(R)-Bromoenol lactone Exclusive

Cayman Chemical Item Number 10006800

(R)-BEL (CAS 478288-90-3)

(R)-Bromoenol lactone (CAS 478288-90-3)

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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 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.

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).

Synonyms
  • (R)-BEL
Formal Name 6E-​(bromoethylene)tetrahydro-​3R-​(1-​naphthalenyl)-​2H-​pyran-​2-​one
CAS Number 478288-90-3
Molecular Formula C16H13BrO2
Formula Weight 317.2
Formulation A solution in methyl acetate
Purity ≥98%
λmax 222, 280 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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Br/C=C(CC1)​/OC([C@@]​1([H]​)​C2=CC=CC3=CC=CC=C32)​=O
InCHI Code
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​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-/m1/s1
InCHI Key
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BYUCSFWXCMTYOI-HBIYDYFMSA-N

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(R)-Bromoenol lactone is available in the following screening library:

Size Price Quantity Subtotal
500 µg $25.00 $0.00
1 mg $45.00 $0.00
5 mg $188.00 $0.00
10 mg $300.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-19. Prices are subject to change without notice.

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