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    Tenatoprazole (TU-199)
    Tenatoprazole (TU-199)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V1640
    CAS #: 113712-98-4Purity ≥98%

    Description: Tenatoprazole (also known as TU-199) is a prodrug of the proton pump inhibitor (PPI) class, which inhibits proton transport with IC50 of 3.2 μM. Tenatoprazole is a drug candidate that was undergoing clinical testing as a potential treatment for reflux oesophagitis and peptic ulcer. Tenatoprazole has an imidazopyridine ring in place of the benzimidazole moiety found in other proton pump inhibitors, and has a half-life about seven times longer than other PPIs. 

    References: Biochem Pharmacol. 2006 Mar 14;71(6):837-49.

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    Molecular Weight (MW)346.4
    FormulaC16H18N4O3S 
    CAS No.113712-98-4
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 46 mg/mL (132.8 mM)
    Water:<1 mg/mL
    Ethanol: 14 mg/mL (40.4 mM)
    Other info

    Chemical Name: 5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1H-imidazo[4,5-b]pyridine

    InChi Key: ZBFDAUIVDSSISP-UHFFFAOYSA-N

    InChi Code: InChI=1S/C16H18N4O3S/c1-9-7-17-12(10(2)14(9)23-4)8-24(21)16-18-11-5-6-13(22-3)19-15(11)20-16/h5-7H,8H2,1-4H3,(H,18,19,20)

    SMILES Code: O=S(C1=NC2=NC(OC)=CC=C2N1)CC3=NC=C(C)C(OC)=C3C

    Synonyms

    TU-199; TU 199; TU199; Tenatoprazole; Ulsacare; Protop 


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    In Vitro

    In vitro activity: Tenatoprazole labeled only the gastric H+,K+-ATPase alpha-subunit as has been found for other PPIs, approximately 2.6 nmol/mg of tenatoprazole is bound to the H+,K+-ATPase. The two enantiomers (R)- or (S)-tenatoprazole give the same stoichiometry of binding with 88% inhibition. Tenatoprazole labels only the peptide containing fifth and sixth transmembrane segments, these contain two cysteines, cysteine 813 in the luminal vestibule and cysteine 822 in the sixth transmembrane domain.


    Kinase Assay: The enzyme suspension (20 mg/mL) is incubated at 37°C in a buffer composed of 5 mM Pipes/Tris (pH 6.95), 2 mM MgCl2, 150 mM KCl, 3 mg/mL of valinomycin, 1 mM acridine orange, in the presence of 0.1 mM glutathione, in a SPEX spectrofluorometer for 5 min. Inhibitor (20 mM), omeprazole or tenatoprazole, is added and fluorescence is measured by excitation at 490 nm and emission at 530 nm. After 60 s, ATP (2 mM) is added to initiate acridine orange uptake as a measure of intra-vesicular acidification.

    In VivoTenatoprazole provides slow activation in vivo, which is predicted by its chemical activation rate in fasting rats. Tenatoprazole inhibits about 20–30% of enzyme activity even though acid secretion in fasting rats. (S)-tenatoprazole sodium salt hydrate provides a higher Cmax of 183 ng/mL, Tmax of 1.3 hours and AUC of 822 ng*h/mL in dog.
    Animal modelRats and dogs
    Formulation & Dosage
    References

    Biochem Pharmacol. 2006 Mar 14;71(6):837-49.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

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