2'-O-Methylguanosine
- CAS NO.:2140-71-8
- Empirical Formula: C11H15N5O5
- Molecular Weight: 297.27
- MDL number: MFCD00057053
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-12-29 14:06:09
What is 2'-O-Methylguanosine?
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. Through its interaction with other modified nucleosides, 2''-O-methylguanosine is thought to stabilize the structure of the tRNA. 2''-O-Methylguanosine can also be found in rRNA. 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.
Chemical properties
White Solid
The Uses of 2'-O-Methylguanosine
Guanosine analog.
The Uses of 2'-O-Methylguanosine
Guanosine analog. Used for preparation of nucleoside derivatives as inhibitors of RNA-dependent RNA viral polymerase.
What are the applications of Application
2′-O-Methyl Guanosine is a 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.
Properties of 2'-O-Methylguanosine
| 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 |
| 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 |
| CAS DataBase Reference | 2140-71-8(CAS DataBase Reference) |
Safety information for 2'-O-Methylguanosine
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for 2'-O-Methylguanosine
| 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 |
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