Product Name :
2-Fluoroadenine (CAS 700-49-2)
Synonym :
2-Fluoro-9H-purin-6-amine
Application :
2-Fluoroadenine is a purine nucleoside analog which has been investigated for suicide gene therapy
CAS:
700-49-2
Purity:
≥96%
Molecular Weight:
153.12
Formula :
C5H4FN5
Physical state:
Solid
solubility :
Soluble in water (partly), methanol (sparingly), and DMSO.
Shipping Condition :
Store at 4° C
Melting point:
>350° C (lit.Formula of 1H-Pyrrolo[2,3-b]pyridin-4-amine )
SMILES:
C1=NC2=C(N1)C(=NC(=N2)F)N
References:
: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: 14510352Convenient synthesis of 2′-deoxy-2-fluoroadenosine from 2-fluoroadenine. | Ye, S., et al. 2003. Nucleosides Nucleotides Nucleic Acids. 22: 1899-905. PMID: 14609229Preparation of a fludarabine intermediate via selective alkylation of 2-fluoroadenine. | Schulmeier, BE., et al. 2006. Nucleosides Nucleotides Nucleic Acids. 25: 735-45. PMID: 16898412Structure 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: 19388075An efficient synthesis of the 4′-epimer of 2-fluoronoraristeromycin. | Bazile, Q., et al. 2012. Tetrahedron Lett. 53: 1435-1437. PMID: 22690021The First Bagshawe lecture. Towards generating cytotoxic agents at cancer sites. | Bagshawe, KD. 1989. Br J Cancer. 60: 275-81. PMID: 2675955Sensitizing DNA Towards Low-Energy Electrons with 2-Fluoroadenine. | Rackwitz, J., et al. 2016. Angew Chem Int Ed Engl. 55: 10248-52. PMID: 27481662Receptor-mediated gene delivery and expression in vivo. | Wu, GY. and Wu, CH. 1988. J Biol Chem. 263: 14621-4. PMID: 3049582Establishment of a Genome Editing Tool Using CRISPR-Cas9 in Chlorella vulgaris UTEX395. | Kim, J., et al. 2021. Int J Mol Sci. 22: PMID: 33418923Apt (Adenine Phosphoribosyltransferase) Mutation in Laboratory-Selected Vancomycin-Intermediate Staphylococcus aureus. | Lamichhane-Khadka, R., et al. 2021. Antibiotics (Basel). 10: PMID: 34069103Targeted CRISPR-Cas9-based gene knockouts in the model brown alga Ectocarpus. | Badis, Y., et al. 2021. New Phytol. 231: 2077-2091. PMID: 34076889Characterization of 2-Fluoro-2′-deoxyadenosine in Duplex, G-Quadruplex and i-Motif.TCEP (hydrochloride) web | Hirashima, S.PMID:33752267 , et al. 2022. Chembiochem. 23: e202200222. PMID: 35438834Construction and characterization of an Escherichia coli strain with a uncI mutation. | Gay, NJ. 1984. J Bacteriol. 158: 820-5. PMID: 6327640Differential 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: 8384209Metabolism and metabolic actions of 6-methylpurine and 2-fluoroadenine in human cells. | Parker, WB., et al. 1998. Biochem Pharmacol. 55: 1673-81. PMID: 9634004