1-methylinosine

Structural formula
General
Surname	1-methylinosine
other names	m 1 I (short code); 9- β - D -ribofuranosyl- (1 H , 3 H ) -1-methyl-purin-6-one; 9 - [(2 R , 3 R , 4 S , 5 R ) -3,4-dihydroxy-5- (hydroxymethyl) oxolan-2-yl] -1-methyl-purin-6-one;
Molecular formula	C 11 H 14 N 4 O 5
External identifiers / databases
PubChem	65095
ChemSpider	58605
Wikidata	Q27109107
properties
Molar mass	282.25 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 .

1-methylinosine (m ¹ I) is a rare nucleoside and occurs in the tRNA . It consists of the β- D- ribofuranose (sugar) and the 1-methylhypoxanthine .

Base pairing is not possible due to the methylation in the 1-position . For example, it sits in the tRNA ^Ala in the anticodon arm. In baker's yeast , the conversion of alanine to inosine in the tRNA ^Ala at position 37 is catalyzed by the tRNA-specific deaminase Tad1p and then methylated by another enzyme.

A tRNA ^Ala from S. cerevisiae . 1-methylinosine here with m ¹ I labeled.

literature

H. Todd Miles: The Preparation and Characterization of 1-Methylinosine . In: Journal of Organic Chemistry , 1961 , 26 (11), pp. 4761-4762. doi : 10.1021 / jo01069a559 .

Web links

Entry for 1-Methylinosine in the Human Metabolome Database (HMDB) , accessed September 24, 2013.
Modification Summary of 1- Methylinosine in the Modomics database, accessed January 14, 2014.

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 . In: Nucleic Acids Research , 1994 , 22 (12), pp. 2183-2196. doi : 10.1093 / nar / 22.12.2183 , PMC 523672 (free full text), PMID 7518580 .
↑ Robert W. Holley et al. (1965): Structure of a Ribonucleic Acid . In: Science , 147 , pp. 1462-1465. doi : 10.1126 / science.147.3664.1462 .
↑ Gerber, AP. und Keller, W. (1999): An adenosine deaminase that generates inosine at the wobble position of tRNAs . In: Science 286 (5442); Pp. 1146-1149; PMID 10550050 ; doi : 10.1126 / science.286.5442.1146

[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 . In: Nucleic Acids Research , 1994 , 22 (12), pp. 2183-2196. doi : 10.1093 / nar / 22.12.2183 , PMC 523672 (free full text), PMID 7518580 .

[3] Robert W. Holley et al. (1965): Structure of a Ribonucleic Acid . In: Science , 147 , pp. 1462-1465. doi : 10.1126 / science.147.3664.1462 .

[4] Gerber, AP. und Keller, W. (1999): An adenosine deaminase that generates inosine at the wobble position of tRNAs . In: Science 286 (5442); Pp. 1146-1149; PMID 10550050 ; doi : 10.1126 / science.286.5442.1146