Wyosin

Structural formula
General
Surname	Wyosin
other names	Yt (short code); 3-β- D -ribofuranosyl-4,6-dimethylimidazo [1,2- a ] purin-9-one; 3 - [(2 R , 3 R , 4 S , 5 R ) -3,4-dihydroxy-5- (hydroxymethyl) oxolan-2-yl] -4,6-dimethylimidazo [1,2- a ] purine-9 -on;
Molecular formula	C 14 H 17 N 5 O 5
External identifiers / databases
PubChem	171185
Wikidata	Q2595726
properties
Molar mass	335.31 g mol −1
Physical state	firmly
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Wyosin (Yt) is a rare nucleoside and occurs in the tRNA . It consists of β- D ribofuranose (sugar) and a heavily modified guanosine . It is a tricyclic nucleoside and was found in Torula yeast. Wyosin and its derivatives such as Wybutosin (yW) are found next to the anticodon at position 37 of phenylalanine-specific transfer RNAs (tRNA ^Phe ).

literature

Shin-ichi Nakatsuka, Tadaaki Ohgi, Toshio Goto: "Synthesis of wyosine (nucleoside Yt), a strongly fluorescent nucleoside found in Torulopsis utilis tRNA ^Phe , and 3-methylguanosine", Tetrahedron Letters , 1978 , 19 (29), p. 2579 -2582 ( doi : 10.1016 / S0040-4039 (01) 94831-2 ).
H. Bazin, XX. Zhou, C. Glemarec, J. Chattopadhyaya: "An efficient synthesis of y-nucleoside (wyosine) by regiospecific methylation of n ⁴ -desmethylwyosine using organozinc reagent", Tetrahedron Letters , 1987 , 28 (28), pp. 3275-3278 ( doi : 10.1016 / S0040-4039 (00) 95491-1 ).

Individual evidence

↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ Patrick A. Limbach, Pamela F. Crain, James A. McCloskey: "Summary: the modified nucleosides of RNA", Nucleic Acids Research , 1994 , 22 (12), pp. 2183-2196 ( doi : 10.1093 / nar / 22.12 .2183 , PMC 523672 (free full text), PMID 7518580 ).
↑ Taisuke Itaya, Tae Kanai, Takehiko Sawada: "Structure of Wyosine, the Condensed Tricyclic Nucleoside of Torula Yeast Phenylalanine Transfer Ribonucleic Acid", Chem. Pharm. Bull. , 2002 , 50 , pp. 547-548 ( doi : 10.1248 / cpb .50.547 , PDF ).
↑ Valérie de Crécy-Lagard, Céline Brochier-Armanet, Jaunius Urbonavičius, Bernard Fernandez, Gabriela Phillips, Benjamin Lyons, Akiko Noma, Sophie Alvarez, Louis Droogmans, Jean Armengaud, Henri Grosjean: “Biosynthesis of Wyosine Derivatives in tRNA: An Ancient and Highly Diverse Pathway in Archaea “, Mol Biol Evol , 2010 , 27 (9), pp. 2062-2077 ( doi : 10.1093 / molbev / msq096 , PMID 20382657 , full text ).

Web links

Wyosine's Modification Summary in the Modomics database, accessed January 14, 2014.

[NV-1] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[2] Patrick A. Limbach, Pamela F. Crain, James A. McCloskey: "Summary: the modified nucleosides of RNA", Nucleic Acids Research , 1994 , 22 (12), pp. 2183-2196 ( doi : 10.1093 / nar / 22.12 .2183 , PMC 523672 (free full text), PMID 7518580 ).

[3] Taisuke Itaya, Tae Kanai, Takehiko Sawada: "Structure of Wyosine, the Condensed Tricyclic Nucleoside of Torula Yeast Phenylalanine Transfer Ribonucleic Acid", Chem. Pharm. Bull. , 2002 , 50 , pp. 547-548 ( doi : 10.1248 / cpb .50.547 , PDF ).

[4] Valérie de Crécy-Lagard, Céline Brochier-Armanet, Jaunius Urbonavičius, Bernard Fernandez, Gabriela Phillips, Benjamin Lyons, Akiko Noma, Sophie Alvarez, Louis Droogmans, Jean Armengaud, Henri Grosjean: “Biosynthesis of Wyosine Derivatives in tRNA: An Ancient and Highly Diverse Pathway in Archaea “, Mol Biol Evol , 2010 , 27 (9), pp. 2062-2077 ( doi : 10.1093 / molbev / msq096 , PMID 20382657 , full text ).