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(S)-Bromoenol lactone

Names

[ CAS No. ]:
478288-94-7

[ Name ]:
(S)-Bromoenol lactone

[Synonym ]:
2H-Pyran-2-one, 6-(bromomethylene)tetrahydro-3-(1-naphthalenyl)-, (3S,6E)-
(3S,6E)-6-(Bromomethylene)-3-(1-naphthyl)tetrahydro-2H-pyran-2-one

Biological Activity

[Description]:

(S)-Bromoenol lactone ((S)-BEL) is an irreversible, chiral, mechanism-based inhibitor of calcium-independent phospholipase A2β (iPLA2β) that inhibits the vasopressin-induced release of arachidonate from cultured rat aortic smooth muscle (A10) cells with an IC50 of 2 µM[1].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Phospholipase
Research Areas >> Inflammation/Immunology

[Target]

PLA2


[References]

[1]. Jenkins CM, et al. Identification of calcium-independent phospholipase A2 (iPLA2) beta, and not iPLA2gamma, as the mediator of arginine vasopressin-induced arachidonic acid release in A-10 smooth muscle cells. Enantioselective mechanism-based discrimination of mammalian iPLA2s. J Biol Chem. 2002 Sep 6;277(36):32807-14.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
467.0±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C16H13BrO2

[ Molecular Weight ]:
317.177

[ Flash Point ]:
236.2±28.7 °C

[ Exact Mass ]:
316.009888

[ PSA ]:
26.30000

[ LogP ]:
4.36

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.716

Related Compounds