Atomfair 3′-o-Allyl-2′-deoxyadenosine C13H17N5O3 CAS 925915-28-2

3′-O-Allyl-2′-deoxyadenosine (CAS No. 925915-28-2) is a modified nucleoside derivative with the molecular formula C13H17N5O3. This compound features an allyl group at the 3′-position of the 2′-deoxyribose sugar, offering unique reactivity for further functionalization in oligonucleotide synthesis. With an IUPAC name of [5-(6-aminopurin-9-yl)-3-prop-2-enoxyoxolan-2-yl]methanol , this high-purity intermediate is ideal for researchers developing novel nucleoside analogs, prodrugs, or labeled probes. The product is characterized by HPLC,1H NMR, and mass spectrometry to ensure ≥95% purity. Available in amber vials under inert atmosphere to ensure stability, this specialty chemical is particularly valuable for: Antisense oligonucleotide development Structure-activity relationship studies Click chemistry applications via the…

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Description

3′-O-Allyl-2′-deoxyadenosine (CAS No. 925915-28-2) is a modified nucleoside derivative with the molecular formula C13H17N5O3. This compound features an allyl group at the 3′-position of the 2′-deoxyribose sugar, offering unique reactivity for further functionalization in oligonucleotide synthesis. With an IUPAC name of [5-(6-aminopurin-9-yl)-3-prop-2-enoxyoxolan-2-yl]methanol, this high-purity intermediate is ideal for researchers developing novel nucleoside analogs, prodrugs, or labeled probes. The product is characterized by HPLC, 1H NMR, and mass spectrometry to ensure ≥95% purity. Available in amber vials under inert atmosphere to ensure stability, this specialty chemical is particularly valuable for:

  • Antisense oligonucleotide development
  • Structure-activity relationship studies
  • Click chemistry applications via the allyl moiety
  • Medicinal chemistry research

Store at -20°C under anhydrous conditions for optimal shelf life.

Properties

  • CAS Number: 925915-28-2
  • Complexity: 372
  • IUPAC Name: [3-allyloxy-5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methanol
  • InChI: InChI=1S/C13H17N5O3/c1-2-3-20-8-4-10(21-9(8)5-19)18-7-17-11-12(14)15-6-16-13(11)18/h2,6-10,19H,1,3-5H2,(H2,14,15,16)
  • InChI Key: HKIFUCPMCJEOTG-UHFFFAOYSA-N
  • Exact Mass: 291.13313942
  • Molecular Formula: C13H17N5O3
  • Molecular Weight: 291.31
  • SMILES: C=CCOC1CC(OC1CO)N2C=NC3=C(N=CN=C32)N
  • Topological: 108
  • Monoisotopic Mass: 291.13313942
  • Synonyms: NSC653480, 3′-o-allyl-2′-deoxyadenosine, 925915-28-2, CHEMBL1985446, 9H-Purin-6-amine, 9-[2-deoxy-3-O-(2-propenyl)pentofuranosyl]-, NSC-653480, NCI60_018658, [3-allyloxy-5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methanol

Application

3′-O-Allyl-2′-deoxyadenosine serves as a versatile building block in nucleic acid chemistry, particularly for creating modified oligonucleotides with altered backbone properties. The allyl group enables further modifications through radical or metal-catalyzed reactions, making it valuable for probe development. Researchers utilize this compound to study nucleoside metabolism and enzyme interactions in biochemical systems. Its structural features make it particularly interesting for developing antiviral or anticancer nucleoside analogs.

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Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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