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[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[3-[2-(2-benzoylsulfanylethylcarbamoyl)ethylcarbamoyl]-3-hydroxy-2,2-dimethyl-propoxy]-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid CAS NO 6756-74-7


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CAS No.:6756-74-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[3-[2-(2-benzoylsulfanylethylcarbamoyl)ethylcarbamoyl]-3-hydroxy-2,2-dimethyl-propoxy]-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid is a high-purity, chemically modified nucleotide analog of significant interest in advanced biochemical research and pharmaceutical development. Its complex structure, featuring a benzoyl-protected thiol linker and a bis-phosphorylated ribose moiety, makes it a critical building block for synthesizing sophisticated probes and therapeutic candidates. This compound is essential for researchers and manufacturers in biotechnology and medicinal chemistry who require precise molecular tools for targeting and diagnostics.

Application

  • Bioconjugation and Probe Synthesis: Serves as a key intermediate for attaching reporter molecules (e.g., fluorophores, biotin) or drugs to oligonucleotides, peptides, or proteins via its reactive thiol-protected group.
  • Antisense and siRNA Therapeutics: Used in the research and development of chemically modified oligonucleotides designed for gene silencing and targeted therapeutic applications.
  • Diagnostic Assay Development: Employed in creating sensitive molecular probes for diagnostic platforms, including PCR-based assays and fluorescence in situ hybridization (FISH).
  • Enzyme Substrate and Inhibitor Studies: Acts as a substrate analog for studying the kinetics and mechanisms of kinases, phosphatases, and other nucleotide-processing enzymes.
  • Structural Biology and Crystallography: Utilized to prepare modified nucleic acids for X-ray crystallography or NMR studies to elucidate protein-nucleic acid interactions.
  • Pharmaceutical Intermediate: Functions as a sophisticated precursor in the multi-step synthesis of novel antiviral or anticancer nucleotide analogs.

Basic Information

Product Name [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[3-[2-(2-benzoylsulfanylethylcarbamoyl)ethylcarbamoyl]-3-hydroxy-2,2-dimethyl-propoxy]-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid
CAS No. 6756-74-7
Molecular Formula C30H43N8O16P3S
Molecular Weight 896.70 g/mol
Synonyms 5'-O-[Hydroxy([hydroxy(3-{3-[2-({2-[(Benzoylthio)acetyl]amino}ethyl)amino]-3-oxopropyl}-3-hydroxy-2,2-dimethylpropoxy)phosphoryl]oxy)phosphoryl]-N6-benzoyl-2'-deoxyadenosine 3'-(dihydrogen phosphate); Benzoyl-protected Thiol-modified ATP analog; S-Benzoylmercaptoethylamino-modified Nucleotide; 5'-Bisphosphate Adenosine Derivative; Custom Nucleotide Phosphoramidite Precursor; N6-Benzoyl-2'-deoxyadenosine-5'-triphosphate, thiol-linked analog; Contact for additional synonyms.
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Quality Control

Our production of this high-value nucleotide analog adheres to strict quality protocols to ensure batch-to-batch consistency and purity suitable for sensitive research applications. Identity and purity are confirmed through a suite of analytical techniques including HPLC, NMR, and mass spectrometry. A comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles is provided with each shipment to support your quality assurance and regulatory documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below in a desiccated environment. This compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability. Allow the sealed container to equilibrate to room temperature before opening to prevent condensation.

Specification

Item Specification
Appearance White to off-white solid
Identification (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95.0%
Water Content (KF) ≤ 2.0%
Solvent Residues (GC) Meets ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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