ChemicalBook > CAS DataBase List > 2'-O-(2-Methoxyethyl)guanosine

2'-O-(2-Methoxyethyl)guanosine

Product Name: 2'-O-(2-Methoxyethyl)guanosine
CAS No.: 473278-54-5
Chemical Name: 2'-O-(2-Methoxyethyl)guanosine
Synonyms: 2-amino-9-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-(2-methoxyethoxy)tetrahydrofuran-2-yl)-1,9-dihydro-6H-purin-6-one;2'-MOE-G;2'-MOE-rG;2'-O-MOE-G;2'-O-MOE-Gr;2'-O-MOE-rG;2'-MOE-Guanosine;2'-O-MOE Guanosine;2'-O-Methoxyethylguanosine;2'-O-Methoxyethyl-guanosine
CBNumber: CB02510482
Molecular Formula: C13H19N5O6
Formula Weight: 341.32
MOL File: 473278-54-5.mol

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2'-O-(2-Methoxyethyl)guanosine Property

Boiling point:: 715.0±70.0 °C(Predicted)
Density: 1.81±0.1 g/cm3(Predicted)
storage temp.: 2-8°C(protect from light)
solubility: Acetonitrile: Slightly Soluble: 0.1-1 mg/ml
DMSO: Sparingly Soluble: 1-10 mg/ml
Water: Slightly Soluble: 0.1-1 mg/ml
pka: 13.20±0.70(Predicted)
form: Solid
color: White to off-white
InChI: InChI=1S/C13H19N5O6/c1-22-2-3-23-9-8(20)6(4-19)24-12(9)18-5-15-7-10(18)16-13(14)17-11(7)21/h5-6,8-9,12,19-20H,2-4H2,1H3,(H3,14,16,17,21)/t6-,8-,9-,12-/m1/s1
InChIKey: DLLBJSLIKOKFHE-WOUKDFQISA-N
SMILES: OC[C@H]1O[C@@H](N2C3=C(C(NC(=N3)N)=O)N=C2)[C@H](OCCOC)[C@@H]1O

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: M262525
Product name: 2''-O-(2-Methoxyethyl)guanosine
Packaging: 10mg
Price: $165
Updated: 2021/12/16

TRC

Product number: M262525
Product name: 2''-O-(2-Methoxyethyl)guanosine
Packaging: 100mg
Price: $1320
Updated: 2021/12/16

Ark Pharm

Product number: P000250816
Product name: 2'-O-(2-Methoxyethyl)-guanosine
Purity: 97%
Packaging: 100mg
Price: $33
Updated: 2021/12/16

Ark Pharm

Product number: P000250816
Product name: 2'-O-(2-Methoxyethyl)-guanosine
Purity: 97%
Packaging: 250mg
Price: $53
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NM57537
Product name: 2'-O-(2-Methoxyethyl)guanosine
Packaging: 250mg
Price: $67.5
Updated: 2021/12/16

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2'-O-(2-Methoxyethyl)guanosine Chemical Properties,Usage,Production

Description

2'-O-(2-Methoxyethyl)-guanosine is a guanosine derivative isolated from the reaction of 2-aminoadenosine with methylsulfonyl chloride. 2'-O-(2-Methoxyethyl)-guanosine can be used as a building block for cross-linking oligonucleotides.

Uses

A guanosine derivative as building blocks for cross-linking oligonucleotides.

Definition

2'-O-(2-Methoxyethyl)guanosine, a 2′-O-methoxyethyl-modified nucleoside, can be produced by enzymatic conversion (adenosine deaminase) from 2′-O-(2-methoxyethyl)-2,6-diaminopurine riboside.

Synthesis

473278-53-4

473278-54-5

Compound 7 (50 mg, 0.086 mmol) was used as a starting material, which was dissolved in a mixed solvent of THF and water, and TBAF (1 M solution of THF, 0.009 mL, 0.009 mmol) was added at 25 °C. The reaction mixture was warmed up to 35 °C with continuous stirring for 5 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was purified by filtration through a short silica gel column using a dichloromethane solution of 10% methanol as eluent to afford the target product 2'-O-MOE G (compound 8) (28 mg, 0.082 mmol, 97% yield). The 1H NMR (400 MHz, DMSO) data of compound 8 were as follows: δ 10.68 (s, 1H), 7.95 (s, 1H), 6.50 (s, 2H), 5.78 (d, J = 6.0 Hz, 1H), 5.08 (d, J = 5.2 Hz, 2H), 4.33 (d, J = 6.0 Hz, 1H), 4.23 (d, J = 3.2 Hz, 1H), 3.88 (d, J = 3.2 Hz, 1H), 3.65 (m, 3H), 3.52-3.57 (m, 2H), 3.35 (s, 3H), 3.38-3.40 (m, 1H).

References

[1] Nucleosides, nucleotides and nucleic acids, 2003, vol. 22, # 5-8, p. 583 - 587
[2] The Journal of organic chemistry, 2002, vol. 67, # 22, p. 7887 - 7889
[3] Patent: US2003/225262, 2003, A1. Location in patent: Page column 34-35
[4] AMER F SALEH. 2’-O-(2-Methoxyethyl) Nucleosides Are Not Phosphorylated or Incorporated Into the Genome of Human Lymphoblastoid TK6 Cells.[J]. Toxicological Sciences, 2018: 70-78. DOI: 10.1093/toxsci/kfy005

2'-O-(2-Methoxyethyl)guanosine Preparation Products And Raw materials

Raw materials

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View Lastest Price from 2'-O-(2-Methoxyethyl)guanosine manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 2'-O-(2-Methoxyethyl)guanosine 473278-54-5
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-26

Yunbio Tech Co.,Ltd.

Product: 2'-O-(2-Methoxyethyl)guanosine 473278-54-5
Price: US $0.00-0.00/KG
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Release date: 2023-03-04

Zhejiang Hengkang Pharmaceutical Co., Ltd.

Product: 2'-O-(2-Methoxyethyl)guanosine 473278-54-5
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 500kg per month
Release date: 2022-12-27

473278-54-5, 2'-O-(2-Methoxyethyl)guanosineRelated Search:

Ethylhexyl Triazone 2'-O-Methylcytidine DMT-2μ-O-Me-rG(ib) amidite 2’-O-Methyl-rA(N-Bz)phosphoramidite DMT-2′Fluoro-dU Phosphoramidite 2'-O-MOE-A(Bz)-3'-phosphoramidite 2'-O-(2-Methoxyethyl)-5-methyluridine N-blocked-5'-O-DMT-2'-O-Me CED cytosine phosphoramidite N4-Benzoyl-5'-O-DMT-2'-O-methyl-5-methylcytidine 3'-CE phosphoramidite Dmt-2'-f-dc(ac) amidite 2'-O-Methyladenosine 2'-O-(2-Methoxyethyl)cytidine 2'-O-Methylguanosine 2'-O-(2-Methoxyethyl)uridine DMT-2'-O-MOE-rU Phosphoramidite 2'-O-MOE-ADENOSINE 2'-OMe-ibu-G Phosphoramidite

Guanosine, 2'-O-(2-Methoxyethyl)-

2'-O-(2-Methoxyethyl)guanosine

2-amino-9-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-(2-methoxyethoxy)tetrahydrofuran-2-yl)-1,9-dihydro-6H-purin-6-one

2'-MOE-rG

2'-O-(2-Methoxyethyl)-guanosine, >97%

2'-O-MOE-Gr

2'-O-Methoxyethyl-guanosine

2'-O-MOE-rG

2-Amino-9-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-(2-methoxyethoxy)tetrahydrofuran-2-yl)-3H-purin-6(9H)-one

2'-MOE-Guanosine

2'-O-(2-Methoxyethyl)guanosine 2'-MOE-rG

2'-MOE-G

2'-O-MOE Guanosine

2'-O-Methoxyethylguanosine

2'-O-MOE-G

2 ' - 0 - (2 -Methoxyethyl)guanosine

2-AMINO-9-[4-HYDROXY-5-(HYDROXYMETHYL)-3-(2-METHOXYETHOXY)OXOLAN-2-YL]-3H-PURIN-6-ONE

473278-54-5

Bases & Related Reagents

Carbohydrates & Derivatives

Heterocycles

Nucleotides

Modified（deoxy）nucleoside

Nucleosides-2'-O-MOE Nucleosides