1. Apoptosis
    Autophagy
  2. MDM-2/p53
    Autophagy

Nutlin 3a (Synonyms: Nutlin-3a chiral)

Cat. No.: HY-10029 Purity: 98.11%
Handling Instructions

Nutlin 3a is an active enantiomer of Nutlin-3, acts as a murine double minute (MDM2) antagonist that inhibits MDM2-p53 interactions and stabilizes the p53 protein, and thereby induces cell cycle arrest and apoptosis.

For research use only. We do not sell to patients.

Nutlin 3a Chemical Structure

Nutlin 3a Chemical Structure

CAS No. : 675576-98-4

Size Price Stock Quantity
Free Sample (0.5-1 mg)   Apply now  
10 mM * 1 mL in DMSO USD 169 In-stock
Stock in the United States
Estimated Time of Arrival: December 31
5 mg USD 132 In-stock
Stock in the United States
Estimated Time of Arrival: December 31
10 mg USD 204 In-stock
Stock in Sweden
Estimated Time of Arrival: December 31
50 mg USD 864 In-stock
Stock in Sweden
Estimated Time of Arrival: December 31
100 mg   Get quote  
200 mg   Get quote  

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Customer Review

Other Forms of Nutlin 3a:

    Nutlin 3a purchased from MCE. Usage Cited in: Eur J Med Chem. 2016 Mar 12;114:328-336.

    The effects of compounds A1, A7, A9 or Nutlin-3a in HCT116 cells by immunoprecipitation analysis

    Nutlin 3a purchased from MCE. Usage Cited in: J Mater Chem B. 2017, 5, 5816-5834.

    Immunofluorescence staining of p53, caspase 3, and MDM2 proteins in HepG2 cells treated with microparticles loaded with nutlin-3a and β-CD-g-CS/pDNA 5 days after commencement of the treatment.
    • Biological Activity

    • Protocol

    • Technical Information

    • Purity & Documentation

    • References

    Description

    Nutlin 3a is an active enantiomer of Nutlin-3, acts as a murine double minute (MDM2) antagonist that inhibits MDM2-p53 interactions and stabilizes the p53 protein, and thereby induces cell cycle arrest and apoptosis.

    IC50 & Target

    MDM2-p53[1]

    In Vitro

    Nutlin 3a (Nutlin-3a) is a therapeutic which inhibits MDM2, activates wild-type p53, and induces apoptosis-as a therapeutic compound for TP53 wild-type ovarian carcinomas. Three cell lines (HOC-7, OVCA429 and A2780) with wild-type TP53 are highly sensitive to Nutlin 3a (IC50=4 to 6 μM). SKOV3 cells have an IC50 of 38 μM to Nutlin 3a. The two remaining ovarian clear cell lines (TOV21G and OVAS), both with TP53 wild-type, are relatively more sensitive to growth inhibition with Nutlin 3a (IC50=14 and 25 μm respectively) than the TP53 mutant cell lines[1]. Nutlin 3a (Nutlin-3a) is the active enantiomer of Nutlin-3. Nutlin 3a is a highly selective MDM2 antagonist and p53 inducer. Seven days of incubation with 10 μM Nutlin 3a leads to >90% inhibition of NIH/3T3 cells’growth but does not affect the proliferation of MEF in which both targets of the drug are eliminated. Nutlin 3a effectively arrestes cell-cycle progression in all cell lines, depleting the S-phase compartment to 0.2-2% and increasing the G1- and G2/M-phase compartments, indicating G1 and G2 arrest. The p53 targets p21 and MDM2 are elevated significantly 3 h after Nutlin 3a addition and reach maximal levels at 8 h. Nutlin 3a induces apoptosis in ≈60% of SJSA-1 and MHM cells after 40 h, which increase further after 60 h (85% and 65%, respectively)[2].

    In Vivo

    Nutlin 3a (Nutlin-3a) is efficacious in all models with average tumor growth inhibition ≥98%. Nutlin 3a suppresses xenograft growth in a dose-dependent fashion with the highest dose (200 mg/kg) showing a substantial tumor shrinkage (eight partial and one full regressions). The established SJSA-1 and MHM osteosarcoma xenografts with Nutlin 3a causes extensive tumor regression[2].

    References
    Preparing Stock Solutions
    Concentration Volume Mass 1 mg 5 mg 10 mg
    1 mM 1.7197 mL 8.5986 mL 17.1972 mL
    5 mM 0.3439 mL 1.7197 mL 3.4394 mL
    10 mM 0.1720 mL 0.8599 mL 1.7197 mL
    Please refer to the solubility information to select the appropriate solvent.
    Cell Assay
    [1]

    Nutlin 3a (Nutlin-3a) is dissolved in DMSO and stored, and then diluted with appropriate media before use[1].

    All 15 cell lines are plated at a density of 1×103 cells per well in 96-well plates. After 24h, media is exchanged and cells are treated with incremental concentrations of Nutlin 3a (1 μM, 5 μM, 10 μM, 25 μM, 50 μM, and 70 μM). After 72 h of incubation, WST-1 is added to each well, and a microplate reader is used at an absorbance of 450 nm to measure the number of remaining viable cells. Experiments are repeated with smaller titrations of Nutlin 3a as needed to determine the exact IC50 of cell lines. The IC50 is defined. Cell lines are again plated in a manner identical to above and treated with Nutlin 3a at their respective IC50, and WST-1 is added with cell viability measurement at 24, 48, and 72h[1].
    MCE has not independently confirmed the accuracy of these methods. They are for reference only.

    Animal Administration
    [2]

    Nutlin 3a (Nutlin-3a) is prepared in 1% Klucel, 0.1% Tween 80 (Mice)[2].

    Mice[2]
    Nude mice bearing s.c. tumor xenografts (10 mice per group in the SJSA-1, LnCaP, and 22Rv1 study and 15 mice per group in the MHM study) are dosed orally twice daily with Nutlin 3a (50-200 mg/kg) or vehicle (1% Klucel, 0.1% Tween 80) for 2 weeks (22Rv1 and LnCap) or 3 weeks (SJSA-1 and MHM). Tumor volume is measured with a caliper and calculated. For Western blot analysis, nude mice with established SJSA-1 tumors (200-400 mm3, three animals per group are treated with three doses of Nutlin 3a at 150 mg/kg (at 0, 8, and 24 h), and tumors are harvested 3 h after the last dose. Tumor samples are flash-frozen and processed[2].
    MCE has not independently confirmed the accuracy of these methods. They are for reference only.

    References
    Molecular Weight

    581.49

    Formula

    C₃₀H₃₀Cl₂N₄O₄

    CAS No.

    675576-98-4

    SMILES

    O=C(N1C(C2=C(C=C(C=C2)OC)OC(C)C)=N[[email protected]]([[email protected]]1C3=CC=C(C=C3)Cl)C4=CC=C(C=C4)Cl)N5CC(NCC5)=O

    Storage
    Powder -20°C 3 years
      4°C 2 years
    In solvent -80°C 6 months
      -20°C 1 month
    Shipping

    Room temperature in continental US; may vary elsewhere

    Solvent & Solubility

    10 mM in DMSO

    Nutlin 3a is solved in 5% DMSO, 10% solutol and 85% PBS[3].

    * "<1 mg/mL" means slightly soluble or insoluble. "≥" means soluble, but saturation unknown.

    References

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    Product Name:
    Nutlin 3a
    Cat. No.:
    HY-10029
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