N 2 -methylguanosine

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Structural formula
Structural formula of N2-methylguanosine
General
Surname N 2 -methylguanosine
other names
  • m 2 G (short code)
  • 9-β- D -ribofuranosyl- N 2 -methylguanine
  • 9 - [(2 R , 3 R , 4 S , 5 R ) -3,4-dihydroxy-5- (hydroxymethyl) oxolan-2-yl] -2-methylamino-1 H -purin-6-one
Molecular formula C 11 H 15 N 5 O 5
External identifiers / databases
CAS number 2140-77-4
PubChem 3035422
ChemSpider 2299669
Wikidata Q1419713
properties
Molar mass 297.27 g mol −1
Physical state

firmly

safety instructions
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 .

N 2 -Methylguanosine (m 2 G) is a rare nucleoside and occurs in the tRNA , rRNA and snRNA . It consists of β- D- ribofuranose (sugar) and N 2 -methylguanine . It is a derivative of guanosine , whichis methylated on the amino group .

The dimethylated variant is N 2 , N 2 -dimethylguanosine .

properties

For example, N 2 -methylguanosine is located in the tRNA Phe - mostly in position 10 - between the dihydrouracil arm and the acceptor arm. The guanine is modified by N 2 -methylguanosine-tRNA-methyltransferases ( EC  2.1.1.32 , EC  2.1.1.214 , EC  2.1.1.256 ). The methyl group is provided by S- adenosyl methionine .

A tRNA Phe from S. cerevisiae .
N 2 -Methylguanosin is here m 2 G in.

Web links

  • Entry for N 2 -Methylguanosine in the Human Metabolome Database (HMDB) , accessed September 24, 2013.
  • Modification Summary of N 2 -Methylguanosine in the Modomics database, accessed January 14, 2014.

Individual evidence

  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 , 22, 1994. Number 12, pp. 2183-2196 doi : 10.1093 / nar / 22.12.2183 , PMID 7518580 , PMC 523672 (free full text).
  3. ^ Suresh K. Purushothaman, Janusz M. Bujnicki, Henri Grosjean, Bruno Lapeyre1: "Trm11p and Trm112p are both required for the formation of 2-methylguanosine at position 10 in yeast tRNA", Mol. Cell Biol. , 2005 , 25 , p 4359-4370 ( PMC 1140639 (free full text), PMID 15899842 ).
  4. ↑ Sheena Menezes, Kirk W. Gaston, Kady L. Krivos, Ethel E. Apolinario, Norbert O. Reich, Kevin R. Sowers, Patrick A. Limbach, John J. Perona: “Formation of m 2 G6 in Methanocaldococcus jannaschii tRNA catalyzed by the novel methyltransferase Trm14 ", Nucleic Acids Research , 2011 , 39 , pp. 7641-7655 ( PMC 3177210 (free full text), PMID 21693558 ).
  5. ↑ H. Shi, PB Moore : "The crystal structure of yeast phenylalanine tRNA at 1.93 Å resolution: a classic structure revisited", RNA , 2000 , 6  (8), pp. 1091-1105 ( PMC 1369984 (free full text); PMID 10943889 ).