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;(6E)-6-(bromomethylidene)-3-naphthalen-1-yloxan-2-one;E-6-(BROMOETHYLENE)TETRAHYDRO-3-(1-NAPHTHYL)-2H-PYRAN-2-ONE
- CBNumber
- CB2471725
- Molecular Formula
- C16H13BrO2
- Formula Weight
- 317.18
- MOL File
- 88070-98-8.mol
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
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.
N-Bromosuccinimide Price
- Product number
- B1552
- Product name
- Bromoenol lactone
- Purity
- ≥98% (TLC)
- Packaging
- 5mg
- Price
- $221
- Updated
- 2024/03/01
- Product number
- J63728
- Product name
- Haloenol Lactone Suicide Substrate, 98+%
- Packaging
- 10mg
- Price
- $291
- Updated
- 2021/12/16
- Product number
- J63728
- Product name
- Haloenol Lactone Suicide Substrate, 98+%
- Packaging
- 5mg
- Price
- $171
- Updated
- 2021/12/16
- Product number
- 70700
- Product name
- Bromoenol lactone
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $120
- Updated
- 2024/03/01
- Product number
- 70700
- Product name
- Bromoenol lactone
- Purity
- ≥95%
- Packaging
- 10mg
- Price
- $228
- Updated
- 2024/03/01
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
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