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DMT-dA(bz) Phosphoramidite (DA-CE phosphoramidite)

Alias: DMT-dA(bz) Phosphoramidite, configured for ABI; DMT-dA(bz) Phosphoramidite; DMT-dA(bz) Pharmadite(R)
DMT-dA(bz) Phosphoramidite is widely used to synthesize DNA.
DMT-dA(bz) Phosphoramidite (DA-CE phosphoramidite)
DMT-dA(bz) Phosphoramidite (DA-CE phosphoramidite) Chemical Structure CAS No.: 98796-53-3
Product category: DNA(RNA) Synthesis
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10g
Other Sizes

Other Forms of DMT-dA(bz) Phosphoramidite (DA-CE phosphoramidite):

  • DMT-dA(bz) Phosphoramidite-13C10,15N5 (DA-CE phosphoramidite-13C10,15N5)
  • DMT-dA(bz) Phosphoramidite-15N5 (DA-CE phosphoramidite-15N5)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
DMT-dA(bz) Phosphoramidite is widely used to synthesize DNA.
DMT-dA(bz) Phosphoramidite (DA-CE phosphoramidite) (CAS# 98796-53-3) is a DNA phosphoramidite widely used to synthesize DNA oligonucleotides. With a molecular formula of C47H52N7O7P and molecular weight of 857.95, this compound is a protected deoxyadenosine building block for automated DNA synthesis. It features N6-benzoyl protection for the adenine exocyclic amine and DMT protection for the 5'-hydroxyl. DMT-dA(bz) Phosphoramidite is a versatile chemical building block widely used in organic synthesis, providing essential structural components for pharmaceutical, agrochemical, and material science research.
Biological Activity I Assay Protocols (From Reference)
Targets
DMT-dA(bz) Phosphoramidite does not have a specific biological target itself but serves as a building block for oligonucleotide synthesis. When incorporated into oligonucleotides, the resulting sequences can target various biological molecules including mRNA (for antisense applications), DNA (for PCR and sequencing), or proteins (for aptamer applications). The DMT group provides 5'-hydroxyl protection for controlled chain elongation, while the benzoyl (bz) group protects the exocyclic amine of adenine during synthesis. The compound is used in the synthesis of DNA for various research applications.
ln Vitro
In vitro activity of DMT-dA(bz) Phosphoramidite is assessed by its utility as a building block in DNA synthesis. The efficiency of incorporation into growing oligonucleotide chains during solid-phase synthesis is evaluated by monitoring coupling efficiency through trityl cation release measurements. The purity of the compound (>98.0% by HPLC) and its suitability for automated DNA synthesis are assessed by HPLC analysis. The resulting oligonucleotides are evaluated for their ability to hybridize to complementary sequences using thermal melting (Tm) analysis and for their biological activity in various assays.
ln Vivo
In vivo studies for DMT-dA(bz) Phosphoramidite are typically conducted on the oligonucleotides synthesized using this building block rather than the phosphoramidite itself. These oligonucleotides are evaluated in animal models for their pharmacokinetic properties, biodistribution, and therapeutic efficacy in applications such as antisense therapy or nucleic acid-based therapeutics. The protecting groups (DMT and benzoyl) are removed during oligonucleotide synthesis and deprotection, so the final oligonucleotide contains the natural deoxyadenosine nucleoside.
Enzyme Assay
For oligonucleotide synthesis, DMT-dA(bz) Phosphoramidite is dissolved in anhydrous acetonitrile and coupled to the growing oligonucleotide chain using standard solid-phase synthesis protocols. Coupling efficiency is monitored by trityl cation release measurements at each synthesis cycle. After synthesis, the oligonucleotide is cleaved from the solid support and deprotected using concentrated ammonia solution (8 hours at 55°C or 24 hours at room temperature) for standard base-protected oligonucleotides. The final oligonucleotide is purified by HPLC or PAGE and characterized by mass spectrometry.
Cell Assay
For cellular studies, cultured cells are treated with oligonucleotides synthesized using DMT-dA(bz) Phosphoramidite as a building block. Cells are incubated with oligonucleotides for 24-72 hours, and cellular uptake is assessed by fluorescence microscopy or flow cytometry using fluorescently labeled oligonucleotides. For antisense applications, gene knockdown efficiency is evaluated by qRT-PCR or Western blot. For aptamer applications, binding to target proteins is assessed by surface plasmon resonance or ELISA. Cytotoxicity is assessed using MTT or CellTiter-Glo assays.
Animal Protocol
For in vivo evaluation of oligonucleotides synthesized using DMT-dA(bz) Phosphoramidite, mice or rats are administered the oligonucleotides via various routes. Pharmacokinetic parameters including half-life, clearance, and tissue distribution are determined by measuring oligonucleotide concentrations in plasma and tissues using hybridization-based assays or LC-MS. For therapeutic applications, efficacy is evaluated in appropriate disease models (e.g., tumor xenografts for antisense therapy), with tumor volume or disease biomarkers monitored over time. Toxicity is assessed by monitoring body weight, organ histopathology, and serum chemistry.
ADME/Pharmacokinetics
Pharmacokinetic properties of DMT-dA(bz) Phosphoramidite are characterized for the oligonucleotides incorporating this building block rather than the phosphoramidite itself. The compound has a molecular weight of 857.95 and is a solid at 20°C. The benzoyl protecting group provides standard base protection for adenine during synthesis. Detailed PK parameters depend on the specific oligonucleotide sequence, length, and backbone chemistry. Storage at -20°C under inert gas is recommended.
Toxicity/Toxicokinetics
DMT-dA(bz) Phosphoramidite is a research compound intended for laboratory use only and is not approved for human therapeutic use. As a DNA phosphoramidite, it is used in oligonucleotide synthesis for various research applications. The compound features DMT and benzoyl protecting groups. Standard laboratory safety precautions should be followed when handling this compound. Purity >98.0% by HPLC. Storage at -20°C under inert gas is recommended.
References

[1]. Mechanochemical Synthesis of Short DNA Fragments. Chemistry. 2020 Jul 22;26(41):8857-8861.

Additional Infomation
DMT-dA(bz) Phosphoramidite is a DNA phosphoramidite with molecular formula C47H52N7O7P and molecular weight 857.95. It is used in automated DNA synthesis, featuring DMT protection of the 5'-hydroxyl and benzoyl protection of the adenine exocyclic amine. The compound is widely used in oligonucleotide synthesis for research applications. It is for research use only and has not been approved for clinical applications. Purity >98.0% by HPLC. Storage at -20°C under inert gas is recommended.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C47H52N7O7P
Molecular Weight
857.93
Exact Mass
857.366
Elemental Analysis
C, 65.80; H, 6.11; N, 11.43; O, 13.05; P, 3.61
CAS #
98796-53-3
Related CAS #
DMT-dA(bz) Phosphoramidite-13C10,15N5;2483830-15-3;DMT-dA(bz) Phosphoramidite-15N5
PubChem CID
9962711
Appearance
White to off-white solid powder
LogP
9.95
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
12
Rotatable Bond Count
19
Heavy Atom Count
62
Complexity
1380
Defined Atom Stereocenter Count
3
SMILES
CC(C)N(C(C)C)P(OCCC#N)O[C@H]1C[C@@H](O[C@@H]1COC(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)N5C=NC6=C(N=CN=C65)NC(=O)C7=CC=CC=C7
InChi Key
GGDNKEQZFSTIMJ-AKWFTNRHSA-N
InChi Code
InChI=1S/C47H52N7O7P/c1-32(2)54(33(3)4)62(59-27-13-26-48)61-40-28-42(53-31-51-43-44(49-30-50-45(43)53)52-46(55)34-14-9-7-10-15-34)60-41(40)29-58-47(35-16-11-8-12-17-35,36-18-22-38(56-5)23-19-36)37-20-24-39(57-6)25-21-37/h7-12,14-25,30-33,40-42H,13,27-29H2,1-6H3,(H,49,50,52,55)/t40-,41+,42+,62?/m0/s1/i28+1,29+1,30+1,31+1,40+1,41+1,42+1,43+1,45+1,49+1,50+1,51+1,53+1
Chemical Name
N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]purin-6-yl]benzamide
Synonyms
DMT-dA(bz) Phosphoramidite, configured for ABI; DMT-dA(bz) Phosphoramidite; DMT-dA(bz) Pharmadite(R)
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 : ~25 mg/mL (~29.1 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (2.91 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 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: ≥ 2.5 mg/mL (2.91 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 25.0 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 1.1656 mL 5.8280 mL 11.6560 mL
5 mM 0.2331 mL 1.1656 mL 2.3312 mL
10 mM 0.1166 mL 0.5828 mL 1.1656 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

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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?
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  • 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:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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