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Specifications
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Appearance: |
white to off-white powder |
|
Solubility: |
0.2M solution in acetonitrile is free from undissolved particulate |
|
Identity (by HNMR): |
To conform structure |
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HPLC purity: |
99% min |
|
Any single impurity: |
0.5% max |
|
PNMR: |
98% min |
|
P(Ш) Impurities (100-170ppm): |
0.5% max |
|
Residual Solvent: |
3.0% max |
|
Moisture: |
0.5% max |
Description
Ac-dC Phosphoramidite丨CAS 154110-40-4 is a protected nucleoside phosphoramidite derivative of 2'-deoxycytidine where the exocyclic amine (N4) of cytosine is protected by an acetyl (Ac) group. This protecting group prevents unwanted side reactions during oligonucleotide synthesis.
The phosphoramidite moiety at the 3'-position enables its use as a building block in solid-phase DNA synthesis using the phosphoramidite method.
Applications
1. Solid-Phase Oligonucleotide Synthesis
Ac-dC Phosphoramidite is extensively used in the chemical synthesis of DNA oligonucleotides, where it serves as a monomer unit for introducing cytosine bases.
The acetyl protection on the cytosine base safeguards the exocyclic amine during synthesis, ensuring high coupling efficiency and fidelity.
2. Research and Molecular Biology
Enables the production of custom DNA sequences for applications including PCR primers, probes, antisense oligonucleotides, aptamers, and gene editing tools.
Used in studies involving DNA-protein interactions and DNA structure-function analysis.
3. Therapeutic Oligonucleotide Production
Facilitates synthesis of therapeutic oligonucleotides that require high purity and well-defined sequences for clinical and preclinical studies.
Important in the development of antisense drugs and nucleic acid-based therapeutics.
Benefits
Acetyl group protects the cytosine base from side reactions, increasing synthesis reliability and purity of the final oligonucleotide.
Compatible with standard automated DNA synthesizers.
Enhances stability during the synthetic process.
Allows for efficient deprotection post-synthesis to yield native cytosine in the oligonucleotide.
Summary
Ac-dC Phosphoramidite丨CAS 154110-40-4 is an important protected nucleoside phosphoramidite used in the solid-phase chemical synthesis of DNA oligonucleotides, particularly for incorporating cytosine bases with acetyl protection on the exocyclic amine. This protection improves synthesis fidelity, enabling the production of high-quality DNA strands for molecular biology, diagnostics, and therapeutic research.
If you want, I can provide synthesis protocols or details about coupling efficiencies and deprotection methods!

