| Identification | Back Directory | [Name]
(R)-BEL | [CAS]
478288-90-3 | [Synonyms]
(R)-BEL
(R)-BROMOENOL LACTONE
(R) Bromoenol lactone,(R)Bromoenol lactone
(3R,6E)-6-(bromomethylidene)-3-naphthalen-1-yloxan-2-one
6E-(BROMOMETHYLENE)TETRAHYDRO-3R-(1-NAPHTHALENYL)-2H-PYRAN-2-ONE | [Molecular Formula]
C16H13BrO2 | [MDL Number]
MFCD08062190 | [MOL File]
478288-90-3.mol | [Molecular Weight]
317.18 |
| Hazard Information | Back Directory | [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. | [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 J. Biol. Chem. 277(36),32807-32814(2002). |
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