| Identification | More | [Name]
2'-O-Methylguanosine | [CAS]
2140-71-8 | [Synonyms]
2'-O-METHYLGUANOSINE
2'-O-Methyl-D-guanosine | [Molecular Formula]
C11H15N5O5 | [MDL Number]
MFCD00057053 | [Molecular Weight]
297.27 | [MOL File]
2140-71-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
227-231°C (dec.) | [density ]
1.98±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [solubility ]
Aqueous Base (Slightly), DMSO (Slightly), | [form ]
Powder | [pka]
9?+-.0.20(Predicted) | [color ]
White to Off-white | [λmax]
256 (pH 1)；258 (pH 11) | [InChI]
InChI=1S/C11H15N5O5/c1-20-7-6(18)4(2-17)21-10(7)16-3-13-5-8(16)14-11(12)15-9(5)19/h3-4,6-7,10,17-18H,2H2,1H3,(H3,12,14,15,19)/t4-,6-,7-,10-/m1/s1 | [InChIKey]
OVYNGSFVYRPRCG-KQYNXXCUSA-N | [SMILES]
OC[C@H]1O[C@@H](N2C3=C(C(NC(=N3)N)=O)N=C2)[C@H](OC)[C@@H]1O | [CAS DataBase Reference]
2140-71-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Description]
2''-O-Methylguanosine is a modified nucleoside that is produced in tRNAs by the action of tRNA guanosine-2’-O-methyltransferase, using S-adenosyl-L-methionine (Item Nos. 16376 | 13956) as a substrate.1,2 Through its interaction with other modified nucleosides, 2''-O-methylguanosine is thought to stabilize the structure of the tRNA.3 2''-O-Methylguanosine can also be found in rRNA.4,5 Normal and modified nucleosides, including 2''-O-methylguanosine, have been shown to be secreted by a natural suppressor cell line and induce apoptosis in K562/Molt4 target cells.6 | [Chemical Properties]
White Solid | [Uses]
Guanosine analog. | [Definition]
ChEBI: Guanosine with the hydrogen on the hydroxyl at position C-2' substituted with a methyl group. | [Synthesis]
8-Thio-2'-O-methylguanosine (1 mmole) is dissolved in water and the solution is heated at reflux with Raney nickel for 6 h. The product is isolated by passing the solution through a short pad of celite and is further crystallizing to afford 2'-O-methylguanosine.
| [storage]
Store at -20°C | [References]
[1] B C PERSSON C G G J?ger. The spoU gene of Escherichia coli, the fourth gene of the spoT operon, is essential for tRNA (Gm18) 2’-O-methyltransferase activity.[J]. Nucleic Acids Research, 1997, 25 20: 4093-4097. DOI: 10.1093/nar/25.20.4093
[2] RYOTA YAMAGAMI. Folate-/FAD-dependent tRNA methyltransferase from Thermus thermophilus regulates other modifications in tRNA at low temperatures[J]. Genes to Cells, 2016, 21 7: 740-754. DOI: 10.1111/gtc.12376
[3] JAUNIUS URBONAVICIUS Glenn R B Jér?me M B Durand. Three modifications in the D and T arms of tRNA influence translation in Escherichia coli and expression of virulence genes in Shigella flexneri.[J]. Journal of Bacteriology, 2002, 184 19: 5348-5357. DOI: 10.1128/jb.184.19.5348-5357.2002
[4] MIROS?AWA Z. BARCISZEWSKA Jan B Tamara D Mashkova. The primary structure of lupin seed 5.8 S ribosomal RNA[J]. Biochimica et Biophysica Acta (BBA) - Gene Structure and Expression, 1990, 1049 3: Pages 343-345. DOI: 10.1016/0167-4781(90)90108-e
[5] K SIRUM-CONNOLLY T L M. The role of nucleotide modifications in the yeast mitochondrial ribosome.[J]. Nucleic acids symposium series, 1995, 33: 73-75.
[6] TSUNEATSU MORI . Isolation and Identification of Apoptosis Inducing Nucleosides from CD57+HLA-DRbrightNatural Suppressor Cell Line[J]. Biochemical and biophysical research communications, 1998, 251 2: Pages 416-422. DOI: 10.1006/bbrc.1998.9423 |
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