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Atomfair adenosine, 2′-deoxy-2′-fluoro-N-methyl- C11H14FN5O3 CAS 134444-58-9

Adenosine, 2′-deoxy-2′-fluoro-N-methyl- (CAS No. 134444-58-9) is a fluorinated nucleoside analog with the molecular formula C11H14FN5O3. This compound features a modified ribose sugar moiety with a fluorine atom at the 2′-position and a methylamino group at the purine base, enhancing its stability and binding affinity. Its IUPAC name is (2R,3R,4R,5R)-4-fluoro-2-(hydroxymethyl)-5-[6-(methylamino)purin-9-yl]oxolan-3-ol , indicating its stereospecific configuration. Ideal for biochemical and pharmaceutical research, this high-purity compound is rigorously tested via HPLC, NMR, and mass spectrometry to ensure quality. Suitable for use in oligonucleotide synthesis, enzyme studies, and drug discovery applications. Store at -20°C in a desiccated environment to maintain stability.

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Description

Adenosine, 2′-deoxy-2′-fluoro-N-methyl- (CAS No. 134444-58-9) is a fluorinated nucleoside analog with the molecular formula C11H14FN5O3. This compound features a modified ribose sugar moiety with a fluorine atom at the 2′-position and a methylamino group at the purine base, enhancing its stability and binding affinity. Its IUPAC name is (2R,3R,4R,5R)-4-fluoro-2-(hydroxymethyl)-5-[6-(methylamino)purin-9-yl]oxolan-3-ol, indicating its stereospecific configuration. Ideal for biochemical and pharmaceutical research, this high-purity compound is rigorously tested via HPLC, NMR, and mass spectrometry to ensure quality. Suitable for use in oligonucleotide synthesis, enzyme studies, and drug discovery applications. Store at -20°C in a desiccated environment to maintain stability.

Properties

  • CAS Number: 134444-58-9
  • Complexity: 352
  • IUPAC Name: (2R,3R,4R,5R)-4-fluoro-2-(hydroxymethyl)-5-[6-(methylamino)purin-9-yl]tetrahydrofuran-3-ol
  • InChI: InChI=1S/C11H14FN5O3/c1-13-9-7-10(15-3-14-9)17(4-16-7)11-6(12)8(19)5(2-18)20-11/h3-6,8,11,18-19H,2H2,1H3,(H,13,14,15)/t5-,6-,8-,11-/m1/s1
  • InChI Key: XVGMWRQRNLVRLF-HUKYDQBMSA-N
  • Exact Mass: 283.10806749
  • Molecular Formula: C11H14FN5O3
  • Molecular Weight: 283.26
  • SMILES: CNC1=C2C(=NC=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)F
  • Topological: 105
  • Monoisotopic Mass: 283.10806749
  • Synonyms: 134444-58-9, (2R,3R,4R,5R)-4-fluoro-2-(hydroxymethyl)-5-[6-(methylamino)purin-9-yl]oxolan-3-ol, adenosine, 2′-deoxy-2′-fluoro-N-methyl-, SCHEMBL8970891, XVGMWRQRNLVRLF-HUKYDQBMSA-N, 2a?Deoxy-2a?fluoro-N-methyladenosine, AT33402, DA-69702, 9-(2-Deoxy-2-fluoro-beta-D-ribofuranosyl)-6-methylamino-9H-purine, (2R,3R,4R,5R)-4-Fluoro-2-(hydroxymethyl)-5-(6-(methylamino)-9H-purin-9-yl)tetrahydrofuran-3-ol

Application

Adenosine, 2′-deoxy-2′-fluoro-N-methyl- is widely used in nucleic acid research, particularly in the development of modified oligonucleotides for antisense and siRNA therapies. Its fluorine substitution enhances metabolic stability, making it valuable for probing RNA-protein interactions. Researchers also employ it in structural studies of ribozymes and riboswitches due to its altered sugar pucker conformation. Additionally, it serves as a precursor for synthesizing nucleotide-based prodrugs targeting viral polymerases.

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Disclaimer

Intended Use & Restrictions

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