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(2R,3S,5R)-2-((BIS(4-METHOXYPHENYL)(PHENYL)METHOXY)METHYL)-5-(2,4-DIOXO-5-(3-(2,2,2-TRIFLUOROACETAMIDO)PROP-1-YNYL)-3,4-DIHYDROPYRIMIDIN-1(2H)-YL)TETRAHYDROFURAN-3-YL 2-CYANOETHYL DIISOPROPYLPHOSPHORAMIDITE CAS NO 120016-98-0
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CAS No.:120016-98-0
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
(2R,3S,5R)-2-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2,4-dioxo-5-(3-(2,2,2-trifluoroacetamido)prop-1-yn-1-yl)-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl 2-cyanoethyl diisopropylphosphoramidite is a highly specialized phosphoramidite monomer, a critical building block in the automated synthesis of oligonucleotides. Its core value lies in enabling the precise incorporation of modified nucleosides, specifically those with a 5-alkynyl functional group protected by a trifluoroacetamide moiety, into synthetic DNA or RNA strands. This compound is essential for researchers and manufacturers in the fields of therapeutic oligonucleotide development, antisense technology, and molecular diagnostics, where custom-modified sequences are required for enhanced stability, targeting, or labeling.
Application
- Solid-Phase Oligonucleotide Synthesis: As a key phosphoramidite reagent for the automated synthesis of DNA/RNA sequences containing modified pyrimidine bases.
- Therapeutic Oligonucleotide Manufacturing: Production of antisense oligonucleotides (ASOs), siRNA, and aptamers with site-specific chemical modifications for improved pharmacokinetics and nuclease resistance.
- Probe and Primer Development: Synthesis of labeled oligonucleotide probes for diagnostic assays, fluorescence in situ hybridization (FISH), and next-generation sequencing applications.
- Click Chemistry Conjugation: The alkyne handle, protected by the trifluoroacetamide group, allows for post-synthetic modification via copper-catalyzed azide-alkyne cycloaddition (CuAAC) to attach fluorophores, biotin, or other functional groups.
- Academic and Industrial R&D: Fundamental research in nucleic acid chemistry, structure-activity relationship (SAR) studies, and the development of novel genetic tools.
Basic Information
| Item | Details |
|---|---|
| Product Name | (2R,3S,5R)-2-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2,4-dioxo-5-(3-(2,2,2-trifluoroacetamido)prop-1-yn-1-yl)-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl 2-cyanoethyl diisopropylphosphoramidite |
| CAS No. | 120016-98-0 |
| Molecular Formula | C48H48F3N4O9P |
| Molecular Weight | 912.89 g/mol |
| Synonyms | 5-(3-(2,2,2-Trifluoroacetamido)-1-propynyl)-2'-deoxyuridine, 5'-O-(4,4'-Dimethoxytrityl)-3'-O-(2-cyanoethyl diisopropylphosphoramidite); 5-[3-(Trifluoroacetamido)-1-propynyl]-2'-deoxyuridine 5'-DMT-3'-(2-cyanoethyl diisopropylphosphoramidite); 5-(3-TFA-Propargylamino)-dU Phosphoramidite; dU(5-C3-TFA) Phosphoramidite; Alkyne-modified dU Phosphoramidite; TFA-protected alkyne nucleoside phosphoramidite; Contact for additional trade names. |
| EINECS | Contact for details |
Quality Control
Every batch of this high-purity phosphoramidite is manufactured and tested under strict quality control protocols to ensure consistency and performance in sensitive oligonucleotide synthesis. Our quality assurance includes comprehensive analytical characterization using HPLC, 31P NMR, and 1H NMR to verify chemical identity, purity, and the absence of critical impurities. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting the assay, moisture content (Karl Fischer), and other relevant specifications to support your GMP or research-grade applications.
Storage
Preserve in a tightly closed container, protected from light. Store at -20°C ± 5°C under an inert atmosphere (argon or nitrogen) in a dry, moisture-free environment. This product is hygroscopic and moisture-sensitive; allow the sealed vial to equilibrate to room temperature before opening to prevent condensation. For long-term stability, store desiccated.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white solid or foam |
| Identification (HPLC) | Conforms to reference standard |
| Identification (31P NMR) | Conforms to reference standard |
| Purity (HPLC) | ≥ 97.0% |
| Assay | ≥ 95.0% |
| Water Content (KF) | ≤ 0.5% |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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