NHC-triphosphate is an active phosphorylatedintracellular metaboliteof β-d-N4-Hydroxycytidine (NHC) (HY-125033) as a triphosphate form^[1]. NHC-triphosphate is a weak alternative substrate for theviral polymeraseand can be incorporated intoHCVreplicon RNA^[1][2].

In an intracellular metabolism assay, HCV replicon cells are treated with 10 μM ³H-labeled NHC, and intracellular nucleotide levels are determined after 1, 2 and 8 hours incubations. NHC is rapidly convered into the mono-, di-, and triphosphate forms, andNHC-TPreaches up to 71.12 pM after 8 hours^[1].
NHC-triphosphate (NHC-TP) (5-40 μM) absence leads to full-length polymerization products, it can be a weak alternative substrate. In addition, incorporation of NHC-TP instead of CTP increases the molecular weight of the polymerization product by 16 (one extra oxygen) for each event and an obvious electrophoretic shift is observed in cell-free HCV NS5B polymerization reactions^[1].
Huh-7 cells are incubated with (10-50 μM; 4 h) NHC or a McGuigan phosphoramidate prodrug of NHC. Intracellular levels of the parental compounds and phosphorylated metabolites are measured using LC-MS/MS. Small amounts of NHC-monophosphate (MP) and NHC-diphosphate (DP) can be observed, while NHC-triphosphate (HY-135867) remains the most abundant metabolite^[2].
NHC-triphosphate (NHC-TP) metabolite may directly target the viral polymerase and behave as a nonobligate chain terminator. It plays a prominent role in inhibiting early negative-strand RNA synthesis, either through chain termination or mutagenesis, which may in turn interfere with correct replicase complex formation.

499.16

Solid

C₉H₁₆N₃O₁₅P₃

34973-27-8

Room temperature in continental US; may vary elsewhere.

-20°C, protect from light, stored under nitrogen

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

H₂O : 160 mg/mL(320.54 mM;Need ultrasonic)

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