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DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite

Cat No.:V84519 Purity: ≥98%
DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite
DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite Chemical Structure CAS No.: 143774-48-5
Product category: Nucleoside Antimetabolite/Analog
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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Product Description
DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite (compound 1B) is the phosphoramidite of 5-Fluoro-2'-deoxycytidine.
DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite (CAS#: 143774-48-5) is a phosphoramidite of 5-Fluoro-2'-deoxycytidine, a nucleoside antimetabolite. It has the molecular formula C39H47FN5O7P and a molecular weight of 747.79. The compound contains a 4,4'-dimethoxytrityl (DMTr) protecting group at the 5'-hydroxyl position and a phosphoramidite group at the 3'-position, making it suitable for use in oligonucleotide synthesis. DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite (compound 1B) is used as a building block for the synthesis of modified oligonucleotides containing 5-fluoro-2'-deoxycytidine, which is a nucleoside analog with potential anticancer and antiviral activities.
Biological Activity I Assay Protocols (From Reference)
Targets
DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite does not have a direct biological target, as it is a synthetic intermediate used for oligonucleotide synthesis. However, its parent nucleoside, 5-fluoro-2'-deoxycytidine, is a nucleoside antimetabolite that can be incorporated into DNA and interfere with DNA synthesis and repair. 5-Fluoro-2'-deoxycytidine is a cytidine analog that, upon incorporation into DNA, can inhibit DNA methylation and have anticancer effects. When incorporated into oligonucleotides, the compound can be used to study the effects of 5-fluoro-2'-deoxycytidine on DNA structure, function, and epigenetic regulation. The DMTr and phosphoramidite groups are protecting and activating groups that enable the compound to be used in standard phosphoramidite-based oligonucleotide synthesis.
ln Vitro
In vitro activity of DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite is not characterized as a pharmacological agent, as it is a synthetic building block for oligonucleotide synthesis. Its primary in vitro application is in the chemical synthesis of modified oligonucleotides. The compound is used in solid-phase oligonucleotide synthesis, where it is coupled to a growing oligonucleotide chain through phosphoramidite chemistry. The resulting oligonucleotides containing 5-fluoro-2'-deoxycytidine can then be used in various biological assays to study the effects of this nucleoside analog on DNA function. The compound itself is not typically evaluated for biological activity, as it is a research tool for oligonucleotide synthesis.
ln Vivo
In vivo activity is not applicable to DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite, as the compound is a synthetic building block for oligonucleotide synthesis rather than a directly administered drug. The compound is not used in animal studies in its native form. Instead, the modified oligonucleotides synthesized from this compound may be evaluated in vivo for their therapeutic effects. However, the specific in vivo activity of DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite itself has not been reported. The compound is intended for research use only and is not intended for human use. Its role is limited to the chemical synthesis of modified oligonucleotides that may have biological activity.
Enzyme Assay
In vitro enzyme or receptor binding assay protocols are not directly applicable to DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite, as the compound is a synthetic intermediate rather than a pharmacologically active compound. The compound is primarily characterized by analytical techniques such as HPLC, NMR, and mass spectrometry to confirm identity and purity. In the context of oligonucleotide synthesis, the compound's reactivity and coupling efficiency are assessed using standard phosphoramidite coupling protocols. The resulting modified oligonucleotides can be characterized by mass spectrometry and HPLC to confirm sequence and modification incorporation. The compound is not typically evaluated in enzyme or receptor binding assays.
Cell Assay
In vitro cell-based assay protocols are not directly applicable to DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite, as the compound is a synthetic building block rather than a biologically active compound. The compound is not typically tested in cell-based assays in its native form. Instead, the modified oligonucleotides synthesized from this compound are evaluated in cell-based assays for their biological effects. A standard protocol for evaluating modified oligonucleotides would involve treating cells with the oligonucleotides (e.g., antisense oligonucleotides or aptamers) and assessing effects on gene expression, cell proliferation, or other relevant endpoints. However, these assays are performed on the final oligonucleotides, not on DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite itself.
Animal Protocol
In vivo animal experimental protocols are not applicable to DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite, as the compound is a synthetic building block rather than a directly administered drug. The compound is not used in animal studies in its native form. Instead, modified oligonucleotides synthesized from this compound may be evaluated in vivo for their therapeutic effects. A hypothetical protocol for evaluating a modified oligonucleotide in vivo would involve administering the oligonucleotide to animal models of disease via appropriate routes (e.g., intravenous, subcutaneous, or local injection). Endpoints would include assessment of target gene modulation, therapeutic efficacy, and pharmacokinetic parameters. However, these studies are performed on the final oligonucleotides, not on DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite.
ADME/Pharmacokinetics
Pharmacokinetic properties are not applicable to DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite as a directly administered compound, as it is a synthetic building block rather than a drug. The compound is not intended for in vivo administration, and its PK properties have not been characterized. The compound has a molecular weight of 747.79 and a molecular formula of C39H47FN5O7P. It is soluble in DMSO at 140 mg/mL (187.22 mM). The compound should be stored at -80°C, protected from light, and stored under nitrogen. Specific PK parameters such as half-life, Cmax, AUC, bioavailability, volume of distribution, and clearance have not been reported.
References

[1].A convenient method for the direct incorporation of 5-fluoro-2'-deoxycytidine into oligodeoxynucleotides. J. Org. Chem. 1992, 57, 23, 6363-6365.

Additional Infomation
DMTr-5-fluoro-2'-deoxycytidine-phosphoramidite (compound 1B) is a research-grade compound that serves as a phosphoramidite of 5-Fluoro-2'-deoxycytidine for oligonucleotide synthesis. It is a nucleoside antimetabolite/analog used as a building block for the synthesis of modified oligonucleotides containing 5-fluoro-2'-deoxycytidine. The compound has not entered clinical trials and is not approved for any therapeutic indication. Its mechanism of action is indirect: when incorporated into oligonucleotides, the 5-fluoro-2'-deoxycytidine moiety can interfere with DNA synthesis and methylation. The compound is available exclusively for research purposes and is not intended for diagnostic, therapeutic, or human applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
CAS #
143774-48-5
Appearance
Off-white to light yellow solid powder
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: (1). This product requires protection from light (avoid light exposure) during transportation and storage.  (2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
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)
DMSO :~140 mg/mL (~187.22 mM; with sonication)
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.)
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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