| References |
| Synonyms |
- Haloenol lactone-d7
- HELSS-d7
- BEL-d7
|
| Molecular Formula |
C16H6D7BrO2 |
| Formula Weight |
324.2 |
| Formulation |
A solution in methyl acetate |
| Purity |
≥99% deuterated product |
| Stability |
1 year |
| Storage |
-20°C |
| Shipping |
Wet ice
in continental US; may vary elsewhere
|
| SMILES |
[2H]C1=C([2H])C([2H])=C2C(C([2H])=C([2H])C([2H])=C2C3C(O/C(CC3)=C/Br)=O)=C1[2H]
|
Background Reading
Hazen, S.L., Zupan, L.A., Weiss, R.H., et al. Suicide inhibition of canine myocardial cytosolic calcium-independent phospholipase A2. J Biol Chem 266 7227-7232 (1991).
Ackermann, E.J., Conde-Frieboes, K., and Dennis, E.A. Inhibition of macrophage Ca2+-independent phospholipase A2 by bromoenol lactone and trifluoromethyl ketones. J Biol Chem 270 445-450 (1995).
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 8527-8531 (1995).
Daniels, S.B., Cooney, E., Sofia, M.J., et al. Haloenol lactones. Potent enzyme-activated irreversible inhibitors for α-chymotrypsin. J Biol Chem 258 15046-15053 (1983).
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| Size |
Global Purchasing |
| 100 µg |
|
| 500 µg |
|
| 1 mg |
|
| 5 mg |
|
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-mass spectrometry (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
1
Hazen, S.L., Zupan, L.A., Weiss, R.H., et al. Suicide inhibition of canine myocardial cytosolic calcium-independent phospholipase A2. J Biol Chem 266 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. J Biol Chem 270 445-450 (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 8527-8531 (1995).
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