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2-Fluoroadenine (CAS 700-49-2)

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Alternate Names:
2-Fluoro-9H-purin-6-amine
Application:
2-Fluoroadenine is a purine nucleoside analog which has been investigated for suicide gene therapy
CAS Number:
700-49-2
Purity:
≥96%
Molecular Weight:
153.12
Molecular Formula:
C5H4FN5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-Fluoroadenine is a molecule of interest in biochemical research due to its structural similarity to adenine, one of the four nucleobase components of DNA and RNA. It is utilized in studies investigating the impact of halogenated nucleobases on DNA stability and function, which is essential for understanding the mutagenic effects of such substitutions. Research involving 2-Fluoroadenine also encompasses the exploration of its incorporation into nucleic acids and the subsequent consequences on transcription and translation processes. In the field of molecular biology, this compound is used to study enzyme-substrate interactions, particularly with enzymes involved in nucleotide metabolism. Additionally, 2-Fluoroadenine is relevant in the development of nucleoside analogs and their potential application in various non-clinical research scenarios.


2-Fluoroadenine (CAS 700-49-2) References

  1. Synthesis of carbocyclic and acyclic nucleosides possessing 2-fluoroadenine derivatives and their inhibitory activities against Plasmodium falciparum SAH hydrolase.  |  Kitade, Y., et al. 2003. Nucleic Acids Res Suppl. 5-6. PMID: 14510352
  2. Convenient synthesis of 2'-deoxy-2-fluoroadenosine from 2-fluoroadenine.  |  Ye, S., et al. 2003. Nucleosides Nucleotides Nucleic Acids. 22: 1899-905. PMID: 14609229
  3. Preparation of a fludarabine intermediate via selective alkylation of 2-fluoroadenine.  |  Schulmeier, BE., et al. 2006. Nucleosides Nucleotides Nucleic Acids. 25: 735-45. PMID: 16898412
  4. Structure of a mutant human purine nucleoside phosphorylase with the prodrug, 2-fluoro-2'-deoxyadenosine and the cytotoxic drug, 2-fluoroadenine.  |  Afshar, S., et al. 2009. Protein Sci. 18: 1107-14. PMID: 19388075
  5. An efficient synthesis of the 4'-epimer of 2-fluoronoraristeromycin.  |  Bazile, Q., et al. 2012. Tetrahedron Lett. 53: 1435-1437. PMID: 22690021
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  7. Sensitizing DNA Towards Low-Energy Electrons with 2-Fluoroadenine.  |  Rackwitz, J., et al. 2016. Angew Chem Int Ed Engl. 55: 10248-52. PMID: 27481662
  8. Receptor-mediated gene delivery and expression in vivo.  |  Wu, GY. and Wu, CH. 1988. J Biol Chem. 263: 14621-4. PMID: 3049582
  9. Establishment of a Genome Editing Tool Using CRISPR-Cas9 in Chlorella vulgaris UTEX395.  |  Kim, J., et al. 2021. Int J Mol Sci. 22: PMID: 33418923
  10. Apt (Adenine Phosphoribosyltransferase) Mutation in Laboratory-Selected Vancomycin-Intermediate Staphylococcus aureus.  |  Lamichhane-Khadka, R., et al. 2021. Antibiotics (Basel). 10: PMID: 34069103
  11. Targeted CRISPR-Cas9-based gene knockouts in the model brown alga Ectocarpus.  |  Badis, Y., et al. 2021. New Phytol. 231: 2077-2091. PMID: 34076889
  12. Characterization of 2-Fluoro-2'-deoxyadenosine in Duplex, G-Quadruplex and i-Motif.  |  Hirashima, S., et al. 2022. Chembiochem. 23: e202200222. PMID: 35438834
  13. Construction and characterization of an Escherichia coli strain with a uncI mutation.  |  Gay, NJ. 1984. J Bacteriol. 158: 820-5. PMID: 6327640
  14. Differential mechanism of cytostatic effect of (E)-5-(2-bromovinyl)-2'-deoxyuridine, 9-(1,3-dihydroxy-2-propoxymethyl)guanine, and other antiherpetic drugs on tumor cells transfected by the thymidine kinase gene of herpes simplex virus type 1 or type 2.  |  Balzarini, J., et al. 1993. J Biol Chem. 268: 6332-7. PMID: 8384209
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Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Fluoroadenine, 250 mg

sc-216197
250 mg
$100.00

2-Fluoroadenine, 5 g

sc-216197A
5 g
$270.00

2-Fluoroadenine, 25 g

sc-216197B
25 g
$1300.00