(S)-Bromoenol lactone-d7

• CAT Number: R047186
• Molecular Formula: C16H6BrD7O2
• Molecular Weight: 324.2
• Purity: ≥95%
• Synonyms: (S)-BEL-d7
• Storage: -20°C
• InChI: 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/i1D,2D,3D,4D,5D,6D,7D
• InChIKey: BYUCSFWXCMTYOI-LJJQZJCESA-N
• SMILES: [2H]C1=C([2H])C([2H])=C2C(C([2H])=C([2H])C([2H])=C2[C@@]3([H])C(O/C(CC3)=C/Br)=O)=C1[2H]

(S)-<wbr></wbr>Bromoenol lactone-<wbr></wbr>d7 ((S)-<wbr></wbr>BEL-<wbr></wbr>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 (S)-<wbr></wbr>BEL by GC-<wbr></wbr> or LC-<wbr></wbr>mass spectrometry (MS). The phospholipases are an extensive family of lipid hydrolases that function in cell signaling, digestion, membrane remodeling, and as venom components. The calcium-<wbr></wbr>independent phospholipase A2 (iPLA2) are a PLA2 subfamily closely associated with the release of arachidonic acid in response to physiologic stimuli. (S)-<wbr></wbr>Bromoenol lactone ((S)-<wbr></wbr>BEL) is an irreversible, chiral, mechanism-<wbr></wbr>based inhibitor of iPLA2β that inhibits the vasopressin-<wbr></wbr>induced release of arachidonate from cultured rat aortic smooth muscle (A10) cells with an IC50 value of 2 µM. (S)-<wbr></wbr>BEL is more than 1,000-<wbr></wbr>fold selective for iPLA2 versus cPLA2, and is 10-<wbr></wbr>fold selective for iPLA2β versus iPLA2γ.

Reference

1.Balsinde, J.,Balboa, M.A.,Insel, P.A., et al. Regulation and inhibition of phospholipase A2. Annual Reviews of Pharmacology and Toxicology 39, 175-189 (1999).