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HomeProduct name list2'-O-Methylguanosine

2'-O-Methylguanosine

2'-O-Methylguanosine Structural

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.
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)
ghs
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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