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2'-Deoxyadenosine-5'-o-(1-Thiotriphosphate), Rp-Isomer Sodium Salt CAS NO 80875-87-2


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CAS No.:80875-87-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2'-Deoxyadenosine-5'-o-(1-Thiotriphosphate), Rp-Isomer Sodium Salt is a chemically modified nucleotide analog where a non-bridging oxygen atom in the α-phosphate group is replaced by sulfur in the Rp configuration. This modification is critical for creating stereochemically defined, hydrolysis-resistant substrates and inhibitors for enzymatic studies. It is an essential tool compound for researchers investigating the mechanisms of DNA polymerases, kinases, and other ATP-utilizing enzymes. The primary demand comes from biotechnology, pharmaceutical R&D, and academic laboratories focused on structural biology and nucleic acid biochemistry.

Application

  • Enzymology Research: Used as a stereospecific, hydrolysis-resistant substrate or inhibitor to study the catalytic mechanisms of DNA/RNA polymerases, reverse transcriptases, and nucleotidyltransferases.
  • Structural Biology: Essential for X-ray crystallography and cryo-EM studies to capture enzyme-substrate complexes and elucidate transition states in phosphoryl transfer reactions.
  • Kinase Assays: Serves as a thiophosphate donor in kinase activity assays, where the resulting thiophosphorylated product can be selectively alkylated for detection and purification.
  • Nucleic Acid Labeling: Employed in the synthesis of thiophosphate-labeled DNA or RNA probes for tracking and analysis, benefiting from the sulfur's resistance to phosphatases.
  • Drug Discovery: Acts as a key biochemical tool in high-throughput screening (HTS) campaigns targeting viral polymerases (e.g., HIV, HCV) and other nucleic acid-metabolizing enzymes for therapeutic intervention.
  • Mechanistic Probes: Utilized in single-molecule and pre-steady-state kinetic experiments to dissect the individual steps of nucleotide incorporation and proofreading.

Basic Information

Product Name 2'-Deoxyadenosine-5'-o-(1-Thiotriphosphate), Rp-Isomer Sodium Salt
CAS No. 80875-87-2
Molecular Formula C10H14N5O11P3S · xNa+
Molecular Weight Approx. 551.1 (Free acid). Contact for exact sodium salt form weight.
Synonyms dATPαS (Rp isomer); Rp-dATPαS; Adenosine 5'-(trihydrogen diphosphate), P-[(2R)-2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-9H-purin-6-yl] ester, P'→5'-ester with 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoic acid, sodium salt (1:?); 2'-Deoxyadenosine 5'-(α-thiotriphosphate), Rp isomer sodium salt; Rp-2'-Deoxyadenosine-5'-O-(1-thiotriphosphate) sodium salt; Sp-isomer of dATPαS (Note: Rp is the correct stereoisomer); Thiophosphate analog of dATP
EINECS Contact for details

Quality Control

Our products undergo rigorous quality testing to ensure compliance with the high-purity standards required for sensitive biochemical and structural research. Each batch is characterized using advanced analytical techniques including HPLC, NMR, and mass spectrometry to confirm identity, isomeric purity (Rp vs. Sp), and chemical purity. Certificates of Analysis (COA) are provided, detailing assay purity, enantiomeric excess, and levels of critical impurities such as nucleoside contaminants and phosphate analogs. We adhere to a quality management system suitable for research and diagnostic applications.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below in a non-frost-free freezer. This product is hygroscopic (moisture-sensitive). For long-term stability, store under desiccant. Allow the vial to equilibrate to room temperature in a dry environment before opening to minimize moisture uptake.

Specification

Item Specification
Appearance White to off-white solid or lyophilized powder
Identification (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95% (Area Percent)
Isomeric Purity (Rp) ≥ 98% (by 31P NMR or chiral HPLC)
Assay (UV) ≥ 90% (Anhydrous basis)
Water Content (KF) ≤ 5.0%
Solubility Soluble in water, buffer solutions

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

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