For research use only. Not for therapeutic Use.
FNC-TP is the intracellular active form of FNC. FNC is a potent nucleoside reverse transcriptase inhibitor (NRTI), with antiviral activity on HIV, HBV and HCV[1]. FNC-TP is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. Strain-promoted alkyne-azide cycloaddition (SPAAC) can also occur with molecules containing DBCO or BCN groups.
FNC (0.1-10 nM; 24-240 h) is found mainly to accumulate in these HIV-1 target cells, and the retention of FNC-TP is 2-4 times higher than in other types of cells[1].
FNC (1-6 mg/kg; a single p.o.) could enter rhesus macaque PBMCs and form the active nucleoside triphosphate FNC-TP[1].
Catalog Number | I044431 |
CAS Number | 2457357-99-0 |
Synonyms | [[(2R,3R,4S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-2-azido-4-fluoro-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate |
Molecular Formula | C9H14FN6O13P3 |
Purity | ≥95% |
InChI | InChI=1S/C9H14FN6O13P3/c10-5-6(17)9(14-15-12,27-7(5)16-2-1-4(11)13-8(16)18)3-26-31(22,23)29-32(24,25)28-30(19,20)21/h1-2,5-7,17H,3H2,(H,22,23)(H,24,25)(H2,11,13,18)(H2,19,20,21)/t5-,6-,7+,9+/m0/s1 |
InChIKey | BRACSMALKQTJNX-XZMZPDFPSA-N |
SMILES | C1=CN(C(=O)N=C1N)C2C(C(C(O2)(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)N=[N+]=[N-])O)F |
Reference | [1]. Sun L, et, al. Mechanistic Insight into Antiretroviral Potency of 2′-Deoxy-2′-β-fluoro-4′-azidocytidine (FNC) with a Long-Lasting Effect on HIV-1 Prevention. J Med Chem. 2020 Aug 13;63(15):8554-8566. |