2-APB

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Cat.No. 1224 - 2-APB | C14H16BNO | CAS No. 524-95-8
Description: IP3 receptor antagonist. Also TRP channel modulator
Chemical Name: 2-Aminoethoxydiphenylborane
Purity: ≥98% (HPLC)
Datasheet
Citations (27)

Biological Activity

A functional and membrane permeable D-myo-inositol 1,4,5-trisphosphate (IP3) receptor antagonist (IC50 = 42 μM). Stimulates store-operated calcium (SOC) release at low concentrations (< 10 μM) and inhibits it at higher concentrations (up to 50 μM). Increases STIM-Orai channel conductance and limits ion selectivity. Modulator of TRP channels; blocks TRPC1, TRPC3, TRPC5, TRPC6, TRPV6, TRPM3, TRPM7, TRPM8 and TRPP2 and at higher concentrations stimulates TRPV1, TRPV2 and TRPV3. Also blocks specific gap channel subtypes.

Technical Data

M. Wt 225.1
Formula C14H16BNO
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 524-95-8
PubChem ID 1598
InChI Key BLZVCIGGICSWIG-UHFFFAOYSA-N
Smiles NCCOB(C1=CC=CC=C1)C1=CC=CC=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 22.51 100mM with gentle warming
ethanol 2.25 10mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 225.1. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 4.44 mL 22.21 mL 44.42 mL
5 mM 0.89 mL 4.44 mL 8.88 mL
10 mM 0.44 mL 2.22 mL 4.44 mL
50 mM 0.09 mL 0.44 mL 0.89 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Bai et al (2006) Block of specific gap junction channel subtypes by 2-aminoethoxydiphenyl borate (2-APB). J.Pharmacol.Exp.Ther. 319 1452 PMID: 16985167

Maruyama et al (1997) 2APB, 2-aminoethoxydiphenyl borate, a membrane-penetrable modulator of Ins(1,4,5)P3-induced Ca2+ release. J.Biochem. 122 498 PMID: 9348075

Togashi et al (2008) Inhibition of the transient receptor potential cation channel TRPM2 by 2-aminoethoxydiphenyl borate (2-APB). Br.J.Pharmacol. 153 1324 PMID: 18204483

Varnai et al (2009) STIM and Orai: the long-awaited constituents of store-operated calcium entry. TiPs 30 118 PMID: 19187978

Xu et al (2005) Block of TRPC5 channels by 2-aminoethoxydiphenyl borate: a differential, extracellular and voltafe-dependent effect. Br.J.Pharmacol. 145 405 PMID: 15806115


If you know of a relevant reference for 2-APB, please let us know.

View Related Products by Product Action

View all IP3 Receptor Antagonists

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27 Citations for 2-APB

Citations are publications that use Tocris products. Selected citations for 2-APB include:

Hutchins and Wray (2014) Capture of microtubule plus-ends at the actin cortex promotes axophilic neuronal migration by enhancing microtubule tension in the leading process. J Biol Chem 8 400 PMID: 25505874

Varadarajan et al (2013) Endoplasmic reticulum membrane reorganization is regulated by ionic homeostasis. PLoS One 8 e56603 PMID: 23457590

Li et al (2013) Antagonism of neuronal prostaglandin E(2) receptor subtype 1 mitigates amyloid β neurotoxicity in vitro. Biochem Pharmacol 8 87 PMID: 22718277

Balasubramanian et al (2013) AMP-activated protein kinase as regulator of P2Y(6) receptor-induced insulin secretion in mouse pancreatic β-cells. Hypertension 85 991 PMID: 23333427

Chang et al (2013) Areca nut-induced buccal mucosa fibroblast contraction and its signaling: a potential role in oral submucous fibrosis--a precancer condition. Front Cell Neurosci 34 1096 PMID: 23349021

Aihara et al (2013) In vivo epithelial wound repair requires mobilization of endogenous intracellular and extracellular calcium. PLoS One 288 33585 PMID: 24121509

Hutchins et al (2013) Calcium release-dependent actin flow in the leading process mediates axophilic migration. J Pharmacol Exp Ther 33 11361 PMID: 23843509

Begum et al (2012) DHA inhibits ER Ca2+ release and ER stress in astrocytes following in vitro ischemia. J Neurochem 120 622 PMID: 22129278

Lee et al (2012) The calcium-sensing receptor regulates the NLRP3 inflammasome through Ca2+ and cAMP. Nature 492 123 PMID: 23143333

Huang et al (2012) SKF83959, an agonist of phosphatidylinositol-linked D(1)-like receptors, promotes ERK1/2 activation and cell migration in cultured rat astrocytes. Korean J Physiol Pharmacol 7 e49954 PMID: 23185493

Chow et al (2011) Calcium-sensing receptor modulates extracellular Ca(2+) entry via TRPC-encoded receptor-operated channels in human aortic smooth muscle cells. PLoS One 301 C461 PMID: 21562303

Choi et al (2010) Caffeine and 2-Aminoethoxydiphenyl Borate (2-APB) Have Different Ability to Inhibit Intracellular Calcium Mobilization in Pancreatic Acinar Cell. J Neuroimmune Pharmacol 14 105 PMID: 20473382

Kim et al (2010) Non-cardiomyocytes influence the electrophysiological maturation of human embryonic stem cell-derived cardiomyocytes during differentiation. Front Physiol 19 783 PMID: 20001453

Dong et al (2009) P2Y receptors mediate Ca2+ signaling in duodenocytes and contribute to duodenal mucosal bicarbonate secretion. Am J Physiol Gastrointest Liver Physiol 296 G424 PMID: 19074643

Sribnick et al (2009) Estrogen attenuates glutamate-induced cell death by inhibiting Ca2+ influx through L-type voltage-gated Ca2+ channels. Brain Res 1276 159 PMID: 19389388

Clark et al (2009) Adenosine-evoked hyperpolarization of retinal ganglion cells is mediated by G-protein-coupled inwardly rectifying K+ and small conductance Ca2+-activated K+ channel activation. J Neurosci 29 11237 PMID: 19741130

Snetkov et al (2008) Low concentrations of sphingosylphosphorylcholine enhance pulmonary artery vasoreactivity: the role of protein kinase C δ and Ca2+ entry. Am J Physiol Cell Physiol 51 239 PMID: 18158336

Kelm et al (2007) Calcium release from presynaptic internal stores is required for ethanol to increase spontaneous γ-aminobutyric acid release onto cerebellum Purkinje neurons. Stem Cells Dev 323 356 PMID: 17652632

Qin et al (2016) Connexin 32-mediated cell-cell communication is essential for hepatic differentiation from humanembryonic stem cells Scientific Reports 6 37388 PMID: 27874032

Tang et al (2015) Stimulation-evoked Ca2+ signals in astrocytic processes at hippocampal CA3-CA1 synapses of adult mice are modulated by glutamate and ATP. J Neurosci 35 3016 PMID: 25698739

Fransen et al (2015) Dissecting out the complex Ca2+-mediated phenylephrine-induced contractions of mouse aortic segments. PLoS One 10 e0121634 PMID: 25803863

Dobson et al (2015) Caffeine Modulates Vesicle Release and Recovery at Cerebellar Parallel Fibre Terminals, Independently of Calcium and Cyclic AMP Signalling. Biomed Res Int 10 e0125974 PMID: 25933382

Nakakura et al (2015) Pathophysiological significance of the two-pore domain K(+) channel K2P5.1 in splenic CD4(+)CD25(-) T cell subset from a chemically-induced murine inflammatory bowel disease model. Cell Death Dis 6 299 PMID: 26578971

Baron et al (2015) The NLRP3 inflammasome is activated by nanoparticles through ATP, ADP and adenosine. Dev Neurobiol 6 e1629 PMID: 25654762

Flynn et al (2015) Activation of the neurokinin 3 receptor promotes filopodia growth and sprouting in rat embryonic hypothalamic cells. Carcinogenesis 75 44896 PMID: 25044785

Grimes et al (2014) Cross-synaptic synchrony and transmission of signal and noise across the mouse retina. Elife 3 e03892 PMID: 25180102

Tamura et al (2014) Both neurons and astrocytes exhibited tetrodotoxin-resistant metabotropic glutamate receptor-dependent spontaneous slow Ca2+ oscillations in striatum. PLoS One 9 e85351 PMID: 24454845


Do you know of a great paper that uses 2-APB from Tocris? If so please let us know.

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