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Chemical Compound Review:

SureCN26515 2-amino-9-[(2R,3R,4S,5R)-4- hydroxy-5...

Synonyms: CHEMBL308370, Gm19, AG-E-56807, CHEBI:19229, ANW-59848, ...

Persson, B.C. et al., Stäheli, P. et al., Vold, B.S. et al., Kore, A.R. et al., Sirum-Connolly, K. et al., et al.

Persson, Jäger, Gustafsson, Kore, Parmar, Reddy,

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Disease relevance of 2140-71-8

The purified Pet56 protein catalyzed the site-specific formation of 2'-O-methylguanosine on in vitro transcripts of both mitochondrial 21S rRNA and Escherichia coli 23S rRNA [1].
Thermally induced biosynthesis of 2'-O-methylguanosine in tRNA from an extreme thermophile, Thermus thermophilus HB27 [2].

High impact information on 2140-71-8

Comparison of the nucleoside modification pattern of hydrolyzed tRNA, 16S rRNA and 23S rRNA from wild-type and spoU null mutants showed that the modified nucleoside 2'-O-methylguanosine (Gm), present in a subset of E. coli tRNAs at residue 18, is completely absent in the spoU mutant, suggesting that spoU encodes tRNA (Gm18) 2'-O-methyltransferase [3].
We find that dG and ddG, as well as 2'-O-methylguanosine and 3'-O-methylguanosine, reduce hydrolysis at the 3' splice site [4].
The resulting 2'-O-methyl 2-aminoadenosine was treated with the enzyme adenosine deaminase, which resulted in an efficient conversion to the desired 2'-O-methylguanosine (98% yield) [5].
Analysis of the base compositions showed that isoacceptor B differed from isoacceptor A in one respect only: 2'-O-methylguanosine, a modified guanosine base occurring at position 17 of the major isoacceptor A tRNATrp, was not detectable in hydrolysates of purified isoacceptor B [6].
Antibodies have been produced that recognize the ribosome methylated nucleotide, 2'-O-methylguanosine 5'-monophosphate, pGm [7].

Analytical, diagnostic and therapeutic context of 2140-71-8

Urine levels of N-[9-(beta-D-ribofuranosyl)purin-6-ylcarbamoyl]-L-threonine, N6-(delta 2-isopentenyl)adenosine, and 2'-O-methylguanosine as determined by radioimmunoassay for normal subjects and cancer patients [8].

References

Functional requirement of a site-specific ribose methylation in ribosomal RNA. Sirum-Connolly, K., Mason, T.L. Science (1993) [Pubmed]
Thermally induced biosynthesis of 2'-O-methylguanosine in tRNA from an extreme thermophile, Thermus thermophilus HB27. Kumagai, I., Watanabe, K., Oshima, T. Proc. Natl. Acad. Sci. U.S.A. (1980) [Pubmed]
The spoU gene of Escherichia coli, the fourth gene of the spoT operon, is essential for tRNA (Gm18) 2'-O-methyltransferase activity. Persson, B.C., Jäger, G., Gustafsson, C. Nucleic Acids Res. (1997) [Pubmed]
Ribozyme inhibitors: deoxyguanosine and dideoxyguanosine are competitive inhibitors of self-splicing of the Tetrahymena ribosomal ribonucleic acid precursor. Bass, B.L., Cech, T.R. Biochemistry (1986) [Pubmed]
An efficient process for synthesis of 2'-O-methyl and 3'-O-methyl guanosine from 2-aminoadenosine using diazomethane and the catalyst stannous chloride. Kore, A.R., Parmar, G., Reddy, S. Nucleosides Nucleotides Nucleic Acids (2006) [Pubmed]
Accumulation of 2'-O-methylguanosine deficient tRNATrp in tryptophan limited Saccharomyces cerevisiae. Stäheli, P., Agris, P.F., Niederberger, P., Gehrke, C.W., Hütter, R. J. Gen. Microbiol. (1982) [Pubmed]
Preparation and specificity of antibodies directed toward the ribose methylated nucleotide, 2'-O-methylguanosine 5'-monophosphate. Vold, B.S. Biochim. Biophys. Acta (1981) [Pubmed]
Urine levels of N-[9-(beta-D-ribofuranosyl)purin-6-ylcarbamoyl]-L-threonine, N6-(delta 2-isopentenyl)adenosine, and 2'-O-methylguanosine as determined by radioimmunoassay for normal subjects and cancer patients. Vold, B.S., Keith, D.E., Slavik, M. Cancer Res. (1982) [Pubmed]

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