Brooks, Allen F.; Garcia, George A.; Showalter, Hollis D. published the artcile< Synthesis of azide congeners of preQ1 as potential substrates for tRNA guanine transglycosylase>, Reference of 69205-79-4, the main research area is tRNA guanine transglycosylase preQ azide congener.
PreQ1 (2) is a precursor of queuine (1) that in eubacteria is incorporated into tRNA (tRNA) by tRNA guanine transglycosylase (TGT) before being further elaborated into queuine. The queuine modification is unusual and occurs across all eukaryotes and eubacteria with few exceptions, but its function remains unclear. As the modified nucleotide occurs through incorporation of a specially synthesized nucleotide instead of via modification of a genetically encoded base, a study of the sites of modification by prepared probes is possible. We report the synthesis of two novel azide congeners (3,4) of preQ1 for this purpose. The evaluation of their interaction with TGT shows that both probes act as weak competitive inhibitors of guanine exchange of guanine(34) tRNATyr with a Ki of ∼70 μM. However, we could not show that these are substrates for TGT-catalyzed incorporation into tRNA. We believe the reason for this is a marked loss of binding due to the azide functionality of 3 and 4 abrogating the possibility of two hydrogen bonds to the carbonyl group of Leu231 and Met260 of TGT, previously observed for the terminal methylene amine of preQ1 by x-ray crystallog.
Journal of Heterocyclic Chemistry published new progress about Enzyme functional sites, substrate-binding. 69205-79-4 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H5N5O, Reference of 69205-79-4.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts