Queuine
Encyclopedia
Queuine is a hypermodified base found in the first (or wobble
) position of the anticodon of tRNAs specific for Asn, Asp, His, and Tyr, in most eukaryotes and prokaryotes.
The nucleoside
of queuine is queuosine
. Queuine is not found in the tRNA of archaea; however, a related 7-deazaguanine derivative, the nucleoside of which is archaeosine, occurs in different tRNA position, the dihydrouridine loop, and in tRNAs with more specificities.
Wobble base pair
In molecular biology, a wobble base pair is a non-Watson-Crick base pairing between two nucleotides in RNA molecules. The four main wobble base pairs are guanine-uracil, inosine-uracil, inosine-adenine, and inosine-cytosine . The thermodynamic stability of a wobble base pair is comparable to that...
) position of the anticodon of tRNAs specific for Asn, Asp, His, and Tyr, in most eukaryotes and prokaryotes.
The nucleoside
Nucleoside
Nucleosides are glycosylamines consisting of a nucleobase bound to a ribose or deoxyribose sugar via a beta-glycosidic linkage...
of queuine is queuosine
Queuosine
Queuosine is a modified nucleoside that is present in certain tRNAs in bacteria and eukaryotes. Originally identified in E. coli, queuosine was found to occupy the first anticodon position of tRNAs for histidine, aspartic acid, asparagine and tyrosine. The first anticodon position pairs with the...
. Queuine is not found in the tRNA of archaea; however, a related 7-deazaguanine derivative, the nucleoside of which is archaeosine, occurs in different tRNA position, the dihydrouridine loop, and in tRNAs with more specificities.
Literature
- Walter R. Farkas: „Queuine, The Q-Containing tRNAs and the Enzymes Responsible for Their Formation“, Nucleosides, Nucleotides & Nucleic AcidsNucleosides, Nucleotides & Nucleic AcidsNucleosides, Nucleotides & Nucleic Acids is a monthly academic journal published by Taylor & Francis since 2000, continuing the earlier Nucleosides and Nucleotides in series. It discusses topics relating to the biochemisty of molecules in these classes....
, 1983, 2 (1), pp. 1–20; . - Hiroshi Akimoto, Eiko Imamiya, Takenori Hitaka, Hiroaki Nomura, Susumu Nishimura: „Synthesis of queuine, the base of naturally occurring hypermodified nucleoside (queuosine), and its analogues“, J. Chem. Soc., Perkin Trans. 1, 1988, pp. 1637–1644; .
- Florian Klepper: Synthese der natürlichen tRNA Nukleosidmodifikationen Queuosin und Archaeosin, Dissertation, München 2007.
- Florian Klepper, Eva-Maria Jahn, Volker Hickmann, Thomas CarellThomas CarellThomas Carell is a German biochemist.Carell was born in 1966 in Herford Germany, he studied chemistry from 1985 till 1990 at the University of Münster finishing with a diploma thesis at the Max Planck Institute for Medical Research Heidelberg. After his PhD thesis on Porphyrin chemistry at the same...
: „Synthese des tRNA-Nucleosids Queuosin unter Verwendung eines chiralen Allylazid-Intermediats“, Angewandte ChemieAngewandte ChemieAngewandte Chemie is a weekly peer-reviewed scientific journal that covers all aspects of chemistry. Its impact factor was 12.730 in 2010, the highest value for a chemistry-specific journal that publishes original research...
, 2007, 119 (13), pp. 2377–2379; . - Florian Klepper, Eva-Maria Jahn, Volker Hickmann, Thomas CarellThomas CarellThomas Carell is a German biochemist.Carell was born in 1966 in Herford Germany, he studied chemistry from 1985 till 1990 at the University of Münster finishing with a diploma thesis at the Max Planck Institute for Medical Research Heidelberg. After his PhD thesis on Porphyrin chemistry at the same...
: „Synthesis of the Transfer-RNA Nucleoside Queuosine by Using a Chiral Allyl Azide Intermediate“, Angewandte Chemie International Edition, 2007, 46 (13), pp. 2325–2327; . - Allen F. Brooks, George A. Garcia, H. D. Hollis Showalter: „A short, concise synthesis of queuine“, Tetrahedron LettersTetrahedron Letters-See also:*Tetrahedron*Tetrahedron: Asymmetry...
, 2010, 51, pp. 4163–4165; ; PDF.
External Links
- Human Metabolome Database: Queuine (HMDB01495)