88070-98-8,MFCD00270871
Catalog No.:AA004ERA

88070-98-8 | HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone)

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Purity
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5mg
≥95%
in stock  
$172.00   $120.00
- +
10mg
≥95%
in stock  
$326.00   $228.00
- +
25mg
≥95%
in stock  
$768.00   $537.00
- +
50mg
≥95%
in stock  
$1,360.00   $952.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA004ERA
Chemical Name:
HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone)
CAS Number:
88070-98-8
Molecular Formula:
C16H13BrO2
Molecular Weight:
317.1772
MDL Number:
MFCD00270871
SMILES:
Br/C=C/1\CCC(C(=O)O1)c1cccc2c1cccc2
Properties
Properties
 
Storage:
2-8℃;  

Computed Properties
 
Complexity:
377  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
1  
Formal Charge:
0  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
1  
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0  
XLogP3:
4.2  

Literature

Title: Group VIA Phospholipase A2 (iPLA2β) Modulates Bcl-x 5'-Splice Site Selection and Suppresses Anti-apoptotic Bcl-x(L) in β-Cells.

Journal: The Journal of biological chemistry 20150424

Title: The role of endoplasmic reticulum Ca2+-independent phospholipase a2γ in oxidant-induced lipid peroxidation, Ca2+ release, and renal cell death.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20120801

Title: Haloenol pyranones and morpholinones as antineoplastic agents of prostate cancer.

Journal: Bioorganic & medicinal chemistry letters 20120715

Title: Interaction between VEGF and calcium-independent phospholipase A2 in proliferation and migration of retinal pigment epithelium.

Journal: Current eye research 20120601

Title: Activation of mitochondrial calcium-independent phospholipase A2γ (iPLA2γ) by divalent cations mediating arachidonate release and production of downstream eicosanoids.

Journal: The Journal of biological chemistry 20120427

Title: Group VIA phospholipase A2 is a target for vasopressin signaling in the thick ascending limb.

Journal: American journal of physiology. Renal physiology 20120401

Title: The role of calcium-independent phospholipase A2γ in modulation of aqueous humor drainage and Ca2+ sensitization of trabecular meshwork contraction.

Journal: American journal of physiology. Cell physiology 20120401

Title: Group VIA PLA2 (iPLA2β) is activated upstream of p38 mitogen-activated protein kinase (MAPK) in pancreatic islet β-cell signaling.

Journal: The Journal of biological chemistry 20120217

Title: Bromoenol lactone inhibits voltage-gated Ca2+ and transient receptor potential canonical channels.

Journal: The Journal of pharmacology and experimental therapeutics 20111101

Title: GVI phospholipase A2 role in the stimulatory effect of sphingosine-1-phosphate on TRPC5 cationic channels.

Journal: Cell calcium 20111001

Title: Role of phospholipase A(2) in retrograde transport of ricin.

Journal: Toxins 20110901

Title: Profiling of fatty acids released during calcium-induced mitochondrial permeability transition in isolated rabbit kidney cortex mitochondria.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20110801

Title: Combination therapy of an inhibitor of group VIA phospholipase A2 with paclitaxel is highly effective in blocking ovarian cancer development.

Journal: The American journal of pathology 20110701

Title: Lysophosphatidylcholine as an effector of fatty acid-induced insulin resistance.

Journal: Journal of lipid research 20110601

Title: Store-operated Ca(2+) entry (SOCE) contributes to normal skeletal muscle contractility in young but not in aged skeletal muscle.

Journal: Aging 20110601

Title: Proinflammatory treatment of astrocytes with lipopolysaccharide results in augmented Ca2+ signaling through increased expression of via phospholipase A2 (iPLA2).

Journal: American journal of physiology. Cell physiology 20110301

Title: Role of calcium independent phospholipase A2 in maintaining mitochondrial membrane potential and preventing excessive exocytosis in PC12 cells.

Journal: Neurochemical research 20110201

Title: A role for phospholipase A2 activity in membrane tubule formation and TGN trafficking.

Journal: Traffic (Copenhagen, Denmark) 20101201

Title: 1-(5-carboxyindol-1-yl)propan-2-one inhibitors of human cytosolic phospholipase A(2)alpha with reduced lipophilicity: synthesis, biological activity, metabolic stability, solubility, bioavailability, and topical in vivo activity.

Journal: Journal of medicinal chemistry 20100722

Title: Modulation of melanoma cell phospholipid metabolism in response to heat shock protein 90 inhibition.

Journal: Oncotarget 20100701

Title: Inhibition of calcium-independent phospholipase A2 activates p38 MAPK signaling pathways during cytostasis in prostate cancer cells.

Journal: Biochemical pharmacology 20100615

Title: Evidence for de novo synthesis of lysophosphatidic acid in the spinal cord through phospholipase A2 and autotaxin in nerve injury-induced neuropathic pain.

Journal: The Journal of pharmacology and experimental therapeutics 20100501

Title: Calcium-independent phospholipase A(2) plays a key role in the endothelium-dependent contractions to acetylcholine in the aorta of the spontaneously hypertensive rat.

Journal: American journal of physiology. Heart and circulatory physiology 20100401

Title: The roles of iPLA2, TRPM8 and TRPA1 in chemically induced cold hypersensitivity.

Journal: Molecular pain 20100101

Title: TLR-4 mediated group IVA phospholipase A(2) activation is phosphatidic acid phosphohydrolase 1 and protein kinase C dependent.

Journal: Biochimica et biophysica acta 20091001

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: Calcium-independent phospholipase A2 beta is dispensable in inflammasome activation and its inhibition by bromoenol lactone.

Journal: Journal of innate immunity 20091001

Title: Regulation of store-operated Ca2+ entry in pulmonary artery smooth muscle cells.

Journal: Cell calcium 20090801

Title: Calcium-independent phospholipase A2 participates in KCl-induced calcium sensitization of vascular smooth muscle.

Journal: Cell calcium 20090701

Title: Transient receptor potential melastatin 8 channel involvement in the regulation of vascular tone.

Journal: American journal of physiology. Heart and circulatory physiology 20090601

Title: [Expression of iPLA2 in human pancreatic islets and its important role in glucose-stimulated insulin secretion].

Journal: Zhonghua yi xue za zhi 20090526

Title: Inhibition of calcium-independent phospholipase A2 prevents inflammatory mediator production in pulmonary microvascular endothelium.

Journal: Respiratory physiology & neurobiology 20090227

Title: Discovery and development of fatty acid amide hydrolase (FAAH) inhibitors.

Journal: Journal of medicinal chemistry 20081211

Title: The cytotoxic effect of bromoenol lactone, a calcium-independent phospholipase A2 inhibitor, on rat cortical neurons in culture.

Journal: Cellular and molecular neurobiology 20081201

Title: Calcium-independent phospholipase A2 in rabbit ventricular myocytes.

Journal: Lipids 20080901

Title: Alterations in phospholipid and fatty acid lipid profiles in primary neocortical cells during oxidant-induced cell injury.

Journal: Chemico-biological interactions 20080811

Title: Inhibition of Ca2+-independent phospholipase A2 decreases prostate cancer cell growth by p53-dependent and independent mechanisms.

Journal: The Journal of pharmacology and experimental therapeutics 20080701

Title: Complex regulation of store-operated Ca2+ entry pathway by PKC-epsilon in vascular SMCs.

Journal: American journal of physiology. Cell physiology 20080601

Title: The role of diacylglyceride generation by phospholipase D and phosphatidic acid phosphatase in the activation of 5-lipoxygenase in polymorphonuclear leukocytes.

Journal: Journal of leukocyte biology 20080401

Title: On the importance of plasmalogen status in stimulated arachidonic acid release in the macrophage cell line RAW 264.7.

Journal: Biochimica et biophysica acta 20080401

Title: Anti-angiogenic pigment epithelium-derived factor regulates hepatocyte triglyceride content through adipose triglyceride lipase (ATGL).

Journal: Journal of hepatology 20080301

Title: Inhibition of calcium-independent phospholipase A impairs agonist-induced calcium entry in keratinocytes.

Journal: The British journal of dermatology 20080101

Title: Role of calcium-independent phospholipase A2 in cortex striatum thalamus cortex circuitry-enzyme inhibition causes vacuous chewing movements in rats.

Journal: Psychopharmacology 20071201

Title: The increase of cell-membranous phosphatidylcholines containing polyunsaturated fatty acid residues induces phosphorylation of p53 through activation of ATR.

Journal: Journal of cell science 20071201

Title: Induction of group VIA phospholipase A2 activity during in vitro ischemia in C2C12 myotubes is associated with changes in the level of its splice variants.

Journal: American journal of physiology. Cell physiology 20071101

Title: Arachidonic acid signaling is involved in the mechanism of imidazoline-induced KATP channel-independent stimulation of insulin secretion.

Journal: Cellular and molecular life sciences : CMLS 20071101

Title: Inhibition of calcium-independent phospholipase A2 suppresses proliferation and tumorigenicity of ovarian carcinoma cells.

Journal: The Biochemical journal 20070915

Title: Group VIA phospholipase A2 (iPLA2beta) participates in angiotensin II-induced transcriptional up-regulation of regulator of g-protein signaling-2 in vascular smooth muscle cells.

Journal: The Journal of biological chemistry 20070831

Title: A novel role of group VIB calcium-independent phospholipase A2 (iPLA2gamma) in the inducible expression of group IIA secretory PLA2 in rat fibroblastic cells.

Journal: The Journal of biological chemistry 20070713

Title: The transfer of VLDL-associated phospholipids to activated platelets depends upon cytosolic phospholipase A2 activity.

Journal: Journal of lipid research 20070701

Title: Activation and inactivation of the volume-sensitive taurine leak pathway in NIH3T3 fibroblasts and Ehrlich Lettre ascites cells.

Journal: American journal of physiology. Cell physiology 20070701

Title: Agonist-induced calcium entry correlates with STIM1 translocation.

Journal: Journal of cellular physiology 20070601

Title: Role of Ca2+-independent phospholipase A2gamma in Ca2+-induced mitochondrial permeability transition.

Journal: The Journal of pharmacology and experimental therapeutics 20070501

Title: Bromoenol lactone, an inhibitor of Group V1A calcium-independent phospholipase A2 inhibits antigen-stimulated mast cell exocytosis without blocking Ca2+ influx.

Journal: Cell calcium 20070201

Title: Identification of calcium-independent phospholipase A2gamma in mitochondria and its role in mitochondrial oxidative stress.

Journal: American journal of physiology. Renal physiology 20070201

Title: Caspase-dependent and -independent induction of phosphatidylserine externalization during apoptosis in human renal carcinoma Cak(1)-1 and A-498 cells.

Journal: Toxicology 20070105

Title: Calcium-independent phospholipase A2-catalyzed plasmalogen hydrolysis in hypoxic human coronary artery endothelial cells.

Journal: American journal of physiology. Cell physiology 20070101

Title: Phospholipase A2-catalyzed hydrolysis of plasmalogen phospholipids in thrombin-stimulated human platelets.

Journal: Thrombosis research 20070101

Title: Inhibition of phospholipase A2 reduces neurite outgrowth and neuronal viability.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20070101

Title: Calcium-independent phospholipase A(2) influences AMPA-mediated toxicity of hippocampal slices by regulating the GluR1 subunit in synaptic membranes.

Journal: Hippocampus 20070101

Title: Phospholipase A2 activation regulates cytotoxicity of methylmercury in vascular endothelial cells.

Journal: International journal of toxicology 20070101

Title: Roles of phospholipase A2 isoforms in swelling- and melittin-induced arachidonic acid release and taurine efflux in NIH3T3 fibroblasts.

Journal: American journal of physiology. Cell physiology 20061201

Title: Group VIA calcium-independent phospholipase A2 mediates endothelial cell S phase progression.

Journal: The Journal of biological chemistry 20061124

Title: Lipopolysaccharide-induced cyclooxygenase-2 expression in human U937 macrophages is phosphatidic acid phosphohydrolase-1-dependent.

Journal: The Journal of biological chemistry 20061103

Title: Prostacyclin production in tryptase and thrombin stimulated human bladder endothelial cells: effect of pretreatment with phospholipase A2 and cyclooxygenase inhibitors.

Journal: The Journal of urology 20061001

Title: Ca2+-independent phospholipase A2 enhances store-operated Ca2+ entry in dystrophic skeletal muscle fibers.

Journal: Journal of cell science 20060915

Title: Neuroprotection of rat hippocampal slices exposed to oxygen-glucose deprivation by enrichment with docosahexaenoic acid and by inhibition of hydrolysis of docosahexaenoic acid-containing phospholipids by calcium independent phospholipase A2.

Journal: Neuroscience 20060630

Title: Gestation age-related increase in 50-kDa rat uterine calcium-independent phospholipase A2 expression influences uterine sensitivity to polychlorinated biphenyl stimulation.

Journal: Biology of reproduction 20060501

Title: Disruption of G1-phase phospholipid turnover by inhibition of Ca2+-independent phospholipase A2 induces a p53-dependent cell-cycle arrest in G1 phase.

Journal: Journal of cell science 20060315

Title: Lysophosphatidic acid is constitutively produced by human peritoneal mesothelial cells and enhances adhesion, migration, and invasion of ovarian cancer cells.

Journal: Cancer research 20060315

Title: Calcium-independent phospholipase A2 modulates cytosolic oxidant activity and contractile function in murine skeletal muscle cells.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20060201

Title: A bromoenol lactone suicide substrate inactivates group VIA phospholipase A2 by generating a diffusible bromomethyl keto acid that alkylates cysteine thiols.

Journal: Biochemistry 20060124

Title: A small-molecule FRET probe to monitor phospholipase A2 activity in cells and organisms.

Journal: Angewandte Chemie (International ed. in English) 20060109

Title: A novel role for calcium-independent phospholipase A in alpha-amino-3-hydroxy-5-methylisoxazole-propionate receptor regulation during long-term potentiation.

Journal: The European journal of neuroscience 20060101

Title: Potential role for mast cell tryptase in recruitment of inflammatory cells to endothelium.

Journal: American journal of physiology. Cell physiology 20051201

Title: Modulation of phospholipase A2 activity in primary cultures of rat cortical neurons.

Journal: Journal of neural transmission (Vienna, Austria : 1996) 20051001

Title: Inhibition of calcium-independent phospholipase A2 activity in rat hippocampus impairs acquisition of short- and long-term memory.

Journal: Psychopharmacology 20050901

Title: The endocannabinoid system: drug targets, lead compounds, and potential therapeutic applications.

Journal: Journal of medicinal chemistry 20050811

Title: Genetic and pharmacologic evidence that calcium-independent phospholipase A2beta regulates virus-induced inducible nitric-oxide synthase expression by macrophages.

Journal: The Journal of biological chemistry 20050729

Title: Ca(2+)-independent phospholipase A2 participates in the vesicular transport of milk proteins.

Journal: Biochimica et biophysica acta 20050415

Title: Identification and distribution of endoplasmic reticulum iPLA2.

Journal: Biochemical and biophysical research communications 20050204

Title: Inhibition of Ca2+-independent phospholipase A2 results in insufficient insulin secretion and impaired glucose tolerance.

Journal: Molecular endocrinology (Baltimore, Md.) 20050201

Title: Identification, cloning, expression, and purification of three novel human calcium-independent phospholipase A2 family members possessing triacylglycerol lipase and acylglycerol transacylase activities.

Journal: The Journal of biological chemistry 20041119

Title: Contribution of lipid second messengers to the regulation of phosphatidylcholine synthesis during cell cycle re-entry.

Journal: Biochimica et biophysica acta 20041108

Title: Amyloid beta(1-42) and its beta(25-35) fragment induce activation and membrane translocation of cytosolic phospholipase A2 in bovine retina capillary pericytes.

Journal: Biochimica et biophysica acta 20041108

Title: Signalling pathways regulating human neutrophil migration induced by secretory phospholipases A2.

Journal: Toxicon : official journal of the International Society on Toxinology 20041001

Title: Male mice that do not express group VIA phospholipase A2 produce spermatozoa with impaired motility and have greatly reduced fertility.

Journal: The Journal of biological chemistry 20040910

Title: Differing caspase-1 activation states in monocyte versus macrophage models of IL-1beta processing and release.

Journal: Journal of leukocyte biology 20040901

Title: Laminar flow activates peroxisome proliferator-activated receptor-gamma in vascular endothelial cells.

Journal: Circulation 20040831

Title: Inactivation of endoplasmic reticulum bound Ca2+-independent phospholipase A2 in renal cells during oxidative stress.

Journal: Journal of the American Society of Nephrology : JASN 20040601

Title: Mechanisms of caspase-1 activation by P2X7 receptor-mediated K+ release.

Journal: American journal of physiology. Cell physiology 20040501

Title: Mercury- and copper-induced lysosomal membrane destabilisation depends on [Ca2+]i dependent phospholipase A2 activation.

Journal: Aquatic toxicology (Amsterdam, Netherlands) 20040210

Title: Apoptosis of insulin-secreting cells induced by endoplasmic reticulum stress is amplified by overexpression of group VIA calcium-independent phospholipase A2 (iPLA2 beta) and suppressed by inhibition of iPLA2 beta.

Journal: Biochemistry 20040203

Title: Involvement of p38 and p42/44 MAP kinases and protein kinase C in the interferon-gamma and interleukin-1alpha-induced phosphorylation of 85-kDa cytosolic phospholipase A(2) in primary human bronchial epithelial cells.

Journal: Cytokine 20040107

Title: Postsynaptic injection of calcium-independent phospholipase A2 inhibitors selectively increases AMPA receptor-mediated synaptic transmission.

Journal: Hippocampus 20040101

Title: Pancreatic islets and insulinoma cells express a novel isoform of group VIA phospholipase A2 (iPLA2 beta) that participates in glucose-stimulated insulin secretion and is not produced by alternate splicing of the iPLA2 beta transcript.

Journal: Biochemistry 20031202

Title: Urocortin protects cardiac myocytes from ischemia/reperfusion injury by attenuating calcium-insensitive phospholipase A2 gene expression.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20031201

Title: Bromoenol lactone promotes cell death by a mechanism involving phosphatidate phosphohydrolase-1 rather than calcium-independent phospholipase A2.

Journal: The Journal of biological chemistry 20031107

Title: A requirement for calcium-independent phospholipase A2 in thrombin-induced arachidonic acid release and growth in vascular smooth muscle cells.

Journal: The Journal of biological chemistry 20031031

Title: Dopamine D1 receptor-dependent inhibition of NaCl transport in the rat thick ascending limb: mechanism of action.

Journal: European journal of pharmacology 20030725

Title: Ca2+-independent phospholipase A2 is a novel determinant of store-operated Ca2+ entry.

Journal: The Journal of biological chemistry 20030404

Title: Phospholipase A2 modulates respiratory burst developed by neutrophils in patients with rheumatoid arthritis.

Journal: Journal of cellular and molecular medicine 20030101

Title: Phospholipid metabolite production in human urothelial cells after protease-activated receptor cleavage.

Journal: American journal of physiology. Renal physiology 20021101

Title: Essential role of Ca2+ -dependent phospholipase A2 in estradiol-induced lysosome activation.

Journal: American journal of physiology. Cell physiology 20021101

Title: Novel role for calcium-independent phospholipase A(2) in the macrophage antiviral response of inducible nitric-oxide synthase expression.

Journal: The Journal of biological chemistry 20021011

Title: Identification of calcium-independent phospholipase A2 (iPLA2) beta, and not iPLA2gamma, as the mediator of arginine vasopressin-induced arachidonic acid release in A-10 smooth muscle cells. Enantioselective mechanism-based discrimination of mammalian iPLA2s.

Journal: The Journal of biological chemistry 20020906

Title: Role of an endoplasmic reticulum Ca(2+)-independent phospholipase A(2) in oxidant-induced renal cell death.

Journal: American journal of physiology. Renal physiology 20020901

Title: Pore formation and uncoupling initiate a Ca2+-independent degradation of mitochondrial phospholipids.

Journal: Biochemistry 20020618

Title: Roles of various phospholipases A2 in providing lysophospholipid acceptors for fatty acid phospholipid incorporation and remodelling.

Journal: The Biochemical journal 20020615

Title: Dopamine D(2) receptor-induced COX-2-mediated production of prostaglandin E(2) in D(2)-transfected Chinese hamster ovary cells without simultaneous administration of a Ca(2+)-mobilizing agent.

Journal: Biochemical pharmacology 20020615

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: PTH and DA regulate Na-K ATPase through divergent pathways.

Journal: American journal of physiology. Renal physiology 20020301

Title: Identification of the phospholipase A(2) isoforms that contribute to arachidonic acid release in hypoxic endothelial cells: limits of phospholipase A(2) inhibitors.

Journal: Biochemical pharmacology 20020115

Title: A calcium-independent phospholipase activity insensitive to bromoenol lactone mediates arachidonic acid release by lindane in rat myometrial cells.

Journal: Life sciences 20011214

Title: Endothelial cell PAF synthesis following thrombin stimulation utilizes Ca(2+)-independent phospholipase A(2).

Journal: Biochemistry 20011211

Title: Proliferative and morphological effects of endothelins in Schwann cells: roles of p38 mitogen-activated protein kinase and Ca(2+)-independent phospholipase A2.

Journal: Journal of neurochemistry 20011201

Title: Calcium-independent phospholipase A(2) is required for human monocyte chemotaxis to monocyte chemoattractant protein 1.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20010915

Title: Calcium-independent phospholipase A(2) mediates CREB phosphorylation and c-fos expression during ischemia.

Journal: American journal of physiology. Heart and circulatory physiology 20010701

Title: Anti-CD3 and concanavalin A-induced human T cell proliferation is associated with an increased rate of arachidonate-phospholipid remodeling. Lack of involvement of group IV and group VI phospholipase A2 in remodeling and increased susceptibility of proliferating T cells to CoA-independent transacyclase inhibitor-induced apoptosis.

Journal: The Journal of biological chemistry 20010518

Title: Clinical concentrations of doxorubicin inhibit activity of myocardial membrane-associated, calcium-independent phospholipase A(2).

Journal: Cancer research 20010515

Title: The Ca2+-sensing receptor activates cytosolic phospholipase A2 via a Gqalpha -dependent ERK-independent pathway.

Journal: The Journal of biological chemistry 20010427

Title: Studies of insulin secretory responses and of arachidonic acid incorporation into phospholipids of stably transfected insulinoma cells that overexpress group VIA phospholipase A2 (iPLA2beta ) indicate a signaling rather than a housekeeping role for iPLA2beta.

Journal: The Journal of biological chemistry 20010420

Title: Docosahexaenoic acid improves long-term potentiation attenuated by phospholipase A(2) inhibitor in rat hippocampal slices.

Journal: British journal of pharmacology 20010401

Title: Arachidonyltrifluoromethy ketone, a phospholipase A(2) antagonist, induces dispersal of both Golgi stack- and trans Golgi network-resident proteins throughout the cytoplasm.

Journal: Biochemical and biophysical research communications 20010223

Title: Oxidant-induced inhibition of myocardial calcium-independent phospholipase A2.

Journal: Cardiovascular toxicology 20010101

Title: Fensome-Green A, et al. Bromoenol lactone, an inhibitor of Group V1A calcium-independent phospholipase A2 inhibits antigen-stimulated mast cell exocytosis without blocking Ca2+ influx. Cell Calcium. 2007 Feb;41(2):145-53.

Title: Takuma T, et al. Role of Ca2+-independent phospholipase A2 in exocytosis of amylase from parotid acinar cells. J Biochem. 1997 Jun;121(6):1018-24.

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Related Products of 88070-98-8
Tags:88070-98-8 Molecular Formula|88070-98-8 MDL|88070-98-8 SMILES|88070-98-8 HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone)
Catalog No.: AA004ERA
88070-98-8,MFCD00270871
88070-98-8 | HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone)
Pack Size: 5mg
Purity: ≥95%
in stock
$172.00 $120.00
Pack Size: 10mg
Purity: ≥95%
in stock
$326.00 $228.00
Pack Size: 25mg
Purity: ≥95%
in stock
$768.00 $537.00
Pack Size: 50mg
Purity: ≥95%
in stock
$1,360.00 $952.00
Quantity
- +
Add to Card
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bulk Quotation Request
Technical Information
Catalog Number: AA004ERA
Chemical Name: HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone)
CAS Number: 88070-98-8
Molecular Formula: C16H13BrO2
Molecular Weight: 317.1772
MDL Number: MFCD00270871
SMILES: Br/C=C/1\CCC(C(=O)O1)c1cccc2c1cccc2
Properties
Storage: 2-8℃;  
Complexity: 377  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 1  
Formal Charge: 0  
Heavy Atom Count: 19  
Hydrogen Bond Acceptor Count: 2  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 1  
Undefined Atom Stereocenter Count: 1  
Undefined Bond Stereocenter Count: 0  
XLogP3: 4.2  
Literature fold

Title: Group VIA Phospholipase A2 (iPLA2β) Modulates Bcl-x 5'-Splice Site Selection and Suppresses Anti-apoptotic Bcl-x(L) in β-Cells.

Journal: The Journal of biological chemistry20150424

Title: The role of endoplasmic reticulum Ca2+-independent phospholipase a2γ in oxidant-induced lipid peroxidation, Ca2+ release, and renal cell death.

Journal: Toxicological sciences : an official journal of the Society of Toxicology20120801

Title: Haloenol pyranones and morpholinones as antineoplastic agents of prostate cancer.

Journal: Bioorganic & medicinal chemistry letters20120715

Title: Interaction between VEGF and calcium-independent phospholipase A2 in proliferation and migration of retinal pigment epithelium.

Journal: Current eye research20120601

Title: Activation of mitochondrial calcium-independent phospholipase A2γ (iPLA2γ) by divalent cations mediating arachidonate release and production of downstream eicosanoids.

Journal: The Journal of biological chemistry20120427

Title: Group VIA phospholipase A2 is a target for vasopressin signaling in the thick ascending limb.

Journal: American journal of physiology. Renal physiology20120401

Title: The role of calcium-independent phospholipase A2γ in modulation of aqueous humor drainage and Ca2+ sensitization of trabecular meshwork contraction.

Journal: American journal of physiology. Cell physiology20120401

Title: Group VIA PLA2 (iPLA2β) is activated upstream of p38 mitogen-activated protein kinase (MAPK) in pancreatic islet β-cell signaling.

Journal: The Journal of biological chemistry20120217

Title: Bromoenol lactone inhibits voltage-gated Ca2+ and transient receptor potential canonical channels.

Journal: The Journal of pharmacology and experimental therapeutics20111101

Title: GVI phospholipase A2 role in the stimulatory effect of sphingosine-1-phosphate on TRPC5 cationic channels.

Journal: Cell calcium20111001

Title: Role of phospholipase A(2) in retrograde transport of ricin.

Journal: Toxins20110901

Title: Profiling of fatty acids released during calcium-induced mitochondrial permeability transition in isolated rabbit kidney cortex mitochondria.

Journal: Toxicology in vitro : an international journal published in association with BIBRA20110801

Title: Combination therapy of an inhibitor of group VIA phospholipase A2 with paclitaxel is highly effective in blocking ovarian cancer development.

Journal: The American journal of pathology20110701

Title: Lysophosphatidylcholine as an effector of fatty acid-induced insulin resistance.

Journal: Journal of lipid research20110601

Title: Store-operated Ca(2+) entry (SOCE) contributes to normal skeletal muscle contractility in young but not in aged skeletal muscle.

Journal: Aging20110601

Title: Proinflammatory treatment of astrocytes with lipopolysaccharide results in augmented Ca2+ signaling through increased expression of via phospholipase A2 (iPLA2).

Journal: American journal of physiology. Cell physiology20110301

Title: Role of calcium independent phospholipase A2 in maintaining mitochondrial membrane potential and preventing excessive exocytosis in PC12 cells.

Journal: Neurochemical research20110201

Title: A role for phospholipase A2 activity in membrane tubule formation and TGN trafficking.

Journal: Traffic (Copenhagen, Denmark)20101201

Title: 1-(5-carboxyindol-1-yl)propan-2-one inhibitors of human cytosolic phospholipase A(2)alpha with reduced lipophilicity: synthesis, biological activity, metabolic stability, solubility, bioavailability, and topical in vivo activity.

Journal: Journal of medicinal chemistry20100722

Title: Modulation of melanoma cell phospholipid metabolism in response to heat shock protein 90 inhibition.

Journal: Oncotarget20100701

Title: Inhibition of calcium-independent phospholipase A2 activates p38 MAPK signaling pathways during cytostasis in prostate cancer cells.

Journal: Biochemical pharmacology20100615

Title: Evidence for de novo synthesis of lysophosphatidic acid in the spinal cord through phospholipase A2 and autotaxin in nerve injury-induced neuropathic pain.

Journal: The Journal of pharmacology and experimental therapeutics20100501

Title: Calcium-independent phospholipase A(2) plays a key role in the endothelium-dependent contractions to acetylcholine in the aorta of the spontaneously hypertensive rat.

Journal: American journal of physiology. Heart and circulatory physiology20100401

Title: The roles of iPLA2, TRPM8 and TRPA1 in chemically induced cold hypersensitivity.

Journal: Molecular pain20100101

Title: TLR-4 mediated group IVA phospholipase A(2) activation is phosphatidic acid phosphohydrolase 1 and protein kinase C dependent.

Journal: Biochimica et biophysica acta20091001

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology20091001

Title: Calcium-independent phospholipase A2 beta is dispensable in inflammasome activation and its inhibition by bromoenol lactone.

Journal: Journal of innate immunity20091001

Title: Regulation of store-operated Ca2+ entry in pulmonary artery smooth muscle cells.

Journal: Cell calcium20090801

Title: Calcium-independent phospholipase A2 participates in KCl-induced calcium sensitization of vascular smooth muscle.

Journal: Cell calcium20090701

Title: Transient receptor potential melastatin 8 channel involvement in the regulation of vascular tone.

Journal: American journal of physiology. Heart and circulatory physiology20090601

Title: [Expression of iPLA2 in human pancreatic islets and its important role in glucose-stimulated insulin secretion].

Journal: Zhonghua yi xue za zhi20090526

Title: Inhibition of calcium-independent phospholipase A2 prevents inflammatory mediator production in pulmonary microvascular endothelium.

Journal: Respiratory physiology & neurobiology20090227

Title: Discovery and development of fatty acid amide hydrolase (FAAH) inhibitors.

Journal: Journal of medicinal chemistry20081211

Title: The cytotoxic effect of bromoenol lactone, a calcium-independent phospholipase A2 inhibitor, on rat cortical neurons in culture.

Journal: Cellular and molecular neurobiology20081201

Title: Calcium-independent phospholipase A2 in rabbit ventricular myocytes.

Journal: Lipids20080901

Title: Alterations in phospholipid and fatty acid lipid profiles in primary neocortical cells during oxidant-induced cell injury.

Journal: Chemico-biological interactions20080811

Title: Inhibition of Ca2+-independent phospholipase A2 decreases prostate cancer cell growth by p53-dependent and independent mechanisms.

Journal: The Journal of pharmacology and experimental therapeutics20080701

Title: Complex regulation of store-operated Ca2+ entry pathway by PKC-epsilon in vascular SMCs.

Journal: American journal of physiology. Cell physiology20080601

Title: The role of diacylglyceride generation by phospholipase D and phosphatidic acid phosphatase in the activation of 5-lipoxygenase in polymorphonuclear leukocytes.

Journal: Journal of leukocyte biology20080401

Title: On the importance of plasmalogen status in stimulated arachidonic acid release in the macrophage cell line RAW 264.7.

Journal: Biochimica et biophysica acta20080401

Title: Anti-angiogenic pigment epithelium-derived factor regulates hepatocyte triglyceride content through adipose triglyceride lipase (ATGL).

Journal: Journal of hepatology20080301

Title: Inhibition of calcium-independent phospholipase A impairs agonist-induced calcium entry in keratinocytes.

Journal: The British journal of dermatology20080101

Title: Role of calcium-independent phospholipase A2 in cortex striatum thalamus cortex circuitry-enzyme inhibition causes vacuous chewing movements in rats.

Journal: Psychopharmacology20071201

Title: The increase of cell-membranous phosphatidylcholines containing polyunsaturated fatty acid residues induces phosphorylation of p53 through activation of ATR.

Journal: Journal of cell science20071201

Title: Induction of group VIA phospholipase A2 activity during in vitro ischemia in C2C12 myotubes is associated with changes in the level of its splice variants.

Journal: American journal of physiology. Cell physiology20071101

Title: Arachidonic acid signaling is involved in the mechanism of imidazoline-induced KATP channel-independent stimulation of insulin secretion.

Journal: Cellular and molecular life sciences : CMLS20071101

Title: Inhibition of calcium-independent phospholipase A2 suppresses proliferation and tumorigenicity of ovarian carcinoma cells.

Journal: The Biochemical journal20070915

Title: Group VIA phospholipase A2 (iPLA2beta) participates in angiotensin II-induced transcriptional up-regulation of regulator of g-protein signaling-2 in vascular smooth muscle cells.

Journal: The Journal of biological chemistry20070831

Title: A novel role of group VIB calcium-independent phospholipase A2 (iPLA2gamma) in the inducible expression of group IIA secretory PLA2 in rat fibroblastic cells.

Journal: The Journal of biological chemistry20070713

Title: The transfer of VLDL-associated phospholipids to activated platelets depends upon cytosolic phospholipase A2 activity.

Journal: Journal of lipid research20070701

Title: Activation and inactivation of the volume-sensitive taurine leak pathway in NIH3T3 fibroblasts and Ehrlich Lettre ascites cells.

Journal: American journal of physiology. Cell physiology20070701

Title: Agonist-induced calcium entry correlates with STIM1 translocation.

Journal: Journal of cellular physiology20070601

Title: Role of Ca2+-independent phospholipase A2gamma in Ca2+-induced mitochondrial permeability transition.

Journal: The Journal of pharmacology and experimental therapeutics20070501

Title: Bromoenol lactone, an inhibitor of Group V1A calcium-independent phospholipase A2 inhibits antigen-stimulated mast cell exocytosis without blocking Ca2+ influx.

Journal: Cell calcium20070201

Title: Identification of calcium-independent phospholipase A2gamma in mitochondria and its role in mitochondrial oxidative stress.

Journal: American journal of physiology. Renal physiology20070201

Title: Caspase-dependent and -independent induction of phosphatidylserine externalization during apoptosis in human renal carcinoma Cak(1)-1 and A-498 cells.

Journal: Toxicology20070105

Title: Calcium-independent phospholipase A2-catalyzed plasmalogen hydrolysis in hypoxic human coronary artery endothelial cells.

Journal: American journal of physiology. Cell physiology20070101

Title: Phospholipase A2-catalyzed hydrolysis of plasmalogen phospholipids in thrombin-stimulated human platelets.

Journal: Thrombosis research20070101

Title: Inhibition of phospholipase A2 reduces neurite outgrowth and neuronal viability.

Journal: Prostaglandins, leukotrienes, and essential fatty acids20070101

Title: Calcium-independent phospholipase A(2) influences AMPA-mediated toxicity of hippocampal slices by regulating the GluR1 subunit in synaptic membranes.

Journal: Hippocampus20070101

Title: Phospholipase A2 activation regulates cytotoxicity of methylmercury in vascular endothelial cells.

Journal: International journal of toxicology20070101

Title: Roles of phospholipase A2 isoforms in swelling- and melittin-induced arachidonic acid release and taurine efflux in NIH3T3 fibroblasts.

Journal: American journal of physiology. Cell physiology20061201

Title: Group VIA calcium-independent phospholipase A2 mediates endothelial cell S phase progression.

Journal: The Journal of biological chemistry20061124

Title: Lipopolysaccharide-induced cyclooxygenase-2 expression in human U937 macrophages is phosphatidic acid phosphohydrolase-1-dependent.

Journal: The Journal of biological chemistry20061103

Title: Prostacyclin production in tryptase and thrombin stimulated human bladder endothelial cells: effect of pretreatment with phospholipase A2 and cyclooxygenase inhibitors.

Journal: The Journal of urology20061001

Title: Ca2+-independent phospholipase A2 enhances store-operated Ca2+ entry in dystrophic skeletal muscle fibers.

Journal: Journal of cell science20060915

Title: Neuroprotection of rat hippocampal slices exposed to oxygen-glucose deprivation by enrichment with docosahexaenoic acid and by inhibition of hydrolysis of docosahexaenoic acid-containing phospholipids by calcium independent phospholipase A2.

Journal: Neuroscience20060630

Title: Gestation age-related increase in 50-kDa rat uterine calcium-independent phospholipase A2 expression influences uterine sensitivity to polychlorinated biphenyl stimulation.

Journal: Biology of reproduction20060501

Title: Disruption of G1-phase phospholipid turnover by inhibition of Ca2+-independent phospholipase A2 induces a p53-dependent cell-cycle arrest in G1 phase.

Journal: Journal of cell science20060315

Title: Lysophosphatidic acid is constitutively produced by human peritoneal mesothelial cells and enhances adhesion, migration, and invasion of ovarian cancer cells.

Journal: Cancer research20060315

Title: Calcium-independent phospholipase A2 modulates cytosolic oxidant activity and contractile function in murine skeletal muscle cells.

Journal: Journal of applied physiology (Bethesda, Md. : 1985)20060201

Title: A bromoenol lactone suicide substrate inactivates group VIA phospholipase A2 by generating a diffusible bromomethyl keto acid that alkylates cysteine thiols.

Journal: Biochemistry20060124

Title: A small-molecule FRET probe to monitor phospholipase A2 activity in cells and organisms.

Journal: Angewandte Chemie (International ed. in English)20060109

Title: A novel role for calcium-independent phospholipase A in alpha-amino-3-hydroxy-5-methylisoxazole-propionate receptor regulation during long-term potentiation.

Journal: The European journal of neuroscience20060101

Title: Potential role for mast cell tryptase in recruitment of inflammatory cells to endothelium.

Journal: American journal of physiology. Cell physiology20051201

Title: Modulation of phospholipase A2 activity in primary cultures of rat cortical neurons.

Journal: Journal of neural transmission (Vienna, Austria : 1996)20051001

Title: Inhibition of calcium-independent phospholipase A2 activity in rat hippocampus impairs acquisition of short- and long-term memory.

Journal: Psychopharmacology20050901

Title: The endocannabinoid system: drug targets, lead compounds, and potential therapeutic applications.

Journal: Journal of medicinal chemistry20050811

Title: Genetic and pharmacologic evidence that calcium-independent phospholipase A2beta regulates virus-induced inducible nitric-oxide synthase expression by macrophages.

Journal: The Journal of biological chemistry20050729

Title: Ca(2+)-independent phospholipase A2 participates in the vesicular transport of milk proteins.

Journal: Biochimica et biophysica acta20050415

Title: Identification and distribution of endoplasmic reticulum iPLA2.

Journal: Biochemical and biophysical research communications20050204

Title: Inhibition of Ca2+-independent phospholipase A2 results in insufficient insulin secretion and impaired glucose tolerance.

Journal: Molecular endocrinology (Baltimore, Md.)20050201

Title: Identification, cloning, expression, and purification of three novel human calcium-independent phospholipase A2 family members possessing triacylglycerol lipase and acylglycerol transacylase activities.

Journal: The Journal of biological chemistry20041119

Title: Contribution of lipid second messengers to the regulation of phosphatidylcholine synthesis during cell cycle re-entry.

Journal: Biochimica et biophysica acta20041108

Title: Amyloid beta(1-42) and its beta(25-35) fragment induce activation and membrane translocation of cytosolic phospholipase A2 in bovine retina capillary pericytes.

Journal: Biochimica et biophysica acta20041108

Title: Signalling pathways regulating human neutrophil migration induced by secretory phospholipases A2.

Journal: Toxicon : official journal of the International Society on Toxinology20041001

Title: Male mice that do not express group VIA phospholipase A2 produce spermatozoa with impaired motility and have greatly reduced fertility.

Journal: The Journal of biological chemistry20040910

Title: Differing caspase-1 activation states in monocyte versus macrophage models of IL-1beta processing and release.

Journal: Journal of leukocyte biology20040901

Title: Laminar flow activates peroxisome proliferator-activated receptor-gamma in vascular endothelial cells.

Journal: Circulation20040831

Title: Inactivation of endoplasmic reticulum bound Ca2+-independent phospholipase A2 in renal cells during oxidative stress.

Journal: Journal of the American Society of Nephrology : JASN20040601

Title: Mechanisms of caspase-1 activation by P2X7 receptor-mediated K+ release.

Journal: American journal of physiology. Cell physiology20040501

Title: Mercury- and copper-induced lysosomal membrane destabilisation depends on [Ca2+]i dependent phospholipase A2 activation.

Journal: Aquatic toxicology (Amsterdam, Netherlands)20040210

Title: Apoptosis of insulin-secreting cells induced by endoplasmic reticulum stress is amplified by overexpression of group VIA calcium-independent phospholipase A2 (iPLA2 beta) and suppressed by inhibition of iPLA2 beta.

Journal: Biochemistry20040203

Title: Involvement of p38 and p42/44 MAP kinases and protein kinase C in the interferon-gamma and interleukin-1alpha-induced phosphorylation of 85-kDa cytosolic phospholipase A(2) in primary human bronchial epithelial cells.

Journal: Cytokine20040107

Title: Postsynaptic injection of calcium-independent phospholipase A2 inhibitors selectively increases AMPA receptor-mediated synaptic transmission.

Journal: Hippocampus20040101

Title: Pancreatic islets and insulinoma cells express a novel isoform of group VIA phospholipase A2 (iPLA2 beta) that participates in glucose-stimulated insulin secretion and is not produced by alternate splicing of the iPLA2 beta transcript.

Journal: Biochemistry20031202

Title: Urocortin protects cardiac myocytes from ischemia/reperfusion injury by attenuating calcium-insensitive phospholipase A2 gene expression.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology20031201

Title: Bromoenol lactone promotes cell death by a mechanism involving phosphatidate phosphohydrolase-1 rather than calcium-independent phospholipase A2.

Journal: The Journal of biological chemistry20031107

Title: A requirement for calcium-independent phospholipase A2 in thrombin-induced arachidonic acid release and growth in vascular smooth muscle cells.

Journal: The Journal of biological chemistry20031031

Title: Dopamine D1 receptor-dependent inhibition of NaCl transport in the rat thick ascending limb: mechanism of action.

Journal: European journal of pharmacology20030725

Title: Ca2+-independent phospholipase A2 is a novel determinant of store-operated Ca2+ entry.

Journal: The Journal of biological chemistry20030404

Title: Phospholipase A2 modulates respiratory burst developed by neutrophils in patients with rheumatoid arthritis.

Journal: Journal of cellular and molecular medicine20030101

Title: Phospholipid metabolite production in human urothelial cells after protease-activated receptor cleavage.

Journal: American journal of physiology. Renal physiology20021101

Title: Essential role of Ca2+ -dependent phospholipase A2 in estradiol-induced lysosome activation.

Journal: American journal of physiology. Cell physiology20021101

Title: Novel role for calcium-independent phospholipase A(2) in the macrophage antiviral response of inducible nitric-oxide synthase expression.

Journal: The Journal of biological chemistry20021011

Title: Identification of calcium-independent phospholipase A2 (iPLA2) beta, and not iPLA2gamma, as the mediator of arginine vasopressin-induced arachidonic acid release in A-10 smooth muscle cells. Enantioselective mechanism-based discrimination of mammalian iPLA2s.

Journal: The Journal of biological chemistry20020906

Title: Role of an endoplasmic reticulum Ca(2+)-independent phospholipase A(2) in oxidant-induced renal cell death.

Journal: American journal of physiology. Renal physiology20020901

Title: Pore formation and uncoupling initiate a Ca2+-independent degradation of mitochondrial phospholipids.

Journal: Biochemistry20020618

Title: Roles of various phospholipases A2 in providing lysophospholipid acceptors for fatty acid phospholipid incorporation and remodelling.

Journal: The Biochemical journal20020615

Title: Dopamine D(2) receptor-induced COX-2-mediated production of prostaglandin E(2) in D(2)-transfected Chinese hamster ovary cells without simultaneous administration of a Ca(2+)-mobilizing agent.

Journal: Biochemical pharmacology20020615

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry20020419

Title: PTH and DA regulate Na-K ATPase through divergent pathways.

Journal: American journal of physiology. Renal physiology20020301

Title: Identification of the phospholipase A(2) isoforms that contribute to arachidonic acid release in hypoxic endothelial cells: limits of phospholipase A(2) inhibitors.

Journal: Biochemical pharmacology20020115

Title: A calcium-independent phospholipase activity insensitive to bromoenol lactone mediates arachidonic acid release by lindane in rat myometrial cells.

Journal: Life sciences20011214

Title: Endothelial cell PAF synthesis following thrombin stimulation utilizes Ca(2+)-independent phospholipase A(2).

Journal: Biochemistry20011211

Title: Proliferative and morphological effects of endothelins in Schwann cells: roles of p38 mitogen-activated protein kinase and Ca(2+)-independent phospholipase A2.

Journal: Journal of neurochemistry20011201

Title: Calcium-independent phospholipase A(2) is required for human monocyte chemotaxis to monocyte chemoattractant protein 1.

Journal: Journal of immunology (Baltimore, Md. : 1950)20010915

Title: Calcium-independent phospholipase A(2) mediates CREB phosphorylation and c-fos expression during ischemia.

Journal: American journal of physiology. Heart and circulatory physiology20010701

Title: Anti-CD3 and concanavalin A-induced human T cell proliferation is associated with an increased rate of arachidonate-phospholipid remodeling. Lack of involvement of group IV and group VI phospholipase A2 in remodeling and increased susceptibility of proliferating T cells to CoA-independent transacyclase inhibitor-induced apoptosis.

Journal: The Journal of biological chemistry20010518

Title: Clinical concentrations of doxorubicin inhibit activity of myocardial membrane-associated, calcium-independent phospholipase A(2).

Journal: Cancer research20010515

Title: The Ca2+-sensing receptor activates cytosolic phospholipase A2 via a Gqalpha -dependent ERK-independent pathway.

Journal: The Journal of biological chemistry20010427

Title: Studies of insulin secretory responses and of arachidonic acid incorporation into phospholipids of stably transfected insulinoma cells that overexpress group VIA phospholipase A2 (iPLA2beta ) indicate a signaling rather than a housekeeping role for iPLA2beta.

Journal: The Journal of biological chemistry20010420

Title: Docosahexaenoic acid improves long-term potentiation attenuated by phospholipase A(2) inhibitor in rat hippocampal slices.

Journal: British journal of pharmacology20010401

Title: Arachidonyltrifluoromethy ketone, a phospholipase A(2) antagonist, induces dispersal of both Golgi stack- and trans Golgi network-resident proteins throughout the cytoplasm.

Journal: Biochemical and biophysical research communications20010223

Title: Oxidant-induced inhibition of myocardial calcium-independent phospholipase A2.

Journal: Cardiovascular toxicology20010101

Title: Fensome-Green A, et al. Bromoenol lactone, an inhibitor of Group V1A calcium-independent phospholipase A2 inhibits antigen-stimulated mast cell exocytosis without blocking Ca2+ influx. Cell Calcium. 2007 Feb;41(2):145-53.

Title: Takuma T, et al. Role of Ca2+-independent phospholipase A2 in exocytosis of amylase from parotid acinar cells. J Biochem. 1997 Jun;121(6):1018-24.

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