A selective iPLA2γ inhibitor
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Labeled Version(s)
10534(R)-Bromoenol lactone-d7
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(R)-Bromoenol lactone

Item No. 10006800

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6E-(bromoethylene)tetrahydro-3R-(1-naphthalenyl)-2H-pyran-2-one
CAS Number
478288-90-3
Synonyms
  • (R)-BEL
Molecular Formula
C16H13BrO2
Formula Weight
317.2
Purity
≥98%
Formulation
A 5 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 25 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 0.05 mg/ml
λmax
222, 280 nm
SMILES
Br/C=C(CC1)/OC([C@@]1([H])C2=CC=CC3=CC=CC=C32)=O
InChi Code
InChI=1S/C16H13BrO2/c17-10-12-8-9-15(16(18)19-12)14-7-3-5-11-4-1-2-6-13(11)14/h1-7,10,15H,8-9H2/b12-10+/t15-/m1/s1
InChi Key
BYUCSFWXCMTYOI-HBIYDYFMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $36

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    1 mg

    $63

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    5 mg

    $253

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    10 mg

    $402

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    Product Description

    The phospholipases are an extensive family of lipid hydrolases that function in cell signaling, digestion, membrane remodeling, and as venom components.1 The calcium-independent phospholipases (iPLA2) are a PLA2 subfamily closely associated with the release of arachidonic acid in response to physiologic stimuli. (R)-Bromoenol lactone ((R)-BEL) is an irreversible, chiral, mechanism-based inhibitor of calcium-independent phospholipase γ (iPLA2γ). Unlike (S)-BEL, (R)-BEL does not inhibit iPLA2β except at high doses of 20-30 µM.2 (R)-BEL inhibits human recombinant iPLA2γ with an IC50 of approximately 0.6 µM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Balsinde, J., Balboa, M.A., Insel, P.A., et al. Regulation and inhibition of phospholipase A2. Annu. Rev. Pharmacol. Toxicol. 39, 175-189 (1999).

    2. Jenkins, C.M., Han, X., Mancuso, D.J., et al. Identification of calcium-independent phospholipase A2 (iPLA2) β, and not iPLA2γ, as the mediator of arginine vasopressin-induced arachidonic acid release in A-10 smooth muscle cells. The Journal of Biological Chemisty 277(36), 32807-32814 (2002).