BROMOENOL LACTONE

Product Name: BROMOENOL LACTONE
CAS No.: 88070-98-8
Chemical Name: BROMOENOL LACTONE
Synonyms: BEL;HELSS;HALOENOL LACTONE;BROMOENOL LACTONE;(6E)-Bromoenol lactone;Bromoenol lactone (BEL);Bromoenol Lactone Solution;HALOENOL LACTONE SUICIDE SUBSTRATE;HELSS, inhibitor of Ca2+ independent PLA2;(6E)-6-(bromomethylidene)-3-naphthalen-1-yloxan-2-one
CBNumber: CB2471725
Molecular Formula: C16H13BrO2
Formula Weight: 317.18
MOL File: 88070-98-8.mol

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BROMOENOL LACTONE Property

Melting point:: 103-106℃
Boiling point:: 467.0±45.0 °C(Predicted)
Density: 1.538±0.06 g/cm3(Predicted)
storage temp.: -20°C
solubility: DMSO: Dilute in aqueous medium immediately prior to use and store on ice for no more than 12 hours.soluble
form: White solid.
color: White to yellow
biological source: synthetic (organic)
λmax: 224 nm

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: B1552
Product name: Bromoenol lactone
Purity: ≥98% (TLC)
Packaging: 5mg
Price: $221
Updated: 2024/03/01

Alfa Aesar

Product number: J63728
Product name: Haloenol Lactone Suicide Substrate, 98+%
Packaging: 10mg
Price: $291
Updated: 2021/12/16

Alfa Aesar

Product number: J63728
Product name: Haloenol Lactone Suicide Substrate, 98+%
Packaging: 5mg
Price: $171
Updated: 2021/12/16

Cayman Chemical

Product number: 70700
Product name: Bromoenol lactone
Purity: ≥95%
Packaging: 5mg
Price: $120
Updated: 2024/03/01

Cayman Chemical

Product number: 70700
Product name: Bromoenol lactone
Purity: ≥95%
Packaging: 10mg
Price: $228
Updated: 2024/03/01

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BROMOENOL LACTONE Chemical Properties,Usage,Production

Uses

HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone) is an inhibitor of Ca-independent PLA2 and Mg-dependent PAP.

Definition

ChEBI: Bromoenol lactone is a member of naphthalenes.

Biological Activity

bromoenol lactone is a potent and irreversible inhibitor of myocardial cytosolic calcium-independent phospholipase a2 (ipla2) [1].the ipla2 has been involved in stimulus-induced arachidonic acid release and lysophospholipid generation. the catalytic action of ipla2 is responsible for phospholipid remodeling as a housekeeping function. arachidonic acid and lysophospholipid generated by ipla2 act as a signaling molecule in cellular functions, including eicosanoid production, glucose-induced insulin secretion, fas-induced apoptosis, cellular proliferation, membrane traffic in fusion, contribution to myocardial ischemia, and others [2].bel promoted apoptosis in a variety of cell lines, including u937, thp-1, and monomac (human phagocyte), raw264.7 (murine macrophage), jurkat (human t lymphocyte), and gh3 (human pituitary). long term treatment with bel (up to 24 h) increased annexin-v binding to the cell surface and nuclear dna damage. bel induced the proteolysis of procaspase-9 and procaspase-3 and increased cleavage of poly (adp-ribose) polymerase [1]. bel inhibited cellular phosphatidic acid phosphohydrolase (pap) activity in intact p388d1 macrophages with an ic50 of ～8 μm. bel blocked triacylglycerol biosynthesis in p388d1 cells by decreasing diacylglycerol availability [3].

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).

References

[1] fuentes l, pérez r, nieto m l, et al. bromoenol lactone promotes cell death by a mechanism involving phosphatidate phosphohydrolase-1 rather than calcium-independent phospholipase a2[j]. journal of biological chemistry, 2003, 278(45): 44683-44690.
[2] akiba s, sato t. cellular function of calcium-independent phospholipase a2[j]. biological and pharmaceutical bulletin, 2004, 27(8): 1174-1178.
[3] balsinde j, dennis e a. bromoenol lactone inhibits magnesium-dependent phosphatidate phosphohydrolase and blocks triacylglycerol biosynthesis in mouse p388d1 macrophages[j]. journal of biological chemistry, 1996, 271(50): 31937-31941.

BROMOENOL LACTONE Preparation Products And Raw materials

Raw materials

Preparation Products

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BROMOENOL LACTONE Suppliers

China 45 Germany 1 India 1 Switzerland 3 Ukraine 1 United Kingdom 3 United States 15 Global 69

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88070-98-8, BROMOENOL LACTONERelated Search:

U-73343 Phosphatidylinositol (Soy) SodiuM 2-Heptadecanone Citicoline sodium UMBELLIFERYL ARACHIDONATE LUFFARIELLOLIDE OLEYLOXYETHYL PHOSPHORYLCHOLINE Thioetheramide PC Ethyl 1-naphthaleneacetate 2-Naphthaleneethanol Methyl naphthalene-1-acetate 1-BROMO-1-BUTENE 2-Methyl-5-hydroxypentanoic acid lactone VINYL PHENYL ACETATE (S)-BROMOENOL LACTONE BROMOENOL LACTONE (R)-BROMOENOL LACTONE NAPHTHYL ACETIC ACID

E-6-(BROMOETHYLENE)TETRAHYDRO-3-(1-NAPHTHYL)-2H-PYRAN-2-ONE

(E)-6-(BROMOMETHYLENE)TETRAHYDRO-3-(1-NAPHTHALENYL)-2H-PYRAN-2-ONE

(E)-6-(BROMOMETHYLENE)TETRAHYDRO-3-(1-NAPTHALENYL)-2H-PYRAN-2-ONE

HELSS

HALOENOL LACTONE

HALOENOL LACTONE SUICIDE SUBSTRATE

BEL

BROMOENOL LACTONE

6-(bromomethylene)tetrahydro-3-(1-naphthaleneyl)-2H-pyran-2-one

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

Bromoenol Lactone Solution

HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone)

Bromoenol lactone (BEL)

(6E)-6-(bromomethylidene)-3-naphthalen-1-yloxan-2-one

(6E)-Bromoenol lactone

2H-Pyran-2-one, 6-(bromomethylene)tetrahydro-3-(1-naphthalenyl)-, (6E)-

(E)-6-(Bromomethylene)-3-(naphthalen-1-yl)tetrahydro-2H-pyran-2-one

HELSS, inhibitor of Ca2+ independent PLA2

88070-98-8

A to C

Biochemicals and Reagents

BioChemical

Chymotrypsin, alpha-

Enzyme Inhibitors

Enzyme Inhibitors by Enzyme

Enzymes, Inhibitors, and Substrates