1. Metabolic Enzyme/Protease Anti-infection Cell Cycle/DNA Damage
  2. Endogenous Metabolite Enterovirus HCV Topoisomerase
  3. NHC-triphosphate tetrasodium

NHC-triphosphate tetrasodium is an active phosphorylated intracellular metabolite of β-d-N4-Hydroxycytidine (NHC) (HY-125033) as a triphosphate form. NHC-triphosphate tetrasodium is a weak alternative substrate for the viral polymerase and can be incorporated into HCV replicon RNA.

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NHC-triphosphate tetrasodium Chemical Structure

NHC-triphosphate tetrasodium Chemical Structure

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Description

NHC-triphosphate tetrasodium is an active phosphorylated intracellular metabolite of β-d-N4-Hydroxycytidine (NHC) (HY-125033) as a triphosphate form[1]. NHC-triphosphate tetrasodium is a weak alternative substrate for the viral polymerase and can be incorporated into HCV replicon RNA[1][2].

In Vitro

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, and NHC-TP reaches 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.

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

587.08

Formula

C9H12N3Na4O15P3

Appearance

Solid

Color

White to off-white

SMILES

O[C@H]1[C@H](N(C=C/C2=N/O)C(N2)=O)O[C@H](COP(OP(OP(O[Na])(O[Na])=O)(O[Na])=O)(O[Na])=O)[C@H]1O

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

-20°C, sealed storage, away from moisture and light

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)

Solvent & Solubility
In Vitro: 

H2O : 100 mg/mL (170.33 mM; Need ultrasonic)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 1.7033 mL 8.5167 mL 17.0335 mL
5 mM 0.3407 mL 1.7033 mL 3.4067 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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This equation is commonly abbreviated as: C1V1 = C2V2

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Working solution concentration: mg/mL
This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only.If necessary, please contact MedChemExpress (MCE).
Purity & Documentation
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
H2O 1 mM 1.7033 mL 8.5167 mL 17.0335 mL 42.5836 mL
5 mM 0.3407 mL 1.7033 mL 3.4067 mL 8.5167 mL
10 mM 0.1703 mL 0.8517 mL 1.7033 mL 4.2584 mL
15 mM 0.1136 mL 0.5678 mL 1.1356 mL 2.8389 mL
20 mM 0.0852 mL 0.4258 mL 0.8517 mL 2.1292 mL
25 mM 0.0681 mL 0.3407 mL 0.6813 mL 1.7033 mL
30 mM 0.0568 mL 0.2839 mL 0.5678 mL 1.4195 mL
40 mM 0.0426 mL 0.2129 mL 0.4258 mL 1.0646 mL
50 mM 0.0341 mL 0.1703 mL 0.3407 mL 0.8517 mL
60 mM 0.0284 mL 0.1419 mL 0.2839 mL 0.7097 mL
80 mM 0.0213 mL 0.1065 mL 0.2129 mL 0.5323 mL
100 mM 0.0170 mL 0.0852 mL 0.1703 mL 0.4258 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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Product Name:
NHC-triphosphate tetrasodium
Cat. No.:
HY-135867A
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