(S)-Bromoenol lactone

The phospholipases are an extensive family of lipid hydrolases that function in cell signaling, digestion, membrane remodeling, and as venom components. The calcium-independent phospholipases (iPLA2) are a PLA2 subfamily closely associated with the release of arachidonic acid in response to physiologic stimuli. (S)-Bromoenol lactone ((S)-BEL) is an irreversible, chiral, mechanism-based inhibitor of calcium-independent phospholipase beta (iPLA2beta) that inhibits the vasopressin-induced release of arachidonate from cultured rat aortic smooth muscle (A10) cells with an IC50 value of 2 µM. (S)-BEL is more than 1,000-fold selective for iPLA2 versus cPLA2, and is 10-fold selective for iPLA2beta versus iPLA2gamma.Formal Name: 6E-(bromoethylene)tetrahydro-3S-(1-naphthalenyl)-2H-pyran-2-one. CAS Number: 478288-94-7. Synonyms: (S)-BEL. Molecular Formula: C16H13BrO2. Formula Weight: 317.2. Purity: >98%. Formulation: (Request formulation change), A solution in methyl acetate. Solubility: DMF: 50 mg/ml, DMSO: 25 mg/ml, Ethanol: 5 mg/ml, PBS (pH 7.2): .05 mg/ml. lambdamax: 223, 280 nm. SMILES: Br/C=C1\CC[C@H](C(=O)O\1)c1cccc2ccccc12. 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-/m0/s1. InChi Key: BYUCSFWXCMTYOI-PABFRNLHSA-N.