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ChemicalBook > Product Catalog >Biochemical Engineering >Nucleoside drugs >Nucleoside Intermediates >2'-O-Methyladenosine

2'-O-Methyladenosine

2'-O-Methyladenosine Structure
CAS No.
2140-79-6
Chemical Name:
2'-O-Methyladenosine
Synonyms
(2R,3R,4R,5R)-5-(6-AMino-9H-purin-9-yl)-2-(hydroxyMethyl)-4-Methoxytetrahydrofuran-3-ol;AMI;cordysinin B;OMe-rA;2'-OMe-A;2'-OMe-rA;2'-OMe-Ar;2'-OMe-Ar;2'-O-Me-dA;2'-O-Me-Ado
CBNumber:
CB5476675
Molecular Formula:
C11H15N5O4
Molecular Weight:
281.27
MOL File:
2140-79-6.mol
MSDS File:
SDS
Modify Date:
2023/11/27 9:52:04
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2'-O-Methyladenosine Properties

Melting point 200-202 C
Boiling point 623.8±65.0 °C(Predicted)
Density 1.84±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility DMSO (Slightly), Methanol (Slightly, Heated, Sonicated), Water (Slightly)
form Powder
pka 13.13±0.70(Predicted)
color White to Off-white
Water Solubility Soluble in water.
λmax 259nm(H2O)(lit.)
InChI InChI=1S/C11H15N5O4/c1-19-8-7(18)5(2-17)20-11(8)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1
InChIKey FPUGCISOLXNPPC-YGHVBYMHSA-N
SMILES OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2)[C@H](OC)[C@@H]1O
CAS DataBase Reference 2140-79-6(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25
WGK Germany  3
HS Code  29349990

2'-O-Methyladenosine price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemicals (India) M2291 2'-O-Methyladenosine 2140-79-6 1G ₹18700 2022-05-26 Buy
Product number Packaging Price Buy
M2291 1G ₹18700 Buy

2'-O-Methyladenosine Chemical Properties,Uses,Production

Description

2'-O-Methyladenosine (Cordysinin B) is a member of the class of adenosines that is adenosine in which the hydroxy group at position 2' is replaced by a methoxy group. It has been isolated from the mycelia of Cordyceps sinensis. It has a role as a fungal metabolite. It is a member of adenosines and an ether. It derives from an adenosine. analogue with antiviral properties, starting material for 2'-O'-methyl nucleotides. Potential metabolite of 2'-O-Me-cAMP.

Chemical Properties

White Solid

Uses

2'-O-Methyladenosine is an analog of adenosine used to prepare nucleoside derivatives as inhibitors of RNA-dependent RNA viral polymerase.

Definition

2'-O-Methyladenosine is nucleoside modification in which a methyl group is added to the 2' hydroxyl of the ribose moiety of adenosine.

General Description

The 2'-O-Methyladenosine (Am) was showed to be the first nucleotide adjacent to the N7-methylguanosine (m7G) cap and it can be further modified at the N6 position by methylation to generate N6,2’-O-dimethyladenosine (m6Am) (92% chance of being modified), where the structure of m7G5'ppp5'm6AmpNp comprises 20–30% of all the structures[1]. The 2'-O-methyladenosine (Am) modification displaying the lowest level in tumor tissues[2].

Biological Activity

2'-O-Methyladenosine, a methylated adenine residue is found in urine of normals as well as in urine of adenosine deaminase (ADA) deficient patients. 2'-O-Methyladenosine exhibits unique hypotensive activities.

References

[1] Qinghai Li, Guohui Wan, Weiling He. “Methyladenosine Modification in RNAs: Classification and Roles in Gastrointestinal Cancers.” Frontiers in Oncology (2021): 586789.
[2] Qihan He. “Correction: FTSJ1 regulates tRNA 2’-O-methyladenosine modification and suppresses the malignancy of NSCLC via inhibiting DRAM1 expression.” Cell Death & Disease 11 6 (2020): 418.

2'-O-Methyladenosine Preparation Products And Raw materials

Raw materials

3'-O-Methyl-D-adenosine 6-Chloro-9-(3,5-di-O-acetyl-2-O-methyl-β-D-ribofuranosyl)-9H-purine TRIMETHYLSULFONIUM HYDROXIDE

Preparation Products

Adenosine, N-methyl-3'-O-methyl- (9CI) N(6),O(2)-Dimethyladenosine

2'-O-Methyladenosine Suppliers

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Supplier Advantage
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CLEARSYNTH LABS LTD. 58
A.J Chemicals 58
TCI Chemicals (India) Pvt. Ltd. 58
Chemgenes India Pvt. Ltd. 50
APAC Sourcing Solutions Ltd. 58
Zhejiang Hengkang Pharmaceutical Co., Ltd. 58
Yunbio Tech Co.,Ltd. 58
Shanghai Daken Advanced Materials Co.,Ltd 58
career henan chemical co 58

2140-79-6(2'-O-Methyladenosine)Related Search:

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Cyclic AMP S-ADENOSYL-L-METHIONINE Adenine 5'-Guanylic acid Adenine phosphate salt（1：1）
PUROMYCIN AMINONUCLEOSIDE Vidarabine Adenine Sulfate Adenosine5'-(tetrahydrogen triphosphate), disodiuM salt, trihydrate (9CI) ADENOSINE 5'-TRIPHOSPHATASE
3-METHYLADENINE 6-Chloropurine ribonucleoside 2''-Deoxy-N6-methyladenosine
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2'-O-Methyladdenosine 2'-O-Methyl-D-adenosine 5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol 2'-O-METHYLADENOSINE 2'-OMe-A (2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol (2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-methoxy-2-methylol-tetrahydrofuran-3-ol (2R,3R,4R,5R)-5-(6-azanylpurin-9-yl)-2-(hydroxymethyl)-4-methoxy-oxolan-3-ol 2'-OMe Adenosine 2'-OMe-rA 2'-O-Methyladenosine, 99.0% 2'-O-Me-Ado -O-Methyladenosine 2-Amino-N6-(dimethylaminomethylidene)-N2-isobutyryl-2&rsquo (2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxy-tetrahydrofuran-3-ol 2'-OMe-Ar 2'-O-Methyladenosine> Adenosine, 2'-O-methyl- 2'-O-Methyladenosine USP/EP/BP AMI (2R,3R,4R,5R)-5-(6-AMino-9H-purin-9-yl)-2-(hydroxyMethyl)-4-Methoxytetrahydrofuran-3-ol cordysinin B 2’-O-Methyl adenosine,RNA modified nucleoside Am RNA modified nucleoside Am -O-Methyladenosine OMe-rA 2'-O-Methyladenosine 2'-OMe Adenosine 2'-O-Me-dA 2'-OMe-Ar 2140-79-6 Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs BioChemical Biochemicals and Reagents Biochemicals and Reagents Nucleoside Analogs Nucleosides, Nucleotides, Oligonucleotides Bases & Related Reagents Carbohydrates & Derivatives Heterocycles Nucleotides Nucleosides Modified（deoxy）nucleoside Nucleosides-2'-OMe Nucleosides