Akiko Noma, et al. J Biol Chem. 2010 Nov 5;285(45):34503-34507. Figure: F1. All organisms Drosophila melanogaster Homo sapiens

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