Skip to Content
Merck
All Photos(1)

Key Documents

B1552

Sigma-Aldrich

Bromoenol lactone

≥98% (TLC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

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

biological source

synthetic (organic)

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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Masahiro Nagahama et al.
Toxins, 10(5) (2018-05-23)
Clostridium perfringens iota-toxin is a binary actin-ADP-ribosylating toxin composed of the enzymatic component Ia and receptor binding component Ib. Ib binds to a cell surface receptor, forms Ib oligomer in lipid rafts, and associates with Ia. The Ia-Ib complex then
Jesús E Villanueva et al.
Nature communications, 10(1), 2700-2700 (2019-06-22)
Pathological obesity can result from genetic predisposition, obesogenic diet, and circadian rhythm disruption. Obesity compromises function of muscle, which accounts for a majority of body mass. Behavioral intervention that can counteract obesity arising from genetic, diet or circadian disruption and
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)
Kasey K Pham et al.
Genome, 60(9), 720-732 (2017-04-27)
Owing to high rates of introgressive hybridization, the plastid genome is poorly suited to fine-scale DNA barcoding and phylogenetic studies of the oak genus (Quercus, Fagaceae). At the tips of the oak plastome phylogeny, recent gene migration and reticulation generally
Femke C C van Rhijn-Brouwer et al.
Stem cells international, 2019, 1232810-1232810 (2020-01-15)
Cell-based therapies are being developed to meet the need for curative therapy in chronic kidney disease (CKD). Bone marrow- (BM-) derived mesenchymal stromal cells (MSCs) enhance tissue repair and induce neoangiogenesis through paracrine action of secreted proteins and extracellular vesicles

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service