2'-O-Methylguanosine Chemical Properties

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),

pka

9?+-.0.20(Predicted)

form 

Powder

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 Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-22

Safety Statements 

26-36-60-36/37

HS Code 

29349990

2'-O-Methylguanosine Usage And Synthesis

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

Uses

Guanosine analog. Used for preparation of nucleoside derivatives as inhibitors of RNA-dependent RNA viral polymerase.

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(2140-71-8)Related Product Information

• 5'-Guanylic acid
• Methyl hesperidin
• Guanosine
• Guanosine 5'-monophosphate disodium salt
• Acyclovir
• 7,8-Dihydro-7-methylguanosine
• 2',3'-O-Isopropylideneguanosine
• 2',3',5'-Triacetylguanosine
• 1-METHYLGUANOSINE
• N-Acetyl-5'-O-(4,4-dimethoxytrityl)-2'-O-methylguanosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite
• N2-Isobutyryl-2'-O-Methyl-guanosine
• 2'-O-Methyl-N2-dimethylformamide-5'-O-DMT-Guanosine
• 2-Methylguanosine,N2-METHYLGUANOSINE,N-Methylguanosine
• N2-dimethylformamidine-2'-O-Methyl-guanosine
• 2'-O-Methyl-N2-Isobutyryl-5'-O-DMT-Guanosine
• 2'-C-Methylguanosine
• 2'-(N-Methylanthraniloyl)guanosine 3',5'-Cyclicmonophosphate, Sodium Salt
• 2',3',5-TRI-O-ACETYL-8-BROMOGUANOSINE