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[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy-[3-hydroxy-2,2-dimethyl-3-[2-[2-[(6R)-2-methyl-6-[(3R,5S,7R,8S,9S,10R,12S,13R,14S)-3,7,12-trihydroxy-5,10,13-trimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptanoyl]sulfanylethylcarbamoyl]ethylcarbamoyl]propoxy]phosphoryl]oxy-phosphoryl]oxymethyl]oxolan-3-yl]oxyphosphonic acid CAS NO 57458-60-3
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CAS No.:57458-60-3
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy-[3-hydroxy-2,2-dimethyl-3-[2-[2-[(6R)-2-methyl-6-[(3R,5S,7R,8S,9S,10R,12S,13R,14S)-3,7,12-trihydroxy-5,10,13-trimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptanoyl]sulfanylethylcarbamoyl]ethylcarbamoyl]propoxy]phosphoryl]oxy-phosphoryl]oxymethyl]oxolan-3-yl]oxyphosphonic acid is a complex, high-purity nucleotide-cholesterol conjugate, representing a critical advanced intermediate in modern pharmaceutical synthesis. This compound is essential for research and development in targeted drug delivery systems and advanced therapeutic modalities. It is primarily sought by biotechnology firms and pharmaceutical R&D laboratories focused on nucleic acid therapeutics, lipid nanoparticle (LNP) formulation, and novel prodrug strategies.
Application
- Key Intermediate for Lipid-Conjugated Nucleotides: Serves as a critical building block in the synthesis of sophisticated drug candidates, particularly for antisense oligonucleotides and siRNA therapies.
- Lipid Nanoparticle (LNP) Research: Used in the development and optimization of novel LNP formulations for the targeted delivery of genetic material (mRNA, siRNA).
- Prodrug Development: Employed in creating cholesterol-tagged prodrugs to enhance cellular uptake and bioavailability of nucleotide analogs.
- Bioconjugation & Chemical Biology: Acts as a specialized reagent for studying and manipulating intracellular signaling pathways involving nucleotide and sterol metabolism.
- Pharmaceutical R&D (Pre-clinical): Utilized in discovery-phase research for new oncology, antiviral, and genetic disorder treatments.
- Reference Standard: Serves as a high-purity analytical standard for quality control and method development in complex API synthesis.
Basic Information
| Product Name | [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy-[3-hydroxy-2,2-dimethyl-3-[2-[2-[(6R)-2-methyl-6-[(3R,5S,7R,8S,9S,10R,12S,13R,14S)-3,7,12-trihydroxy-5,10,13-trimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptanoyl]sulfanylethylcarbamoyl]ethylcarbamoyl]propoxy]phosphoryl]oxy-phosphoryl]oxymethyl]oxolan-3-yl]oxyphosphonic acid |
| CAS No. | 57458-60-3 |
| Molecular Formula | C52H86N7O19P3S |
| Molecular Weight | 1214.24 g/mol |
| Synonyms | Adenosine 5'-(trihydrogen diphosphate), 5'→5'-ester with 3,3'-dithiobis[2-[(acetyloxy)methyl]propanoic acid], 2-[[[2-[[6-[(3β,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]hexanoyl]thio]ethyl]amino]-2-oxoethyl]amino]-2-oxoethyl ester, inner salt; Cholesterol-modified adenosine derivative; Adenosine-cholesterol conjugate; 5'-Cholesteryl adenosine triphosphate analog; Nucleotide-lipid hybrid molecule; Advanced LNP excipient intermediate |
| EINECS | Contact for details |
Quality Control
This high-value intermediate is manufactured under strict quality management systems to ensure batch-to-batch consistency and purity suitable for pharmaceutical research. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles. Our quality protocols are designed to support GMP-grade development and ensure data integrity for regulatory filings.
Storage
Preserve in a tightly closed container, protected from light. Store at -20°C or below in a desiccated environment. This product is hygroscopic (moisture-sensitive). Allow the sealed vial to equilibrate to room temperature before opening to minimize condensation and moisture uptake. For long-term storage, keep under an inert atmosphere.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white solid |
| Identification (HPLC) | Retention time corresponds to reference standard |
| Identification (MS) | Consistent with molecular ion [M-H]- |
| Assay (HPLC) | ≥ 95.0% |
| Purity (HPLC, Area %) | ≥ 98.0% |
| Single Unknown Impurity | ≤ 1.0% |
| Total Impurities | ≤ 2.0% |
| Water Content (KF) | ≤ 1.0% |
| Residual Solvents (GC) | Complies with ICH Q3C guidelines |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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Each batch undergoes strict QC, accompanied by COA, MSDS, and full compliance with international standards.
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