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B1552

Sigma-Aldrich

Bromoenol lactone

≥98% (TLC)

Synonym(s):

BEL, E-6-(Bromoethylene)tetrahydro-3-(1-naphthyl)-2H-pyran-2-one

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About This Item

Empirical Formula (Hill Notation):
C16H13BrO2
CAS Number:
88070-98-8
Molecular Weight:
317.18
MDL number:
MFCD00270871
UNSPSC Code:
41106300
PubChem Substance ID:
24278257
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

assay

≥98% (TLC)

form

powder

potency

636 nM Ki

solubility

DMSO: soluble (Dilute in aqueous medium immediately prior to use and store on ice for no more than 12 hours.)
degassed ethanol: soluble (Dilute in aqueous medium immediately prior to use and store on ice for no more than 12 hours.)

λmax

224 nm

storage temp.

−20°C

SMILES string

[H]\C(Br)=C1\CCC(C(=O)O1)c2cccc3ccccc23

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+

InChI key

BYUCSFWXCMTYOI-ZRDIBKRKSA-N

Biochem/physiol Actions

Potent, irreversible inhibitor of calcium-independent phospholipase A2 and of magnesium-dependent phosphatidate phosphohydrolase from P388D macrophages (IC50 = 8 μM); enzyme activated irreversible chymotrypsin inhibitor (Ki = 636 nM).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Anne Katrine Kehler et al.
Current eye research, 37(6), 500-507 (2012-05-15)
Inhibition of VEGF in the eye is an important treatment modality for reducing proliferation and migration of retinal pigment epithelium (RPE) in age-related macular degeneration (AMD). Additionally, previous studies suggest calcium-independent phospholipase A(2) group VIA (iPLA(2)-VIA) to be a potential
C D Eiber et al.
Vision research, 151, 41-52 (2017-11-14)
The "blue-on" and "blue-off" receptive fields in retina and dorsal lateral geniculate nucleus (LGN) of diurnal primates combine signals from short-wavelength sensitive (S) cone photoreceptors with signals from medium/long wavelength sensitive (ML) photoreceptors. Three questions about this combination remain unresolved.
Vincenzo Lariccia et al.
The Journal of general physiology, 137(1), 111-132 (2010-12-29)
We describe rapid massive endocytosis (MEND) of >50% of the plasmalemma in baby hamster kidney (BHK) and HEK293 cells in response to large Ca transients. Constitutively expressed Na/Ca exchangers (NCX1) are used to generate Ca transients, whereas capacitance recording and
Sunbin Ling et al.
Molecular oncology, 11(6), 682-695 (2017-04-19)
Drug treatments for hepatocellular carcinoma (HCC) often fail because of multidrug resistance (MDR). The mechanisms of MDR are complex but cancer stem cells (CSCs), which are able to self-renew and differentiate, have recently been shown to be involved. The deubiquitinating
Ulrika Christerson et al.
Cells, 8(7) (2019-07-07)
Increased activity of secretory phospholipases A2 (sPLA2) type-II was previously observed in ileum of Crohn's disease (CD). Our aims were to explore the involvement of calcium-independent (i)PLA2β in the release of sPLA2s from the human mast cell (MC) line (HMC-1)
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Articles

Chymotrypsin

Analytical Enzyme Chymotrypsin: Chymotrypsin is produced in the acinar cells of the pancreas as the inactive precursor, chymotrypsinogen.

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