An internal standard for the quantification of BEL
Related Products
Unlabeled Version(s)
70700Bromoenol lactone
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Bromoenol lactone-d7

Item No. 9000528

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6E-(bromomethylene)tetrahydro-3-(1-naphthalenyl-2,3,4,5,6,7,8-d7)-2H-pyran-2-one
Synonyms
  • BEL-d7
  • Haloenol lactone-d7
  • HELSS-d7
Molecular Formula
C16H6D7BrO2
Formula Weight
324.2
Purity
≥99% deuterated forms (d1-d7)
Formulation
A 1 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): <50 µg/ml
λmax
223, 280 nm
SMILES
[2H]C1=C([2H])C([2H])=C2C(C([2H])=C([2H])C([2H])=C2C3C(O/C(CC3)=C/Br)=O)=C1[2H]
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+/i1D,2D,3D,4D,5D,6D,7D
InChi Key
BYUCSFWXCMTYOI-HMEAJYSMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    100 µg

    $41

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    500 µg

    $178

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    1 mg

    $312

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    Product Description

    Bromoenol lactone-d7 (BEL-d7) contains seven deuterium atoms at the 2, 3, 4, 5, 6, 7, and 8 positions. It is intended for use as an internal standard for the quantification of BEL by GC- or LC-MS. BEL is a selective, potent, irreversible, mechanism-based inhibitor of phospholipase A2 (iPLA2) with a Ki value of 180 nM.1 It also inhibits macrophage iPLA2 in a concentration-dependent manner with an IC50 value of 60 nM and is an effective enzyme-activated irreversible inhibitor of chymotrypsin (Ki = 636 nM).2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hazen, S.L., Zupan, L.A., Weiss, R.H., et al. Suicide inhibition of canine myocardial cytosolic calcium-independent phospholipase A2. The Journal of Biological Chemisty 266(11), 7227-7232 (1991).

    2. Ackermann, E.J., Conde-Frieboes, K., and Dennis, E.A. Inhibition of macrophage Ca2+-independent phospholipase A2 by bromoenol lactone and trifluoromethyl ketones. The Journal of Biological Chemisty 270(1), 445-450 (1995).

    3. Balsinde, J., Bianco, I.D., Ackermann, E.J., et al. Inhibition of calcium-independent phospholipase A2 prevents arachidonic acid incorporation and phospholipid remodeling in P388D1 macrophages. Proc. Natl. Acad. Sci. USA 92(18), 8527-8531 (1995).