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  3. Birinapant

Birinapant (Synonyms: TL32711)

Cat. No.: HY-16591 Purity: 99.36%
Handling Instructions

Birinapant (TL32711), a bivalent Smac mimetic, is a potent antagonist for XIAP and cIAP1 with Kds of 45 nM and less than 1 nM, respectively. Birinapant (TL32711) binds to the BIR3 domains of cIAP1, cIAP2, XIAP, and the BIR domain of ML-IAP in vitro and induces the autoubiquitylation and proteasomal degradation of cIAP1 and cIAP2 in intact cells, which results in formation of a RIPK1: caspase-8 complex, caspase-8 activation, and induction of tumor cell death. Birinapant (TL32711) preferentially targets the TRAF2-associated cIAP1 and cIAP2 with subsequent inhibition of TNF-induced NF-κB activation.

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

Birinapant Chemical Structure

Birinapant Chemical Structure

CAS No. : 1260251-31-7

Size Price Stock Quantity
Free Sample (0.5-1 mg)   Apply now  
10 mM * 1 mL in DMSO USD 128 In-stock
Estimated Time of Arrival: December 31
5 mg USD 84 In-stock
Estimated Time of Arrival: December 31
10 mg USD 144 In-stock
Estimated Time of Arrival: December 31
50 mg USD 336 In-stock
Estimated Time of Arrival: December 31
100 mg USD 600 In-stock
Estimated Time of Arrival: December 31
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Customer Review

Based on 6 publication(s) in Google Scholar

Top Publications Citing Use of Products

    Birinapant purchased from MCE. Usage Cited in: Front Microbiol. 2018 Sep 19;9:2022.

    ACH-2 cells are exposed to Birinapant (50 nM) in the presence or absence of PEP005 (5 nM), with TNF-α (10 ng/ml) co-treatment for 24 h, and cell lysates are used for WB analysis.

    Birinapant purchased from MCE. Usage Cited in: Cell. 2019 Jul 9. pii: S0092-8674(19)30677-4.

    Western blot analysis of polyclonal pools of sgCtrl or sgTRAF2-expressing SK-MEL-23 melanoma cells in the presence or absence of Birinapant, and upon coculture with MART-1 T cell for indicated amounts of time.
    • Biological Activity

    • Technical Information

    • Purity & Documentation

    • References

    Description

    Birinapant (TL32711), a bivalent Smac mimetic, is a potent antagonist for XIAP and cIAP1 with Kds of 45 nM and less than 1 nM, respectively. Birinapant (TL32711) binds to the BIR3 domains of cIAP1, cIAP2, XIAP, and the BIR domain of ML-IAP in vitro and induces the autoubiquitylation and proteasomal degradation of cIAP1 and cIAP2 in intact cells, which results in formation of a RIPK1: caspase-8 complex, caspase-8 activation, and induction of tumor cell death. Birinapant (TL32711) preferentially targets the TRAF2-associated cIAP1 and cIAP2 with subsequent inhibition of TNF-induced NF-κB activation[1][2].

    IC50 & Target

    Kd: 45 nM (XIAP), <1 nM (cIAP1)[1]

    In Vitro

    Birinapant (TL32711) (30-10000 nM; 24 hours) significantly decreases the viability of SUM190 cells in a dose-dependent manner[1].
    Birinapant (TL32711) (30-1000 nM; 4 hours) shows a significant decrease in cIAP1 levels and enhanced PARP cleavage, and induces apoptosis[1].

    Cell Viability Assay[1]

    Cell Line: TRAIL-resistant SUM190 IBC cells
    Concentration: 30, 100, 300, 1000, 10000 nM
    Incubation Time: 24 hours
    Result: Significantly decreased the viability of SUM190 cells in a dose-dependent manner.

    Western Blot Analysis[1]

    Cell Line: SUM190 cells
    Concentration: 30, 300, 1000 nM
    Incubation Time: 4 hours
    Result: Showed a significant decrease in cIAP1 levels and enhanced PARP cleavage.
    In Vivo

    Birinapant (TL32711) (30 mg/kg; i.p.; every third day (*5)) shows antitumor efficacy and are devoid of overt toxicity in preclinical models[2].

    Animal Model: Female athymic nude mice (low-passage, patient-derived xenotransplant models of ovarian cancer, colorectal cancer, and melanoma)[2]
    Dosage: 30 mg/kg
    Administration: Intraperitoneal injection; every third day (*5)
    Result: Resulted in inhibition of tumor growth.
    Clinical Trial
    Storage
    Powder -20°C 3 years
      4°C 2 years
    In solvent -80°C 6 months
      -20°C 1 month
    Solvent & Solubility
    In Vitro: 

    DMSO : ≥ 40 mg/mL (49.57 mM)

    H2O : < 0.1 mg/mL (insoluble)

    *"≥" means soluble, but saturation unknown.

    Preparing
    Stock Solutions
    Concentration Solvent Mass 1 mg 5 mg 10 mg
    1 mM 1.2392 mL 6.1962 mL 12.3925 mL
    5 mM 0.2478 mL 1.2392 mL 2.4785 mL
    10 mM 0.1239 mL 0.6196 mL 1.2392 mL
    *Please refer to the solubility information to select the appropriate solvent.
    In Vivo:
    • 1.

      Add each solvent one by one:  10% DMSO    90% corn oil

      Solubility: ≥ 2.08 mg/mL (2.58 mM); Clear solution

    • 2.

      Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in saline)

      Solubility: 2.08 mg/mL (2.58 mM); Suspended solution; Need ultrasonic

    • 3.

      Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% saline

      Solubility: ≥ 2.08 mg/mL (2.58 mM); Clear solution

    *All of the co-solvents are provided by MCE.
    References
    Molecular Weight

    806.94

    Formula

    C₄₂H₅₆F₂N₈O₆

    CAS No.

    1260251-31-7

    SMILES

    FC1=CC2=C(C=C1)C(C[[email protected]]3N(C([[email protected]@H](NC([[email protected]@H](NC)C)=O)CC)=O)C[[email protected]@H](O)C3)=C(C(N4)=C(C[[email protected]]5N(C([[email protected]@H](NC([[email protected]@H](NC)C)=O)CC)=O)C[[email protected]@H](O)C5)C6=C4C=C(F)C=C6)N2

    Shipping

    Room temperature in continental US; may vary elsewhere

    Purity: 99.36%

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    Product Name:
    Birinapant
    Cat. No.:
    HY-16591
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    Birinapant

    Cat. No.: HY-16591