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2′-O-(2-Methoxyethyl)adenosine 168427-74-5

2′-O-(2-Methoxyethyl)adenosine 168427-74-5

CAS No.: 168427-74-5

2′-O-(2-Methoxyethyl)adenosine is a compound useful in the preparation /synthesis of oligonucleotides.
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2′-O-(2-Methoxyethyl)adenosine is a compound useful in the preparation /synthesis of oligonucleotides.

Physicochemical Properties


Molecular Formula C13H19N5O5
Molecular Weight 325.32
Exact Mass 325.139
Elemental Analysis C, 48.00; H, 5.89; N, 21.53; O, 24.59
CAS # 168427-74-5
PubChem CID 11393191
Appearance White to off-white solid powder
Density 1.701g/cm3
Boiling Point 638.954ºC at 760 mmHg
Flash Point 340.227ºC
Vapour Pressure 0mmHg at 25°C
Index of Refraction 1.72
LogP -0.7
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 9
Rotatable Bond Count 6
Heavy Atom Count 23
Complexity 392
Defined Atom Stereocenter Count 4
SMILES

COCCO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)CO)O

InChi Key PUDXUJRJLRLJIU-QYVSTXNMSA-N
InChi Code

InChI=1S/C13H19N5O5/c1-21-2-3-22-10-9(20)7(4-19)23-13(10)18-6-17-8-11(14)15-5-16-12(8)18/h5-7,9-10,13,19-20H,2-4H2,1H3,(H2,14,15,16)/t7-,9-,10-,13-/m1/s1
Chemical Name

(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-(2-methoxyethoxy)oxolan-3-ol
Synonyms

2'-O-(2-Methoxyethyl)adenosine; 2'-O-(2-Methoxyethyl)-adenosine; Adenosine, 2'-O-(2-methoxyethyl)-; 2'-MOE-Adenosine
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


References

[1]. Chemo-enzymatic synthesis of 2'-O-methoxyethyl ribonucleosides using a phosphodiesterase from Serratia marcescens. Appl Microbiol Biotechnol. 2005;66(5):512-519./a >


Solubility Data


Solubility (In Vitro) DMSO : ~250 mg/mL (~768.5 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.08 mg/mL (6.39 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: 2.08 mg/mL (6.39 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 3: ≥ 2.08 mg/mL (6.39 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.0739 mL 15.3695 mL 30.7390 mL
5 mM 0.6148 mL 3.0739 mL 6.1478 mL
10 mM 0.3074 mL 1.5369 mL 3.0739 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.