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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
Biosynth Carbosynth
Product number
NM57537
Product name
2'-O-(2-Methoxyethyl)guanosine
Packaging
5G
Price
$625
Updated
2021/12/16
Biosynth Carbosynth
Product number
NM57537
Product name
2'-O-(2-Methoxyethyl)guanosine
Packaging
1g
Price
$200
Updated
2021/12/16
Biosynth Carbosynth
Product number
NM57537
Product name
2'-O-(2-Methoxyethyl)guanosine
Packaging
2g
Price
$300
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

Preparation Products

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

Canada 1 China 143 India 3 United Kingdom 1 United States 7 Global 155
Gagri Global IT Services Pvt. Ltd.
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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
Min. Order
1KG
Purity
99%
Supply Ability
200KG per month
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