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2'-O-MOE-U

Cat No.:V42499 Purity: ≥98%
2'-O-MOE-U is a phosphoramidite monomer that may be utilized in oligonucleotide synthesis.
2'-O-MOE-U
2'-O-MOE-U Chemical Structure CAS No.: 163759-97-5
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
Other Sizes
Official Supplier of:
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Product Description
2'-O-MOE-U is a phosphoramidite monomer that may be utilized in oligonucleotide synthesis.
2'-O-MOE-U is a uridine nucleoside phosphoramidite monomer featuring a 2'-O-methoxyethyl (MOE) modification. This second-generation chemical modification is incorporated into oligonucleotides during solid-phase synthesis to confer enhanced nuclease resistance, improved target RNA binding affinity, and favorable pharmacokinetic properties. It has the molecular formula C42H53N4O10P and a molecular weight of 804.86 g/mol. 2'-O-MOE-U is a cornerstone component in numerous FDA-approved oligonucleotide drugs and late-stage clinical candidates.
Biological Activity I Assay Protocols (From Reference)
Targets
2'-O-MOE-U does not have a specific biological target itself; it is a chemical building block. Its function is to be incorporated into oligonucleotides to improve their pharmacokinetic properties, including nuclease resistance and binding affinity to target RNA. The MOE modification provides a ΔTm increase of 0.9-1.6°C per modification vs. 0.5-0.7°C for 2'-OMe, ensuring superior target affinity. It enables the construction of ASOs and siRNA therapeutics with extended tissue half-lives (~30-day tissue half-life) and reduced non-specific protein binding.
ln Vitro
In vitro, 2'-O-MOE-U is used as a monomer in the solid-phase synthesis of oligonucleotides. The resulting MOE-modified oligonucleotides exhibit enhanced stability against nuclease degradation and improved target binding affinity compared to unmodified oligonucleotides. The modification is compatible with standard solid-phase oligonucleotide synthesis.
ln Vivo
In vivo, 2'-O-MOE-U is not used as a therapeutic agent itself. However, oligonucleotides synthesized using this building block have been used in vivo as therapeutic agents, with the MOE modification improving their pharmacokinetic properties, such as prolonged half-life and enhanced tissue distribution. The favorable hepatotoxicity profile vs. LNA makes it ideal for chronic liver-targeted therapies.
Enzyme Assay
In vitro non-cell-based assays for 2'-O-MOE-U typically involve its use in standard oligonucleotide synthesis protocols. The compound is coupled to a growing oligonucleotide chain using phosphoramidite chemistry. The purity and identity of the synthesized oligonucleotides are confirmed by HPLC and mass spectrometry. The compound is supplied at ≥98% purity (HPLC), suitable for GMP oligonucleotide drug substance manufacturing.
Cell Assay
In vitro cell-based assays are not typically performed with 2'-O-MOE-U itself, as it is a synthetic intermediate. However, the MOE-modified oligonucleotides synthesized from it are tested in cell-based assays to evaluate their efficacy in modulating target gene expression. These assays measure target mRNA knockdown by qPCR and protein levels by Western blotting or ELISA.
Animal Protocol
In vivo animal experiments are not conducted with 2'-O-MOE-U directly. Instead, MOE-modified oligonucleotides synthesized using this building block are administered to animal models to study their pharmacokinetics, pharmacodynamics, and therapeutic efficacy. Tissue half-life, biodistribution, and target engagement are commonly assessed.
ADME/Pharmacokinetics
2'-O-MOE-U has a molecular weight of 804.86 g/mol and the formula C42H53N4O10P. It is a nucleoside phosphoramidite and a 2'-modified nucleoside. It is stored at 4°C, protected from light. Its purity is typically ≥98% (mixture of isomers). It is used for DNA synthesis and is suitable for molecular biology applications.
Toxicity/Toxicokinetics
Specific toxicological data for 2'-O-MOE-U are not provided, as it is a chemical building block. However, oligonucleotides containing MOE modifications have been extensively studied and are generally well-tolerated. The MOE modification has a favorable hepatotoxicity profile compared to LNA.
References

[1]. A 2'-modified uridine analog, 2'-O-(methylthiomethoxy)methyl uridine, for siRNA applications. Bioorg Med Chem Lett. 2022 Oct 15;74:128939.

Additional Infomation
2'-O-MOE-U is a key building block for second-generation antisense oligonucleotides (ASOs) and siRNA therapeutics. The MOE modification is widely used to enhance the drug-like properties of oligonucleotides. It is a cornerstone component in numerous FDA-approved oligonucleotide drugs and late-stage clinical candidates. It is intended for research use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C42H53N4O10P
Molecular Weight
804.864792585373
Exact Mass
804.349
CAS #
163759-97-5
PubChem CID
129896826
Appearance
White to off-white solid powder
LogP
7.74
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
12
Rotatable Bond Count
21
Heavy Atom Count
57
Complexity
1290
Defined Atom Stereocenter Count
4
SMILES
CC(C)N(C(C)C)P(OCCC#N)O[C@@H]1[C@H](O[C@H]([C@@H]1OCCOC)N2C=CC(=O)NC2=O)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC
InChi Key
ZLOKLUONKGURQI-UAQIPLLRSA-N
InChi Code
InChI=1S/C42H53N4O10P/c1-29(2)46(30(3)4)57(54-25-11-23-43)56-38-36(55-40(39(38)52-27-26-49-5)45-24-22-37(47)44-41(45)48)28-53-42(31-12-9-8-10-13-31,32-14-18-34(50-6)19-15-32)33-16-20-35(51-7)21-17-33/h8-10,12-22,24,29-30,36,38-40H,11,25-28H2,1-7H3,(H,44,47,48)/t36-,38-,39-,40-,57?/m1/s1
Chemical Name
3-[[(2R,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(2,4-dioxopyrimidin-1-yl)-4-(2-methoxyethoxy)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
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)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.2425 mL 6.2123 mL 12.4245 mL
5 mM 0.2485 mL 1.2425 mL 2.4849 mL
10 mM 0.1242 mL 0.6212 mL 1.2425 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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