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DMT-dG(dmf) Phosphoramidite

Cat No.:V53023 Purity: ≥98%
DMT-dG(dmf) Phosphoramidite is a phosphoramidite monomer that may be utilized in the preparation of oligonucleotides.
DMT-dG(dmf) Phosphoramidite
DMT-dG(dmf) Phosphoramidite Chemical Structure CAS No.: 330628-04-1
Product category: Nucleoside Antimetabolite/Analog
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
DMT-dG(dmf) Phosphoramidite is a phosphoramidite monomer that may be utilized in the preparation of oligonucleotides.
DMT-dG(dmf) Phosphoramidite (CAS# 330628-04-1) is a DNA phosphoramidite building block used in the solid-phase synthesis of oligonucleotides. This compound features a 4,4'-dimethoxytrityl (DMT) protecting group on the 5'-hydroxyl, a dimethylformamidine (dmf) protecting group on the guanine exocyclic amine, and standard phosphoramidite chemistry for automated DNA synthesis. The dmf protecting group offers advantages for certain oligonucleotide applications, particularly for the synthesis of guanine-rich sequences where it provides improved coupling efficiency and reduced depurination.
Biological Activity I Assay Protocols (From Reference)
Targets
DMT-dG(dmf) 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 dmf group protects the exocyclic amine of guanine during synthesis.
ln Vitro
The in vitro activity of DMT-dG(dmf) 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 dmf protecting group offers advantages for guanine-rich sequences, providing improved coupling efficiency and reduced depurination compared to standard protecting groups. The purity of the compound is assessed by HPLC analysis.
ln Vivo
In vivo studies for DMT-dG(dmf) 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 dmf) are removed during oligonucleotide synthesis and deprotection.
Enzyme Assay
For oligonucleotide synthesis, DMT-dG(dmf) 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 appropriate reagents. The dmf protecting group is removed under mild deprotection conditions. 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-dG(dmf) 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-dG(dmf) Phosphoramidite, mice or rats are administered the oligonucleotides via intravenous, subcutaneous, or intraperitoneal injection. 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, with disease biomarkers or survival monitored over time.
ADME/Pharmacokinetics
Pharmacokinetic properties of DMT-dG(dmf) Phosphoramidite are characterized for the oligonucleotides incorporating this building block rather than the phosphoramidite itself. The compound is typically handled as a solid and stored at -20°C under inert gas to maintain stability. The dmf protecting group provides advantages for guanine-rich sequences. Detailed PK parameters depend on the specific oligonucleotide sequence, length, and backbone chemistry.
Toxicity/Toxicokinetics
DMT-dG(dmf) 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 dmf protecting groups. Standard laboratory safety precautions should be followed when handling this compound. Storage at -20°C under inert gas is recommended.
Additional Infomation
DMT-dG(dmf) Phosphoramidite is a DNA phosphoramidite building block for oligonucleotide synthesis, featuring DMT protection of the 5'-hydroxyl and dimethylformamidine (dmf) protection of the guanine exocyclic amine. The dmf group offers advantages for guanine-rich sequences. The compound is for research use only and has not been approved for clinical applications. 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
C43H53N8O7P
Molecular Weight
824.90
Exact Mass
824.377
CAS #
330628-04-1
PubChem CID
136334904
Appearance
White to off-white solid powder
Boiling Point
876.3±75.0 °C(Predicted)
LogP
7.03
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
19
Heavy Atom Count
59
Complexity
1410
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=C5N=C(NC6=O)/N=C/N(C)C
InChi Key
YRQAXTCBMPFGAN-UNHDIWNRSA-N
InChi Code
InChI=1S/C43H53N8O7P/c1-29(2)51(30(3)4)59(56-24-12-23-44)58-36-25-38(50-28-45-39-40(50)47-42(48-41(39)52)46-27-49(5)6)57-37(36)26-55-43(31-13-10-9-11-14-31,32-15-19-34(53-7)20-16-32)33-17-21-35(54-8)22-18-33/h9-11,13-22,27-30,36-38H,12,24-26H2,1-8H3,(H,47,48,52)/b46-27+/t36-,37+,38+,59?/m0/s1
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]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide
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)
DMSO : 100 mg/mL (121.23 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (3.03 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 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 (3.03 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 1.2123 mL 6.0613 mL 12.1227 mL
5 mM 0.2425 mL 1.2123 mL 2.4245 mL
10 mM 0.1212 mL 0.6061 mL 1.2123 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.

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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.

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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

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
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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