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Specifications
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Appearance: |
white to off-white powder |
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Solubility: |
0.2M solution in acetonitrile is free from undissolved particulate |
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Identity (by HNMR): |
To conform structure |
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HPLC purity: |
99% min |
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Any single impurity: |
0.5% max |
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PNMR: |
98% min |
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P(Ш) Impurities (100-170ppm): |
0.5% max |
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Residual Solvent: |
3.0% max |
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Moisture: |
0.5% max |
Description
DMT-dG(dmf) Phosphoramidite丨CAS 330628-04-1 is a protected nucleoside phosphoramidite derivative of 2'-deoxyguanosine, where:
The 5'-hydroxyl group is protected by a 4,4'-dimethoxytrityl (DMT) group.
The exocyclic amine at the N2 position of guanine is protected as a dimethylformamidine (dmf) group.
The 3'-hydroxyl is converted into a 2-cyanoethyl-N,N-diisopropyl phosphoramidite, enabling coupling during solid-phase DNA synthesis.
This compound is a key building block for synthesizing DNA oligonucleotides containing guanine bases via the phosphoramidite method.
Applications
1. Automated DNA Oligonucleotide Synthesis
Used as a monomer for incorporating deoxyguanosine (dG) residues in DNA strands during solid-phase synthesis.
The DMT group protects the 5'-OH during coupling cycles and is removed after each coupling step.
The dimethylformamidine protection on N2 of guanine prevents undesired side reactions, increasing yield and purity.
2. Molecular Biology and Research
Enables synthesis of custom DNA oligonucleotides for PCR primers, probes, aptamers, antisense oligonucleotides, and other nucleic acid-based tools.
Useful in structural and functional studies of DNA, including interaction with proteins and small molecules.
3. Therapeutic Oligonucleotide Development
Supports the production of therapeutic nucleic acids where controlled synthesis and protection are essential.
Key for clinical research in gene therapy, antisense technology, and RNA interference.
4. Chemical Biology
Facilitates site-specific incorporation of guanine bases with protection, enabling synthesis of modified DNA strands for biochemical studies.
Benefits
DMT provides efficient temporary protection for the 5'-hydroxyl, allowing stepwise synthesis.
Dimethylformamidine group protects the guanine exocyclic amine (N2), minimizing side reactions.
Compatible with standard phosphoramidite synthesis protocols and equipment.
Results in high-purity oligonucleotides after synthesis and deprotection.
Soluble and stable in anhydrous organic solvents used in synthesis.
Summary
DMT-dG(dmf) Phosphoramidite丨CAS 330628-04-1 is an essential protected guanosine phosphoramidite monomer for the solid-phase synthesis of DNA oligonucleotides. Its dual protecting groups (DMT on 5'-OH and dimethylformamidine on N2) ensure high coupling efficiency and purity of guanine-containing DNA sequences, making it invaluable for molecular biology research, diagnostics, and therapeutic oligonucleotide production.
If you'd like, I can provide detailed protocols for its use in DNA synthesis or information on deprotection steps!
