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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
Molecular Weight:
317.18
MDL Number:
MFCD00270871
MOL File:
88070-98-8.mol
MSDS File:
SDS
Last updated:2023-06-08 09:03:06

BROMOENOL LACTONE Properties

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.

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
NFPA 704
0
2 0

BROMOENOL LACTONE price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B1552 Bromoenol lactone ≥98% (TLC) 88070-98-8 5mg $221 2024-03-01 Buy
Alfa Aesar J63728 Haloenol Lactone Suicide Substrate, 98+% 88070-98-8 10mg $291 2021-12-16 Buy
Alfa Aesar J63728 Haloenol Lactone Suicide Substrate, 98+% 88070-98-8 5mg $171 2021-12-16 Buy
Cayman Chemical 70700 Bromoenol lactone ≥95% 88070-98-8 5mg $120 2024-03-01 Buy
Cayman Chemical 70700 Bromoenol lactone ≥95% 88070-98-8 10mg $228 2024-03-01 Buy
Product number Packaging Price Buy
B1552 5mg $221 Buy
J63728 10mg $291 Buy
J63728 5mg $171 Buy
70700 5mg $120 Buy
70700 10mg $228 Buy

BROMOENOL LACTONE Chemical Properties,Uses,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

BROMOENOL LACTONE Suppliers

Global( 63)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501 product@acmec-e.com China 33350 58
Aladdin Scientific
+1-+1(833)-552-7181 sales@aladdinsci.com United States 52927 58
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
Guangzhou Isun Pharmaceutical Co., Ltd 020-39119399 18927568969 isunpharm@qq.com China 4428 55
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
BOC Sciences 16314854226 info@bocsci.com United States 9926 65
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9709 58
Jinan Yaoyan Pharmaceutical Co., Ltd. jnyaoyan@163.com China 3069 58
Nanjing Meihao Pharmaceutical Technology Co., Ltd. meitaochem@126.com meitaochem@126.com China 19105 58
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)- 88070-98-8 A to C Biochemicals and Reagents BioChemical Chymotrypsin, alpha- Enzyme Inhibitors Enzyme Inhibitors by Enzyme Enzymes, Inhibitors, and Substrates